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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:44:56 UTC

HMDB ID

HMDB0001013

Secondary Accession Numbers

HMDB01013

Metabolite Identification

Common Name

Cotinine glucuronide

Description

Cotinineglucuronide is a natural human metabolite of Cotinine generated in the liver by UDP glucuonyltransferase. A cotinine derviative that is dervied through glucuronidation by UDP-glucuronosyltransferases (UGTs) in the liver. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.

Structure

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

  Mrv0541 02231218522D          

 25 27  0  0  0  0            999 V2000
    9.6550  -17.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0839  -18.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5129  -17.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5129  -14.8169    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.0839  -15.6420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2274  -16.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3852  -16.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578  -15.7189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6550  -15.6420    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.5862  -14.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3694  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3694  -16.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0839  -17.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7983  -16.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7983  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5115  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4253  -16.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6182  -17.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5129  -15.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2057  -16.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2259  -15.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9404  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6550  -14.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2259  -14.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9404  -14.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  2 13  1  0  0  0  0
  3 14  1  0  0  0  0
  4 19  1  0  0  0  0
  5 11  1  0  0  0  0
  5 15  1  0  0  0  0
  6 19  2  0  0  0  0
  7 20  2  0  0  0  0
  8 10  1  0  0  0  0
  8 16  1  0  0  0  0
  8 20  1  0  0  0  0
  9 11  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 21 22  2  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 25  2  0  0  0  0
M  CHG  2   4  -1   9   1
M  END

HMDB0242551
     RDKit          3D
Cotinine-N-glucuronide
 45 47  0  0  0  0  0  0  0  0999 V2000
    4.0678    0.7184   -1.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.3204   -0.4420 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3017   -0.0996    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4368   -0.2483   -0.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9723   -0.3380    1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4943   -0.5422    1.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.2796    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -0.2569   -0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -1.3815   -0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701   -1.9063   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055   -1.2305   -1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5636   -0.1221   -0.4747 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.8351    0.5397   -0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443   -0.1599   -0.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    0.3641   -0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0583   -0.4111   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296   -1.4643   -2.1277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3707    0.0113   -1.6676 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.4490    0.1033    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -1.2898    0.9726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752    0.8053    1.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9515    2.1249    1.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751    0.8211    1.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -0.1248    1.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    0.3611    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330   -0.0651   -2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291    1.7002   -1.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935    0.9207   -2.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    0.5228    2.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533   -1.2657    2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.2061    2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2994   -1.6203    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    1.3225    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7572   -1.8903   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -2.7749   -2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -1.5786   -1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    1.5283   -0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    1.4421   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4913    0.4318    0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -1.6433    1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557    0.3434    2.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    2.6261    0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6231    1.8128    1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661    0.2706    2.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588    1.2490    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12 25  2  0
  7  2  1  0
 25  8  1  0
 23 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 15 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  CHG  2  12   1  18  -1
M  END

  Mrv0541 02231218522D          

 25 27  0  0  0  0            999 V2000
    9.6550  -17.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0839  -18.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5129  -17.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5129  -14.8169    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.0839  -15.6420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2274  -16.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3852  -16.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578  -15.7189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6550  -15.6420    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.5862  -14.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3694  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3694  -16.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0839  -17.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7983  -16.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7983  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5115  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4253  -16.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6182  -17.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5129  -15.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2057  -16.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2259  -15.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9404  -16.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6550  -14.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2259  -14.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9404  -14.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  2 13  1  0  0  0  0
  3 14  1  0  0  0  0
  4 19  1  0  0  0  0
  5 11  1  0  0  0  0
  5 15  1  0  0  0  0
  6 19  2  0  0  0  0
  7 20  2  0  0  0  0
  8 10  1  0  0  0  0
  8 16  1  0  0  0  0
  8 20  1  0  0  0  0
  9 11  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 21 22  2  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 25  2  0  0  0  0
M  CHG  2   4  -1   9   1
M  END
> <DATABASE_ID>
HMDB0001013

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(CCC1=O)C1=C[N+](=CC=C1)C1OC(C(O)C(O)C1O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O7/c1-17-9(4-5-10(17)19)8-3-2-6-18(7-8)15-13(22)11(20)12(21)14(25-15)16(23)24/h2-3,6-7,9,11-15,20-22H,4-5H2,1H3

> <INCHI_KEY>
XWZCZWKUGIQPJD-UHFFFAOYSA-N

> <FORMULA>
C16H20N2O7

> <MOLECULAR_WEIGHT>
352.3392

> <EXACT_MASS>
352.127051004

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.71573535045613

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(6-carboxylato-3,4,5-trihydroxyoxan-2-yl)-3-(1-methyl-5-oxopyrrolidin-2-yl)-1λ⁵-pyridin-1-ylium

> <ALOGPS_LOGP>
-1.57

> <JCHEM_LOGP>
-5.8264214434717445

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.709527447908176

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.846356547881428

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1502839267583296

> <JCHEM_POLAR_SURFACE_AREA>
134.24

> <JCHEM_REFRACTIVITY>
93.80250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(6-carboxylato-3,4,5-trihydroxyoxan-2-yl)-3-(1-methyl-5-oxopyrrolidin-2-yl)-1λ⁵-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242551
     RDKit          3D
Cotinine-N-glucuronide
 45 47  0  0  0  0  0  0  0  0999 V2000
    4.0678    0.7184   -1.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.3204   -0.4420 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3017   -0.0996    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4368   -0.2483   -0.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9723   -0.3380    1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4943   -0.5422    1.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.2796    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -0.2569   -0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -1.3815   -0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701   -1.9063   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055   -1.2305   -1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5636   -0.1221   -0.4747 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.8351    0.5397   -0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443   -0.1599   -0.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    0.3641   -0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0583   -0.4111   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296   -1.4643   -2.1277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3707    0.0113   -1.6676 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.4490    0.1033    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -1.2898    0.9726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752    0.8053    1.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9515    2.1249    1.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751    0.8211    1.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -0.1248    1.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    0.3611    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330   -0.0651   -2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291    1.7002   -1.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935    0.9207   -2.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    0.5228    2.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533   -1.2657    2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.2061    2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2994   -1.6203    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    1.3225    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7572   -1.8903   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -2.7749   -2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -1.5786   -1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    1.5283   -0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    1.4421   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4913    0.4318    0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -1.6433    1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557    0.3434    2.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    2.6261    0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6231    1.8128    1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661    0.2706    2.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588    1.2490    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12 25  2  0
  7  2  1  0
 25  8  1  0
 23 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 15 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  CHG  2  12   1  18  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      18.023 -32.278   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      20.690 -33.818   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      23.357 -32.278   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      23.357 -27.658   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      20.690 -29.198   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      24.691 -29.968   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.052 -30.325   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      12.615 -29.342   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      18.023 -29.198   0.000  0.00  0.00           N+1
HETATM   10  C   UNK     0      12.294 -27.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.356 -29.968   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.356 -31.508   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.690 -32.278   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.023 -31.508   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.023 -29.968   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.021 -29.968   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.861 -31.500   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.354 -31.820   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.357 -29.198   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.584 -30.486   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.355 -29.198   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.689 -29.968   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.023 -27.658   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.355 -27.658   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.689 -26.888   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   19                                                            
CONECT    5   11   15                                                       
CONECT    6   19                                                            
CONECT    7   20                                                            
CONECT    8   10   16   20                                                  
CONECT    9   11   22   23                                                  
CONECT   10    8                                                            
CONECT   11    5    9   12                                                  
CONECT   12    1   11   13                                                  
CONECT   13    2   12   14                                                  
CONECT   14    3   13   15                                                  
CONECT   15    5   14   19                                                  
CONECT   16    8   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   20                                                       
CONECT   19    4    6   15                                                  
CONECT   20    7    8   18                                                  
CONECT   21   16   22   24                                                  
CONECT   22    9   21                                                       
CONECT   23    9   25                                                       
CONECT   24   21   25                                                       
CONECT   25   23   24                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0001013
HETATM    1  C1  UNL     1       4.083   1.335  -1.506  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.048   0.494  -0.323  1.00  0.00           N  
HETATM    3  C2  UNL     1       5.123  -0.296   0.161  1.00  0.00           C  
HETATM    4  O1  UNL     1       6.093  -0.784  -0.512  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.894  -0.443   1.621  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.387  -0.482   1.706  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.897   0.337   0.542  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.787  -0.364  -0.157  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.041  -1.488  -0.912  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.975  -2.124  -1.557  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.289  -1.598  -1.410  1.00  0.00           C  
HETATM   12  N2  UNL     1      -0.546  -0.495  -0.671  1.00  0.00           N1+
HETATM   13  C10 UNL     1      -1.885   0.043  -0.530  1.00  0.00           C  
HETATM   14  O2  UNL     1      -1.807   1.246   0.143  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.017   1.835   0.398  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.542   2.568  -0.805  1.00  0.00           C  
HETATM   17  O3  UNL     1      -4.406   3.477  -0.695  1.00  0.00           O  
HETATM   18  O4  UNL     1      -3.100   2.278  -2.090  1.00  0.00           O1-
HETATM   19  C13 UNL     1      -4.043   0.940   1.004  1.00  0.00           C  
HETATM   20  O5  UNL     1      -5.304   1.511   0.864  1.00  0.00           O  
HETATM   21  C14 UNL     1      -4.055  -0.454   0.410  1.00  0.00           C  
HETATM   22  O6  UNL     1      -4.885  -1.236   1.187  1.00  0.00           O  
HETATM   23  C15 UNL     1      -2.627  -0.926   0.403  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.465  -2.230   0.023  1.00  0.00           O  
HETATM   25  C16 UNL     1       0.511   0.090  -0.064  1.00  0.00           C  
HETATM   26  H1  UNL     1       3.108   1.327  -2.049  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.275   2.361  -1.170  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.913   0.996  -2.159  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.354  -1.360   2.038  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.265   0.487   2.117  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.062  -0.053   2.680  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.067  -1.542   1.651  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.532   1.338   0.897  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.058  -1.853  -0.988  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.182  -3.005  -2.147  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.146  -2.071  -1.901  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.388   0.115  -1.509  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.815   2.650   1.154  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.879   0.817   2.101  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.608   1.440  -0.072  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.425  -0.403  -0.630  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.399  -2.087   1.371  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.158  -0.770   1.407  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.160  -2.592  -0.547  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.293   0.971   0.524  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    7
CONECT    3    4    4    5
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33
CONECT    8    9    9   25
CONECT    9   10   34
CONECT   10   11   11   35
CONECT   11   12   36
CONECT   12   13   25   25
CONECT   13   14   23   37
CONECT   14   15
CONECT   15   16   19   38
CONECT   16   17   17   18
CONECT   19   20   21   39
CONECT   20   40
CONECT   21   22   23   41
CONECT   22   42
CONECT   23   24   43
CONECT   24   44
CONECT   25   45
END

HMDB0242551
     RDKit          3D
Cotinine-N-glucuronide
 45 47  0  0  0  0  0  0  0  0999 V2000
    4.0678    0.7184   -1.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.3204   -0.4420 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3017   -0.0996    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4368   -0.2483   -0.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9723   -0.3380    1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4943   -0.5422    1.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.2796    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -0.2569   -0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -1.3815   -0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701   -1.9063   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055   -1.2305   -1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5636   -0.1221   -0.4747 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.8351    0.5397   -0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443   -0.1599   -0.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    0.3641   -0.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0583   -0.4111   -1.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7296   -1.4643   -2.1277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3707    0.0113   -1.6676 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.4490    0.1033    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -1.2898    0.9726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752    0.8053    1.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9515    2.1249    1.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751    0.8211    1.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -0.1248    1.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    0.3611    0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330   -0.0651   -2.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291    1.7002   -1.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935    0.9207   -2.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    0.5228    2.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533   -1.2657    2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822   -0.2061    2.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2994   -1.6203    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    1.3225    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7572   -1.8903   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -2.7749   -2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -1.5786   -1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    1.5283   -0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    1.4421   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4913    0.4318    0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -1.6433    1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557    0.3434    2.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9542    2.6261    0.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6231    1.8128    1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661    0.2706    2.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588    1.2490    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12 25  2  0
  7  2  1  0
 25  8  1  0
 23 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 15 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
M  CHG  2  12   1  18  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-b-D-Glucopyranuronosyl-3-(1-methyl-5-oxo-2-pyrrolidinyl)- pyridinium	HMDB
1-beta-delta-Glucopyranuronosyl-3-(1-methyl-5-oxo-2-pyrrolidinyl)- pyridinium	HMDB
Cotinine-glucuronide	HMDB
Cotinine-N-glucuronide	HMDB

Chemical Formula

C₁₆H₂₀N₂O₇

Average Molecular Weight

352.3392

Monoisotopic Molecular Weight

352.127051004

IUPAC Name

1-(6-carboxylato-3,4,5-trihydroxyoxan-2-yl)-3-(1-methyl-5-oxopyrrolidin-2-yl)-1λ⁵-pyridin-1-ylium

Traditional Name

1-(6-carboxylato-3,4,5-trihydroxyoxan-2-yl)-3-(1-methyl-5-oxopyrrolidin-2-yl)-1λ⁵-pyridin-1-ylium

CAS Registry Number

139427-57-9

SMILES

CN1C(CCC1=O)C1=C[N+](=CC=C1)C1OC(C(O)C(O)C1O)C([O-])=O

InChI Identifier

InChI=1S/C16H20N2O7/c1-17-9(4-5-10(17)19)8-3-2-6-18(7-8)15-13(22)11(20)12(21)14(25-15)16(23)24/h2-3,6-7,9,11-15,20-22H,4-5H2,1H3

InChI Key

XWZCZWKUGIQPJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-glucuronides

Alternative Parents

Substituents

N-glucuronide
Glycosyl compound
N-glycosyl compound
Pyrrolidinylpyridine
Alkaloid or derivatives
Beta-hydroxy acid
Hydroxy acid
Oxane
Pyran
Pyridine
Pyridinium
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Carboxylic acid salt
Carboxamide group
Secondary alcohol
Lactam
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Organic oxide
Organopnictogen compound
Carbonyl group
Alcohol
Organic nitrogen compound
Organic salt
Hydrocarbon derivative
Organonitrogen compound
Organic zwitterion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (CPD-2747 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Organ

Liver (HMDB: HMDB0001013)
Kidney (HMDB: HMDB0001013)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Cellular substructure

Cytoplasm (HMDB: HMDB0001013)

Source

Endogenous

Endogenous (HMDB: HMDB0001013)

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)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Nicotine Metabolism Pathway (HMDB: HMDB0001013)
Nicotine Metabolism Pathway (PathBank: SMP0000628)

Drug action pathway

Nicotine Action Pathway (HMDB: HMDB0001013)
Nicotine Action Pathway (PathBank: SMP0000431)

Role

Biological role

Drug metabolite (HMDB: HMDB0001013)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	8.54 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-5.8	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	134.24 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.8 m³·mol⁻¹	ChemAxon
Polarizability	33.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	182.457	32859911
AllCCS	[M-H]-	180.205	32859911
DeepCCS	[M+H]+	177.515	30932474
DeepCCS	[M-H]-	175.157	30932474
DeepCCS	[M-2H]-	208.2	30932474
DeepCCS	[M+Na]+	183.608	30932474
AllCCS	[M+H]+	182.5	32859911
AllCCS	[M+H-H2O]+	179.5	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	186.0	32859911
AllCCS	[M-H]-	180.2	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	178.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cotinine glucuronide	CN1C(CCC1=O)C1=C[N+](=CC=C1)C1OC(C(O)C(O)C1O)C([O-])=O	4227.2	Standard polar	33892256
Cotinine glucuronide	CN1C(CCC1=O)C1=C[N+](=CC=C1)C1OC(C(O)C(O)C1O)C([O-])=O	2953.9	Standard non polar	33892256
Cotinine glucuronide	CN1C(CCC1=O)C1=C[N+](=CC=C1)C1OC(C(O)C(O)C1O)C([O-])=O	3194.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cotinine glucuronide,1TMS,isomer #1	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O)C2O)=C1	3030.8	Semi standard non polar	33892256
Cotinine glucuronide,1TMS,isomer #2	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O)C(O[Si](C)(C)C)C2O)=C1	3068.0	Semi standard non polar	33892256
Cotinine glucuronide,1TMS,isomer #3	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O)C(O)C2O[Si](C)(C)C)=C1	3042.0	Semi standard non polar	33892256
Cotinine glucuronide,2TMS,isomer #1	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)=C1	3001.1	Semi standard non polar	33892256
Cotinine glucuronide,2TMS,isomer #2	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)=C1	2990.5	Semi standard non polar	33892256
Cotinine glucuronide,2TMS,isomer #3	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)=C1	3010.5	Semi standard non polar	33892256
Cotinine glucuronide,3TMS,isomer #1	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)=C1	2985.9	Semi standard non polar	33892256
Cotinine glucuronide,1TBDMS,isomer #1	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C(C)(C)C)C(O)C2O)=C1	3307.6	Semi standard non polar	33892256
Cotinine glucuronide,1TBDMS,isomer #2	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O)C(O[Si](C)(C)C(C)(C)C)C2O)=C1	3340.2	Semi standard non polar	33892256
Cotinine glucuronide,1TBDMS,isomer #3	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O)C(O)C2O[Si](C)(C)C(C)(C)C)=C1	3309.5	Semi standard non polar	33892256
Cotinine glucuronide,2TBDMS,isomer #1	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)=C1	3484.6	Semi standard non polar	33892256
Cotinine glucuronide,2TBDMS,isomer #2	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)=C1	3476.0	Semi standard non polar	33892256
Cotinine glucuronide,2TBDMS,isomer #3	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)=C1	3489.2	Semi standard non polar	33892256
Cotinine glucuronide,3TBDMS,isomer #1	CN1C(=O)CCC1C1=CC=C[N+](C2OC(C(=O)[O-])C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)=C1	3634.9	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 - Cotinine glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9164000000-b507b999fbd5fca0f223	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (3 TMS) - 70eV, Positive	splash10-000f-6495530000-21635971da54dc89194c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cotinine glucuronide GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 10V, Positive-QTOF	splash10-0udi-0009000000-066161aa1f36ad6f663f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 20V, Positive-QTOF	splash10-0f6t-3109000000-c3e5406589413be5cb13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 40V, Positive-QTOF	splash10-004i-8749000000-e6aa316b9fd267e9d5a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 10V, Negative-QTOF	splash10-0udi-0009000000-f8f14b208ec561f6a6ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 20V, Negative-QTOF	splash10-0zfr-7649000000-5427908cfab7b2870e1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 40V, Negative-QTOF	splash10-0a4i-9200000000-dc04c7ca765a4e1d44ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 10V, Positive-QTOF	splash10-0udi-0409000000-d21a6b67413145b1097e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 20V, Positive-QTOF	splash10-004i-0925000000-700f183e58bc9857e5eb	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 40V, Positive-QTOF	splash10-004i-2920000000-d669575d2e816336cf4d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 10V, Negative-QTOF	splash10-0udi-0119000000-dab9c1825610098e6840	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 20V, Negative-QTOF	splash10-004j-2798000000-40dc27d7112d03e4133c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cotinine glucuronide 40V, Negative-QTOF	splash10-0072-2944000000-35c7f2cec72fddf72f5c	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Nicotine Action Pathway		Not Available
Nicotine Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022370

KNApSAcK ID

Not Available

Chemspider ID

2642613

KEGG Compound ID

C00190

BioCyc ID

Not Available

BiGG ID

34192

Wikipedia Link

Not Available

METLIN ID

5948

PubChem Compound

3398121

PDB ID

Not Available

ChEBI ID

145221

Food Biomarker Ontology

Not Available

VMH ID

UDPXYL

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B28

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:: UGT2B28
Uniprot ID:: Q9BY64
Molecular weight:: 38742.9

Enzyme Details

2. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Enzyme Details

3. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

References

Kuehl GE, Murphy SE: N-glucuronidation of nicotine and cotinine by human liver microsomes and heterologously expressed UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Nov;31(11):1361-8. [PubMed:14570768 ]

Enzyme Details

4. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Enzyme Details

5. UDP-glucuronosyltransferase 2B15

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xenobiotic substrates, including simple phenolic compounds, 7-hydroxylated coumarins, flavonoids, anthraquinones, and certain drugs and their hydroxylated metabolites. It also catalyzes the glucuronidation of endogenous estrogens and androgens.
Gene Name:: UGT2B15
Uniprot ID:: P54855
Molecular weight:: 61035.815

Enzyme Details

6. UDP-glucuronosyltransferase 2A1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDP-glucuronosyltransferases catalyze phase II biotransformation reactions in which lipophilic substrates are conjugated with glucuronic acid to increase water solubility and enhance excretion. They are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Active on odorants and seems to be involved in olfaction; it could help clear lipophilic odorant molecules from the sensory epithelium.
Gene Name:: UGT2A1
Uniprot ID:: Q9Y4X1
Molecular weight:: 60771.605

Enzyme Details

7. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Enzyme Details

8. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

Enzyme Details

9. UDP-glucuronosyltransferase 1-3

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A3
Uniprot ID:: P35503
Molecular weight:: 60337.835

Enzyme Details

10. UDP-glucuronosyltransferase 2B17

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. The major substrates of this isozyme are eugenol > 4-methylumbelliferone > dihydrotestosterone (DHT) > androstane-3-alpha,17-beta-diol (3-alpha-diol) > testosterone > androsterone (ADT).
Gene Name:: UGT2B17
Uniprot ID:: O75795
Molecular weight:: 61094.915

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Showing metabocard for Cotinine glucuronide (HMDB0001013)

MOL for HMDB0001013 (Cotinine glucuronide)

3D MOL for HMDB0001013 (Cotinine glucuronide)

3D SDF for HMDB0001013 (Cotinine glucuronide)

3D-SDF for HMDB0001013 (Cotinine glucuronide)

PDB for HMDB0001013 (Cotinine glucuronide)

3D PDB for HMDB0001013 (Cotinine glucuronide)

SMILES for HMDB0001013 (Cotinine glucuronide)

INCHI for HMDB0001013 (Cotinine glucuronide)

Structure for HMDB0001013 (Cotinine glucuronide)

3D Structure for HMDB0001013 (Cotinine glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References