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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 14:58:04 UTC

HMDB ID

HMDB0001520

Secondary Accession Numbers

HMDB01520

Metabolite Identification

Common Name

Flavin mononucleotide

Description

Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as the prosthetic group of various oxidoreductases, including NADH dehydrogenase, as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH), and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization. It is the principal form in which riboflavin is found in cells and tissues. It requires more energy to produce, but is more soluble than riboflavin. Flavin mononucleotide belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. Flavin mononucleotide exists in all living species, ranging from bacteria to humans. Within humans, flavin mononucleotide participates in a number of enzymatic reactions. In particular, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is catalyzed by the enzyme lanosterol 14-alpha demethylase. In addition, formic acid and flavin mononucleotide can be biosynthesized from FMNH2 through the action of the enzyme lanosterol 14-alpha demethylase. In humans, flavin mononucleotide is involved in bloch pathway (cholesterol biosynthesis). Outside of the human body, flavin mononucleotide has been detected, but not quantified in several different foods, such as mandarin orange (clementine, tangerine), horseradish tree, black elderberries, angelica, and ostrich ferns.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652309042000242D          

 31 33  0  0  1  0            999 V2000
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END

  Mrv1652309042000242D          

 31 33  0  0  1  0            999 V2000
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001520

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2

> <INCHI_IDENTIFIER>
InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1

> <INCHI_KEY>
FVTCRASFADXXNN-SCRDCRAPSA-N

> <FORMULA>
C17H21N4O9P

> <MOLECULAR_WEIGHT>
456.3438

> <EXACT_MASS>
456.104614802

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.18863753153134

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-1.0401062913333337

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
5.861669782552471

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4921020390081319

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6107860700389316

> <JCHEM_POLAR_SURFACE_AREA>
201.57999999999998

> <JCHEM_REFRACTIVITY>
107.14129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
riboflavin 5'-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -6.668  -3.850   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0       5.335  -1.540   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.105  -2.874   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.565  -0.206   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   19                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17    4                                                       
CONECT   19    9   20                                                       
CONECT   20   19   21   31                                                  
CONECT   21   20   22   30                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   22                                                            
CONECT   30   21                                                            
CONECT   31   20                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0001520
HETATM    1  C1  UNL     1      -5.456   2.696  -0.385  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.386   1.692  -0.144  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.667   0.376  -0.332  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.687  -0.588  -0.116  1.00  0.00           C  
HETATM    5  N1  UNL     1      -4.024  -1.877  -0.321  1.00  0.00           N  
HETATM    6  C5  UNL     1      -3.106  -2.815  -0.122  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.360  -4.172  -0.308  1.00  0.00           C  
HETATM    8  O1  UNL     1      -4.507  -4.509  -0.678  1.00  0.00           O  
HETATM    9  N2  UNL     1      -2.372  -5.056  -0.084  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.155  -4.645   0.313  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.294  -5.569   0.495  1.00  0.00           O  
HETATM   12  N3  UNL     1      -0.847  -3.352   0.509  1.00  0.00           N  
HETATM   13  C8  UNL     1      -1.777  -2.415   0.307  1.00  0.00           C  
HETATM   14  N4  UNL     1      -1.442  -1.118   0.512  1.00  0.00           N  
HETATM   15  C9  UNL     1      -0.103  -0.779   0.939  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.818  -0.522  -0.241  1.00  0.00           C  
HETATM   17  O3  UNL     1       0.913  -1.632  -1.046  1.00  0.00           O  
HETATM   18  C11 UNL     1       2.166  -0.083   0.304  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.908   1.055   1.103  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.101   0.349  -0.784  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.392  -0.752  -1.615  1.00  0.00           O  
HETATM   22  C13 UNL     1       4.411   0.744  -0.137  1.00  0.00           C  
HETATM   23  O6  UNL     1       5.365   1.098  -1.093  1.00  0.00           O  
HETATM   24  P1  UNL     1       6.814   1.533  -0.352  1.00  0.00           P  
HETATM   25  O7  UNL     1       7.427   0.297   0.249  1.00  0.00           O  
HETATM   26  O8  UNL     1       6.568   2.636   0.905  1.00  0.00           O  
HETATM   27  O9  UNL     1       7.871   2.164  -1.486  1.00  0.00           O  
HETATM   28  C14 UNL     1      -2.405  -0.205   0.298  1.00  0.00           C  
HETATM   29  C15 UNL     1      -2.135   1.127   0.484  1.00  0.00           C  
HETATM   30  C16 UNL     1      -3.125   2.057   0.262  1.00  0.00           C  
HETATM   31  C17 UNL     1      -2.864   3.517   0.456  1.00  0.00           C  
HETATM   32  H1  UNL     1      -5.069   3.668  -0.708  1.00  0.00           H  
HETATM   33  H2  UNL     1      -6.130   2.300  -1.200  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.060   2.752   0.553  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.661   0.091  -0.652  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.569  -6.091  -0.227  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.339  -1.662   1.499  1.00  0.00           H  
HETATM   38  H7  UNL     1      -0.066   0.034   1.686  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.452   0.316  -0.868  1.00  0.00           H  
HETATM   40  H9  UNL     1       1.580  -2.289  -0.787  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.629  -0.877   0.891  1.00  0.00           H  
HETATM   42  H11 UNL     1       1.234   1.636   0.674  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.709   1.163  -1.406  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.815  -1.455  -1.053  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.236   1.561   0.603  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.801  -0.144   0.395  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.710   3.111   0.830  1.00  0.00           H  
HETATM   48  H17 UNL     1       8.620   1.560  -1.648  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.163   1.461   0.799  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.917   3.654   1.019  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.831   4.042  -0.522  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.701   3.919   1.059  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   30
CONECT    3    4   35
CONECT    4    5   28   28
CONECT    5    6    6
CONECT    6    7   13
CONECT    7    8    8    9
CONECT    9   10   36
CONECT   10   11   11   12
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   28
CONECT   15   16   37   38
CONECT   16   17   18   39
CONECT   17   40
CONECT   18   19   20   41
CONECT   19   42
CONECT   20   21   22   43
CONECT   21   44
CONECT   22   23   45   46
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   47
CONECT   27   48
CONECT   28   29
CONECT   29   30   30   49
CONECT   30   31
CONECT   31   50   51   52
END

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Riboflavin 5'-(dihydrogen phosphate)	ChEBI
Riboflavin 5'-monophosphate	ChEBI
Riboflavin 5'-phosphate	ChEBI
Riboflavin monophosphate	ChEBI
Riboflavin-5-phosphate	ChEBI
Riboflavine dihydrogen phosphate	ChEBI
Riboflavin 5'-(dihydrogen phosphoric acid)	Generator
Riboflavin 5'-monophosphoric acid	Generator
Riboflavin 5'-phosphoric acid	Generator
Riboflavin monophosphoric acid	Generator
Riboflavin-5-phosphoric acid	Generator
Riboflavine dihydrogen phosphoric acid	Generator
Flanin	HMDB
Flavine mononucleotide	HMDB
Flavol	HMDB
FMN	HMDB
Riboflavin	HMDB
Riboflavin mononucleotide	HMDB
Riboflavin phosphate	HMDB
Riboflavin-5'-phosphate na	HMDB
Riboflavine 5'-monophosphate	HMDB
Riboflavine 5'-phosphate	HMDB
Riboflavine monophosphate	HMDB
Riboflavine phosphate	HMDB
Riboflavine-5'-phosphate	HMDB
Vitamin b2 phosphate	HMDB
5'-monoPhosphate, riboflavin	HMDB
5'-Phosphate, riboflavin	HMDB
Flavin mononucleotide sodium salt	HMDB
Mononucleotide, riboflavin	HMDB
Flavin mononucleotide monosodium salt	HMDB
Flavin mononucleotide monosodium salt, dihydrate	HMDB
Phosphate, sodium riboflavin	HMDB
Riboflavin 5' phosphate	HMDB
Riboflavin phosphate, sodium	HMDB
Mononucleotide, flavin	HMDB
Riboflavin 5' monophosphate	HMDB
Flavin mononucleotide disodium salt	HMDB
Sodium riboflavin phosphate	HMDB

Chemical Formula

C₁₇H₂₁N₄O₉P

Average Molecular Weight

456.3438

Monoisotopic Molecular Weight

456.104614802

IUPAC Name

{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid

Traditional Name

riboflavin 5'-phosphate

CAS Registry Number

146-17-8

SMILES

CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2

InChI Identifier

InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1

InChI Key

FVTCRASFADXXNN-SCRDCRAPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Flavin nucleotides

Sub Class

Not Available

Direct Parent

Flavin nucleotides

Alternative Parents

Substituents

Flavin nucleotide
Flavin
Isoalloxazine
Diazanaphthalene
Pteridine
Quinoxaline
Monoalkyl phosphate
Pyrimidone
Pyrazine
Organic phosphoric acid derivative
Phosphoric acid ester
Benzenoid
Alkyl phosphate
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Secondary alcohol
Lactam
Azacycle
Polyol
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

flavin mononucleotide (CHEBI:17621 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 10197568)

Cell

Erythrocyte (HMDB: HMDB0001520)

Hematocyte

Platelet (HMDB: HMDB0001520)

Tissue

Eye Lens (HMDB: HMDB0001520)

Muscle tissue

Skeletal muscle (HMDB: HMDB0001520)

Organ

Placenta (HMDB: HMDB0001520)

Excreta

Biofluid or Excreta

Feces (PMID: 28923537)

Cellular substructure

Cytoplasm (HMDB: HMDB0001520)

Source

Exogenous

Exogenous (HMDB: HMDB0001520)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Endogenous (HMDB: HMDB0001520)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Porphyrin Metabolism (PathBank: SMP0000953)
Sulfur Metabolism (PathBank: SMP0002382)
Arginine and Proline Metabolism (PathBank: SMP0012004)
Vitamin B6 Metabolism (PathBank: SMP0063472)
Beta-Alanine metabolism (PathBank: SMP0087180)
Pyrimidine Metabolism (PathBank: SMP0087340)
Vitamin B6 Metabolism (PathBank: SMP0087395)
Sulfur Metabolism (Ethanesulfonate) (PathBank: SMP0121318)
Riboflavin Metabolism (PathBank: SMP0063663)
Pantothenate and CoA Biosynthesis (PathBank: SMP0087207)
Terpenoid Backbone Biosynthesis (PathBank: SMP0121210)
Flavin Biosynthesis (PathBank: SMP0122173)
Sulfur Metabolism (Butanesulfonate) (PathBank: SMP0121316)
Sulfur Metabolism (Isethionate) (PathBank: SMP0121319)
Uracil Degradation III (PathBank: SMP0122221)
Pyrimidine Metabolism (PathBank: SMP0002370)
Sulfur Metabolism (Propanesulfonate) (PathBank: SMP0121317)
Sulfur Metabolism (Methanesulfonate) (PathBank: SMP0121320)
Doxorubicin Metabolism Pathway (PathBank: SMP0000650)
Epoxysqualene Biosynthesis (PathBank: SMP0012042)
Farnesene Biosynthesis (PathBank: SMP0012049)
Mevalonate Pathway (PathBank: SMP0121055)
Bloch Pathway (Cholesterol Biosynthesis) (PathBank: SMP0121057)
Kandutsch-Russell Pathway (Cholesterol Biosynthesis) (PathBank: SMP0121060)
Juvenile Hormone Synthesis (PathBank: SMP0121063)

Disease pathway

Arginine: Glycine Amidinotransferase Deficiency (AGAT Deficiency) (PathBank: SMP0120454)
GABA-Transaminase Deficiency (PathBank: SMP0120478)
Creatine Deficiency, Guanidinoacetate Methyltransferase Deficiency (PathBank: SMP0120569)
Beta-Ureidopropionase Deficiency (PathBank: SMP0120678)
Hyperprolinemia Type I (PathBank: SMP0120719)
Hyperornithinemia with Gyrate Atrophy (HOGA) (PathBank: SMP0120789)
Hyperprolinemia Type II (PathBank: SMP0120501)
UMP Synthase Deficiency (Orotic Aciduria) (PathBank: SMP0120507)
Prolinemia Type II (PathBank: SMP0120539)
Prolidase Deficiency (PD) (PathBank: SMP0120541)
Carnosinuria, Carnosinemia (PathBank: SMP0120558)
L-Arginine:Glycine Amidinotransferase Deficiency (PathBank: SMP0120572)
Hyperornithinemia-Hyperammonemia-Homocitrullinuria [HHH-syndrome] (PathBank: SMP0120790)
Dihydropyrimidinase Deficiency (PathBank: SMP0120693)
Ornithine Aminotransferase Deficiency (OAT Deficiency) (PathBank: SMP0120538)
Guanidinoacetate Methyltransferase Deficiency (GAMT Deficiency) (PathBank: SMP0120710)
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy) (PathBank: SMP0120530)
Hypophosphatasia (PathBank: SMP0120568)
Hyperornithinemia-Hyperammonemia-Homocitrullinuria [HHH-syndrome] (PathBank: SMP0000506)

Protein pathway

Succinate Signalling During Inflammation (PathBank: SMP0120884)
Nitric Oxide Signaling Pathway (PathBank: SMP0108159)
Ion Channels and Their Functional Role in Vascular Endothelium (PathBank: SMP0108237)

Signaling pathway

Jasmonic Acid Biosynthesis (PathBank: SMP0121206)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	290 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	92 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	197.8	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000127
[M+H]+	Not Available	200.6	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000127

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.67 g/L	ALOGPS
logP	-0.78	ALOGPS
logP	-1	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.14 m³·mol⁻¹	ChemAxon
Polarizability	42.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	201.626	31661259
DarkChem	[M-H]-	191.21	31661259
AllCCS	[M+H]+	199.414	32859911
AllCCS	[M-H]-	194.231	32859911
DeepCCS	[M+H]+	188.255	30932474
DeepCCS	[M-H]-	185.859	30932474
DeepCCS	[M-2H]-	218.741	30932474
DeepCCS	[M+Na]+	195.018	30932474
AllCCS	[M+H]+	199.4	32859911
AllCCS	[M+H-H2O]+	197.4	32859911
AllCCS	[M+NH4]+	201.2	32859911
AllCCS	[M+Na]+	201.8	32859911
AllCCS	[M-H]-	194.2	32859911
AllCCS	[M+Na-2H]-	194.6	32859911
AllCCS	[M+HCOO]-	195.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flavin mononucleotide	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2	4610.1	Standard polar	33892256
Flavin mononucleotide	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2	2227.7	Standard non polar	33892256
Flavin mononucleotide	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2	4467.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Flavin mononucleotide,1TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N2	3652.0	Semi standard non polar	33892256
Flavin mononucleotide,1TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N2	3648.1	Semi standard non polar	33892256
Flavin mononucleotide,1TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3682.6	Semi standard non polar	33892256
Flavin mononucleotide,1TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3846.1	Semi standard non polar	33892256
Flavin mononucleotide,1TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3803.7	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N2	3550.4	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #10	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3779.3	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #11	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3848.5	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3572.5	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3682.7	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3673.3	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3567.2	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3659.2	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #7	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3660.2	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #8	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3705.2	Semi standard non polar	33892256
Flavin mononucleotide,2TMS,isomer #9	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3691.9	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3537.5	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #10	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3638.0	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #11	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3697.8	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #12	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3680.4	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #13	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3733.8	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #14	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3798.6	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3598.2	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3615.6	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3613.1	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3626.2	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3664.3	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #7	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3720.8	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #8	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3615.5	Semi standard non polar	33892256
Flavin mononucleotide,3TMS,isomer #9	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3629.8	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3612.3	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3771.2	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4988.6	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #10	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3716.8	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #10	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3770.5	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #10	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4718.7	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #11	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3744.2	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #11	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3798.7	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #11	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4815.2	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3626.6	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3809.4	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	5305.3	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3619.6	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3777.5	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4715.4	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3672.0	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3771.6	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4989.5	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3629.0	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3793.3	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4759.5	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3688.6	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3786.5	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	5037.1	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #7	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3734.0	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #7	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3810.7	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #7	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4807.0	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #8	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3642.4	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #8	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3772.6	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #8	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4711.4	Standard polar	33892256
Flavin mononucleotide,4TMS,isomer #9	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3691.4	Semi standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #9	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3768.9	Standard non polar	33892256
Flavin mononucleotide,4TMS,isomer #9	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4999.8	Standard polar	33892256
Flavin mononucleotide,5TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3663.2	Semi standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3679.5	Standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4520.7	Standard polar	33892256
Flavin mononucleotide,5TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3702.8	Semi standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3688.1	Standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4737.8	Standard polar	33892256
Flavin mononucleotide,5TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3715.3	Semi standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3685.9	Standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4519.6	Standard polar	33892256
Flavin mononucleotide,5TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3725.4	Semi standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3705.2	Standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4557.8	Standard polar	33892256
Flavin mononucleotide,5TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3737.0	Semi standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3682.1	Standard non polar	33892256
Flavin mononucleotide,5TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4514.1	Standard polar	33892256
Flavin mononucleotide,6TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3768.7	Semi standard non polar	33892256
Flavin mononucleotide,6TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	3623.8	Standard non polar	33892256
Flavin mononucleotide,6TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N2	4359.0	Standard polar	33892256
Flavin mononucleotide,1TBDMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N2	3887.7	Semi standard non polar	33892256
Flavin mononucleotide,1TBDMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N2	3875.3	Semi standard non polar	33892256
Flavin mononucleotide,1TBDMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3916.3	Semi standard non polar	33892256
Flavin mononucleotide,1TBDMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4040.6	Semi standard non polar	33892256
Flavin mononucleotide,1TBDMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4018.5	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N2	3940.0	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #10	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4129.7	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #11	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4210.4	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3956.3	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4056.8	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4068.5	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	3956.6	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4027.3	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #7	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4063.8	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #8	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4075.7	Semi standard non polar	33892256
Flavin mononucleotide,2TBDMS,isomer #9	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4095.8	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4076.4	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #10	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4145.1	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #11	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4259.2	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #12	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4196.0	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #13	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4295.5	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #14	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4320.8	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4130.1	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4185.0	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4143.9	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4202.7	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4179.0	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #7	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4278.8	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #8	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N2	4146.2	Semi standard non polar	33892256
Flavin mononucleotide,3TBDMS,isomer #9	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N2	4201.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Flavin mononucleotide GC-MS (Non-derivatized) - 70eV, Positive	splash10-007d-6931400000-cad44822b1dfefb25732	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flavin mononucleotide GC-MS (3 TMS) - 70eV, Positive	splash10-0592-6901126000-2ec87848003ebe8e438d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flavin mononucleotide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flavin mononucleotide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0002-9000200000-bc07cc2b3950f70a9db3	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide LC-ESI-QTOF , negative-QTOF	splash10-0002-9000200000-bc07cc2b3950f70a9db3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 10V, positive-QTOF	splash10-0a4i-0000900000-6e5ca4123f461d0e208d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 16V, positive-QTOF	splash10-0a4i-0000900000-f1a0fdd1328522519b91	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 24V, positive-QTOF	splash10-0a4r-2028900000-899e2dcd3bfb217b5766	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 32V, positive-QTOF	splash10-052f-7289200000-ebb8d8c94ce8d3a5fb86	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 41V, positive-QTOF	splash10-0006-9782000000-786258c7a5f6feda99e2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 53V, positive-QTOF	splash10-00dj-4910000000-e978502607653ec51659	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 66V, positive-QTOF	splash10-006t-3900000000-cd1a65145bae541f2919	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 78V, positive-QTOF	splash10-0002-3900000000-9be5fed1e1eb535085f6	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 91V, positive-QTOF	splash10-0fr2-4900000000-d58071130f19cd6bc833	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 107V, positive-QTOF	splash10-0ktb-7900000000-c3b2300acb88daf0d14f	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 124V, positive-QTOF	splash10-052b-9700000000-e2c1ef96f28d92a23db4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 149V, positive-QTOF	splash10-0kbb-9300000000-91cbf6b5c1f4e37d016a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOF	splash10-000i-0000900000-b60cf8984dd78397651e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOF	splash10-00kf-0096000000-9690dc0d4d8c890d6900	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOF	splash10-0fka-0960000000-6d860483a67d4bd784ab	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOF	splash10-0002-0019000000-60cf80bbeab6e68f82d5	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOF	splash10-004i-0009000000-eea6861c71c50e5ce846	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flavin mononucleotide 10V, Positive-QTOF	splash10-0a4i-0134900000-c3ae39f771e510a09ae6	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flavin mononucleotide 20V, Positive-QTOF	splash10-0a4i-2391100000-1b8212d4ae35c1e1f1f2	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flavin mononucleotide 40V, Positive-QTOF	splash10-0a4i-1090000000-8948e075f379e327a852	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flavin mononucleotide 10V, Negative-QTOF	splash10-03kc-9251600000-e0759dcc125b6178b7f2	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flavin mononucleotide 20V, Negative-QTOF	splash10-004l-9120000000-656647e95148b2404066	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flavin mononucleotide 40V, Negative-QTOF	splash10-004i-9000000000-4778caa348b1cda5e72c	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces

Tissue Locations

Erythrocyte
Eye Lens
Placenta
Platelet
Skeletal Muscle

Pathways

Name	SMPDB/PathBank	KEGG
Riboflavin Metabolism
beta-Alanine metabolism	Not Available
GABA-Transaminase Deficiency		Not Available
Ureidopropionase Deficiency		Not Available
Carnosinuria, carnosinemia		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0084 (0.0035-0.013) uM	Adult (>18 years old)	Female	Normal	18230968	details
Blood	Detected and Quantified	0.016 +/- 0.009 uM	Adolescent (13-18 years old)	Female	Normal	10197568	details
Blood	Detected and Quantified	0.0075 (0.004-0.011) uM	Adult (>18 years old)	Both	Normal	12194936	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.013 +/- 0.006 uM	Children (1-13 years old)	Both	Malnutrition (type kwashiorkor and marasmus)	10731506	details
Blood	Detected and Quantified	0.012 +/- 0.006 uM	Adolescent (13-18 years old)	Female	Anorexia nervosa	10197568	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Metastatic melanoma	28923537	details

Associated Disorders and Diseases

Disease References

Anorexia nervosa
Capo-chichi CD, Gueant JL, Lefebvre E, Bennani N, Lorentz E, Vidailhet C, Vidailhet M: Riboflavin and riboflavin-derived cofactors in adolescent girls with anorexia nervosa. Am J Clin Nutr. 1999 Apr;69(4):672-8. [PubMed:10197568 ]
Metastatic melanoma
Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]
Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

606788 (Anorexia nervosa)
114500 (Colorectal cancer)

External Links

DrugBank ID

DB03247

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Flavin_mononucleotide

METLIN ID

6295

PubChem Compound

643976

PDB ID

Not Available

ChEBI ID

17621

Food Biomarker Ontology

Not Available

VMH ID

FMN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Ono, Shigeru; Hirano, Hiroko; Sato, Yoshiyuki. Formation of flavin adenine dinucleotide and flavin mononucleotide by lens homogenate. Experimental Eye Research (1982), 34(2), 297-301.

Material Safety Data Sheet (MSDS)

Not Available

General References

Mathew JL, Kabi BC, Rath B: Anti-oxidant vitamins and steroid responsive nephrotic syndrome in Indian children. J Paediatr Child Health. 2002 Oct;38(5):450-37. [PubMed:12354259 ]
Booth CK, Clark T, Fenn A: Folic acid, riboflavin, thiamine, and vitamin B-6 status of a group of first-time blood donors. Am J Clin Nutr. 1998 Nov;68(5):1075-80. [PubMed:9808225 ]
Mikalunas V, Fitzgerald K, Rubin H, McCarthy R, Craig RM: Abnormal vitamin levels in patients receiving home total parenteral nutrition. J Clin Gastroenterol. 2001 Nov-Dec;33(5):393-6. [PubMed:11606856 ]
Baeckert PA, Greene HL, Fritz I, Oelberg DG, Adcock EW: Vitamin concentrations in very low birth weight infants given vitamins intravenously in a lipid emulsion: measurement of vitamins A, D, and E and riboflavin. J Pediatr. 1988 Dec;113(6):1057-65. [PubMed:3142982 ]
Bamji MS, Bhaskaram P, Jacob CM: Urinary riboflavin excretion and erythrocyte glutathione reductase activity in preschool children suffering from upper respiratory infections and measles. Ann Nutr Metab. 1987;31(3):191-6. [PubMed:3592624 ]
Ajayi OA: Bioavailability of riboflavin from fortified palm juice. Plant Foods Hum Nutr. 1989 Dec;39(4):375-80. [PubMed:2631092 ]
Brun TA, Chen J, Campbell TC, Boreham J, Feng Z, Parpia B, Shen TF, Li M: Urinary riboflavin excretion after a load test in rural China as a measure of possible riboflavin deficiency. Eur J Clin Nutr. 1990 Mar;44(3):195-206. [PubMed:2369885 ]
Rao PN, Levine E, Myers MO, Prakash V, Watson J, Stolier A, Kopicko JJ, Kissinger P, Raj SG, Raj MH: Elevation of serum riboflavin carrier protein in breast cancer. Cancer Epidemiol Biomarkers Prev. 1999 Nov;8(11):985-90. [PubMed:10566553 ]
Zhou X, Huang C, Hong J, Yao S: [Nested case-control study on riboflavin levels in blood and urine and the risk of lung cancer]. Wei Sheng Yan Jiu. 2003 Nov;32(6):597-8, 601. [PubMed:14963913 ]
Thurnham DI, Zheng SF, Munoz N, Crespi M, Grassi A, Hambidge KM, Chai TF: Comparison of riboflavin, vitamin A, and zinc status of Chinese populations at high and low risk for esophageal cancer. Nutr Cancer. 1985;7(3):131-43. [PubMed:3878498 ]
Bates CJ, Prentice AM, Paul AA, Prentice A, Sutcliffe BA, Whitehead RG: Riboflavin status in infants born in rural Gambia, and the effect of a weaning food supplement. Trans R Soc Trop Med Hyg. 1982;76(2):253-8. [PubMed:7101408 ]
Edelbroek PM, Linssen AC, Zitman FG, Rooymans HG, de Wolff FA: Analgesic and antidepressive effects of low-dose amitriptyline in relation to its metabolism in patients with chronic pain. Clin Pharmacol Ther. 1986 Feb;39(2):156-62. [PubMed:3510800 ]
Ahmed F, Khan MR, Akhtaruzzaman M, Karim R, Marks GC, Banu CP, Nahar B, Williams G: Efficacy of twice-weekly multiple micronutrient supplementation for improving the hemoglobin and micronutrient status of anemic adolescent schoolgirls in Bangladesh. Am J Clin Nutr. 2005 Oct;82(4):829-35. [PubMed:16210713 ]
Buzina R, Grgic Z, Jusic M, Sapunar J, Milanovic N, Brubacher G: Nutritional status and physical working capacity. Hum Nutr Clin Nutr. 1982;36(6):429-38. [PubMed:7161138 ]
Ortega RM, Quintas ME, Martinez RM, Andres P, Lopez-Sobaler AM, Requejo AM: Riboflavin levels in maternal milk: the influence of vitamin B2 status during the third trimester of pregnancy. J Am Coll Nutr. 1999 Aug;18(4):324-9. [PubMed:12038475 ]
Lartey A, Manu A, Brown KH, Dewey KG: Predictors of micronutrient status among six- to twelve-month-old breast-fed Ghanaian infants. J Nutr. 2000 Feb;130(2):199-207. [PubMed:10720170 ]
Blajchman MA, Goldman M, Baeza F: Improving the bacteriological safety of platelet transfusions. Transfus Med Rev. 2004 Jan;18(1):11-24. [PubMed:14689374 ]
Cikot RJ, Steegers-Theunissen RP, Thomas CM, de Boo TM, Merkus HM, Steegers EA: Longitudinal vitamin and homocysteine levels in normal pregnancy. Br J Nutr. 2001 Jan;85(1):49-58. [PubMed:11227033 ]
Hardwick CC, Herivel TR, Hernandez SC, Ruane PH, Goodrich RP: Separation, identification and quantification of riboflavin and its photoproducts in blood products using high-performance liquid chromatography with fluorescence detection: a method to support pathogen reduction technology. Photochem Photobiol. 2004 Nov-Dec;80(3):609-15. [PubMed:15382964 ]
Schorah CJ, Wild J, Hartley R, Sheppard S, Smithells RW: The effect of periconceptional supplementation on blood vitamin concentrations in women at recurrence risk for neural tube defect. Br J Nutr. 1983 Mar;49(2):203-11. [PubMed:6830748 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 32 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Lysosomal acid phosphatase

General function:: Involved in acid phosphatase activity
Specific function:: Not Available
Gene Name:: ACP2
Uniprot ID:: P11117
Molecular weight:: 48343.92

Reactions

Flavin mononucleotide + Water → Riboflavin + Phosphate	details

Enzyme Details

2. Low molecular weight phosphotyrosine protein phosphatase

General function:: Involved in acid phosphatase activity
Specific function:: Acts on tyrosine phosphorylated proteins, low-MW aryl phosphates and natural and synthetic acyl phosphates. Isoform 3 does not possess phosphatase activity.
Gene Name:: ACP1
Uniprot ID:: P24666
Molecular weight:: 18042.315

Reactions

Flavin mononucleotide + Water → Riboflavin + Phosphate	details

Enzyme Details

3. Tartrate-resistant acid phosphatase type 5

General function:: Involved in hydrolase activity
Specific function:: Involved in osteopontin/bone sialoprotein dephosphorylation. Its expression seems to increase in certain pathological states such as Gaucher and Hodgkin diseases, the hairy cell, the B-cell, and the T-cell leukemias.
Gene Name:: ACP5
Uniprot ID:: P13686
Molecular weight:: 36598.47

Reactions

Flavin mononucleotide + Water → Riboflavin + Phosphate	details

Enzyme Details

4. Prostatic acid phosphatase

General function:: Involved in acid phosphatase activity
Specific function:: A non-specific tyrosine phosphatase that dephosphorylates a diverse number of substrates under acidic conditions (pH 4-6) including alkyl, aryl, and acyl orthophosphate monoesters and phosphorylated proteins. Has lipid phosphatase activity and inactivates lysophosphatidic acid in seminal plasma. Isoform 2: the cellular form also has ecto-5'-nucleotidase activity in dorsal root ganglion (DRG) neurons. Generates adenosine from AMP which acts as a pain suppressor. Acts as a tumor suppressor of prostate cancer through dephosphorylation of ERBB2 and deactivation of MAPK-mediated signaling.
Gene Name:: ACPP
Uniprot ID:: P15309
Molecular weight:: 44565.715

Reactions

Flavin mononucleotide + Water → Riboflavin + Phosphate	details

Enzyme Details

5. Ectonucleotide pyrophosphatase/phosphodiesterase family member 1

General function:: Involved in catalytic activity
Specific function:: Involved primarily in ATP hydrolysis at the plasma membrane. Plays a role in regulating pyrophosphate levels, and functions in bone mineralization and soft tissue calcification. In vitro, has a broad specificity, hydrolyzing other nucleoside 5' triphosphates such as GTP, CTP, TTP and UTP to their corresponding monophosphates with release of pyrophosphate and diadenosine polyphosphates, and also 3',5'-cAMP to AMP. May also be involved in the regulation of the availability of nucleotide sugars in the endoplasmic reticulum and Golgi, and the regulation of purinergic signaling. Appears to modulate insulin sensitivity.
Gene Name:: ENPP1
Uniprot ID:: P22413
Molecular weight:: 104923.58

Reactions

FAD + Water → Adenosine monophosphate + Flavin mononucleotide	details

Enzyme Details

6. Lathosterol oxidase

General function:: Involved in iron ion binding
Specific function:: Catalyzes a dehydrogenation to introduce C5-6 double bond into lathosterol.
Gene Name:: SC5DL
Uniprot ID:: O75845
Molecular weight:: 35300.55

Enzyme Details

7. NADPH--cytochrome P450 reductase

General function:: Involved in oxidoreductase activity
Specific function:: This enzyme is required for electron transfer from NADP to cytochrome P450 in microsomes. It can also provide electron transfer to heme oxygenase and cytochrome B5.
Gene Name:: POR
Uniprot ID:: P16435
Molecular weight:: 77047.575

References

Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

8. Dihydroorotate dehydrogenase (quinone), mitochondrial

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of dihydroorotate to orotate with quinone as electron acceptor.
Gene Name:: DHODH
Uniprot ID:: Q02127
Molecular weight:: 42866.93

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

9. NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial

General function:: Involved in NADH dehydrogenase (ubiquinone) activity
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: NDUFV1
Uniprot ID:: P49821
Molecular weight:: 49867.66

Enzyme Details

10. Ectonucleotide pyrophosphatase/phosphodiesterase family member 3

General function:: Involved in catalytic activity
Specific function:: Cleaves a variety of phosphodiester and phosphosulfate bonds including deoxynucleotides, nucleotide sugars, and NAD (By similarity).
Gene Name:: ENPP3
Uniprot ID:: O14638
Molecular weight:: 100123.54

Reactions

FAD + Water → Adenosine monophosphate + Flavin mononucleotide	details

Only showing the first 10 proteins. There are 32 proteins in total.

Show all enzymes and transporters

Showing metabocard for Flavin mononucleotide (HMDB0001520)

MOL for HMDB0001520 (Flavin mononucleotide)

3D MOL for HMDB0001520 (Flavin mononucleotide)

3D SDF for HMDB0001520 (Flavin mononucleotide)

3D-SDF for HMDB0001520 (Flavin mononucleotide)

PDB for HMDB0001520 (Flavin mononucleotide)

3D PDB for HMDB0001520 (Flavin mononucleotide)

SMILES for HMDB0001520 (Flavin mononucleotide)

INCHI for HMDB0001520 (Flavin mononucleotide)

Structure for HMDB0001520 (Flavin mononucleotide)

3D Structure for HMDB0001520 (Flavin mononucleotide)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

References

References

Reactions