Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (30)transporters (7) Show 37 proteins XML

enzymes (30)transporters (7) Show 37 proteins

Show more...Show more...Show more...Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-20 22:13:30 UTC

Update Date

2022-03-07 02:49:10 UTC

HMDB ID

HMDB0001830

Secondary Accession Numbers

HMDB01830

Metabolite Identification

Common Name

Progesterone

Description

The major progestational steroid that is secreted primarily by the corpus luteum and the placenta. Progesterone acts on the uterus, the mammary glands and the brain. It is required in embryo implantation, pregnancy maintenance, and the development of mammary tissue for milk production. Progesterone, converted from pregnenolone, also serves as an intermediate in the biosynthesis of gonadal steroid hormones and adrenal corticosteroids. Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. Progesterone is found to be associated with pregnene hydroxylation deficiency, which is an inborn error of metabolism.

Structure

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

  Mrv1652311141920232D          

 26 29  0  0  1  0            999 V2000
    0.7146   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4290    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2136    1.0800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4686    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756    2.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0  0  0  0
 12  9  1  0  0  0  0
 12 21  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4 14  1  0  0  0  0
 14  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  9 16  1  0  0  0  0
 16  8  1  0  0  0  0
  8 22  1  0  0  0  0
  9 10  1  6  0  0  0
 21 11  1  6  0  0  0
 12 13  1  1  0  0  0
 14 15  2  0  0  0  0
  7 17  1  1  0  0  0
 22 18  1  1  0  0  0
 23 24  1  1  0  0  0
 24 26  1  0  0  0  0
 24 25  2  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
M  END

HMDB0001830
     RDKit          3D
Progesterone
 53 56  0  0  0  0  0  0  0  0999 V2000
    5.6597   -0.1796   -0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333    0.2220   -0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341    1.1763   -1.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115   -0.5369   -0.2413 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4757   -0.5295    1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0982   -0.5638    1.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1582   -0.8017    0.7845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2467   -0.3925    1.0185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9202   -1.5225    1.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3739   -1.2959    2.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496   -0.5546    0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456   -0.7054    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1355   -0.0335   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3726   -0.2253   -0.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    0.9202   -1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250    0.5509   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334    0.3534    0.0154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1855    1.6834    0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927   -0.2871   -0.2686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2825    0.4179   -1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001   -0.1741   -1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443    0.0417   -0.3004 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8523    1.4962    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0188   -0.6194   -1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2309    0.7259   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8405   -0.9227   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1812   -1.6196   -0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.3807    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0157   -1.4228    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344   -1.3085    2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9109    0.4827    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -1.8660    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093    0.5201    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -1.6513    2.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -2.4352    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.3067    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -0.8457    3.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8815   -1.3715    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5809    1.9720   -0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9342    0.8495   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5251    1.3979   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -0.3909   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138    1.5508    1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    2.1631    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    2.3837    0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -1.3353   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614    0.2800   -2.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2143    1.5045   -1.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -1.2445   -1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6148    0.3585   -2.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1753   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    1.7405    0.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639    1.7951    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  6
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  6
  8 33  1  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  6
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
M  END

  Mrv1652311141920232D          

 26 29  0  0  1  0            999 V2000
    0.7146   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4290    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2136    1.0800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4686    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9166    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756    2.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0  0  0  0
 12  9  1  0  0  0  0
 12 21  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4 14  1  0  0  0  0
 14  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  9 16  1  0  0  0  0
 16  8  1  0  0  0  0
  8 22  1  0  0  0  0
  9 10  1  6  0  0  0
 21 11  1  6  0  0  0
 12 13  1  1  0  0  0
 14 15  2  0  0  0  0
  7 17  1  1  0  0  0
 22 18  1  1  0  0  0
 23 24  1  1  0  0  0
 24 26  1  0  0  0  0
 24 25  2  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001830

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1

> <INCHI_KEY>
RJKFOVLPORLFTN-LEKSSAKUSA-N

> <FORMULA>
C21H30O2

> <MOLECULAR_WEIGHT>
314.4617

> <EXACT_MASS>
314.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.255973123562505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
4.148604400666667

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.56485432524616

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.916312523139567

> <JCHEM_PKA_STRONGEST_BASIC>
-4.816188745344462

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
92.7053

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0001830
     RDKit          3D
Progesterone
 53 56  0  0  0  0  0  0  0  0999 V2000
    5.6597   -0.1796   -0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333    0.2220   -0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341    1.1763   -1.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115   -0.5369   -0.2413 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4757   -0.5295    1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0982   -0.5638    1.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1582   -0.8017    0.7845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2467   -0.3925    1.0185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9202   -1.5225    1.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3739   -1.2959    2.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496   -0.5546    0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456   -0.7054    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1355   -0.0335   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3726   -0.2253   -0.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    0.9202   -1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250    0.5509   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334    0.3534    0.0154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1855    1.6834    0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927   -0.2871   -0.2686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2825    0.4179   -1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001   -0.1741   -1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443    0.0417   -0.3004 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8523    1.4962    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0188   -0.6194   -1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2309    0.7259   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8405   -0.9227   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1812   -1.6196   -0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.3807    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0157   -1.4228    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344   -1.3085    2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9109    0.4827    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -1.8660    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093    0.5201    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -1.6513    2.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -2.4352    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.3067    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -0.8457    3.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8815   -1.3715    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5809    1.9720   -0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9342    0.8495   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5251    1.3979   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -0.3909   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138    1.5508    1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    2.1631    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    2.3837    0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -1.3353   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614    0.2800   -2.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2143    1.5045   -1.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -1.2445   -1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6148    0.3585   -2.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1753   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    1.7405    0.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639    1.7951    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  6
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  6
  8 33  1  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  6
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 14-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-NOV-19         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.037   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.132  -0.476   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.132   2.016   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.608   3.481   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.578   4.625   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.114   3.801   0.000  0.00  0.00           C+0
CONECT    1   12    2                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3   14                                                       
CONECT    5   14    6                                                       
CONECT    6    5    7                                                       
CONECT    7    3    6    9   17                                             
CONECT    8   16   22                                                       
CONECT    9   12    7   16   10                                             
CONECT   10    9                                                            
CONECT   11   21                                                            
CONECT   12    1    9   21   13                                             
CONECT   13   12                                                            
CONECT   14    4    5   15                                                  
CONECT   15   14                                                            
CONECT   16    9    8                                                       
CONECT   17    7                                                            
CONECT   18   22                                                            
CONECT   19   20   23                                                       
CONECT   20   19   21                                                       
CONECT   21   12   11   20   22                                             
CONECT   22    8   18   21   23                                             
CONECT   23   24   19   22                                                  
CONECT   24   23   26   25                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0001830
HETATM    1  C1  UNL     1       5.660  -0.180  -0.873  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.233   0.222  -0.960  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.934   1.176  -1.627  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.211  -0.537  -0.241  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.476  -0.530   1.271  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.098  -0.564   1.921  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.158  -0.802   0.785  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.247  -0.393   1.019  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.920  -1.522   1.811  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.374  -1.296   2.009  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.050  -0.555   0.936  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.346  -0.705   0.791  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.136  -0.033  -0.227  1.00  0.00           C  
HETATM   14  O2  UNL     1      -6.373  -0.225  -0.359  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.482   0.920  -1.158  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.025   0.551  -1.300  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.333   0.353   0.015  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.185   1.683   0.726  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.993  -0.287  -0.269  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.282   0.418  -1.365  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.100  -0.174  -1.562  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.844   0.042  -0.300  1.00  0.00           C  
HETATM   23  C21 UNL     1       1.852   1.496   0.074  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.019  -0.619  -1.844  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.231   0.726  -0.589  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.841  -0.923  -0.067  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.181  -1.620  -0.520  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.037   0.381   1.533  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.016  -1.423   1.595  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.034  -1.308   2.729  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.911   0.483   2.300  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.249  -1.866   0.488  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.309   0.520   1.647  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.385  -1.651   2.764  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.785  -2.435   1.180  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.872  -2.307   2.066  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.574  -0.846   3.025  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.881  -1.371   1.464  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.581   1.972  -0.839  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.934   0.850  -2.175  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.525   1.398  -1.814  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.930  -0.391  -1.893  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.314   1.551   1.840  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.214   2.163   0.557  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.989   2.384   0.417  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.216  -1.335  -0.607  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.861   0.280  -2.300  1.00  0.00           H  
HETATM   48  H25 UNL     1      -0.214   1.504  -1.094  1.00  0.00           H  
HETATM   49  H26 UNL     1       0.951  -1.244  -1.798  1.00  0.00           H  
HETATM   50  H27 UNL     1       1.615   0.358  -2.410  1.00  0.00           H  
HETATM   51  H28 UNL     1       1.688   2.175  -0.792  1.00  0.00           H  
HETATM   52  H29 UNL     1       1.128   1.740   0.871  1.00  0.00           H  
HETATM   53  H30 UNL     1       2.864   1.795   0.478  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5   22   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   22   32
CONECT    8    9   19   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   12   17
CONECT   12   13   38
CONECT   13   14   14   15
CONECT   15   16   39   40
CONECT   16   17   41   42
CONECT   17   18   19
CONECT   18   43   44   45
CONECT   19   20   46
CONECT   20   21   47   48
CONECT   21   22   49   50
CONECT   22   23
CONECT   23   51   52   53
END

HMDB0001830
     RDKit          3D
Progesterone
 53 56  0  0  0  0  0  0  0  0999 V2000
    5.6597   -0.1796   -0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333    0.2220   -0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341    1.1763   -1.6268 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115   -0.5369   -0.2413 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4757   -0.5295    1.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0982   -0.5638    1.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1582   -0.8017    0.7845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2467   -0.3925    1.0185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9202   -1.5225    1.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3739   -1.2959    2.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496   -0.5546    0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456   -0.7054    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1355   -0.0335   -0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3726   -0.2253   -0.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    0.9202   -1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250    0.5509   -1.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334    0.3534    0.0154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1855    1.6834    0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927   -0.2871   -0.2686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2825    0.4179   -1.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001   -0.1741   -1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443    0.0417   -0.3004 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8523    1.4962    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0188   -0.6194   -1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2309    0.7259   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8405   -0.9227   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1812   -1.6196   -0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.3807    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0157   -1.4228    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0344   -1.3085    2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9109    0.4827    2.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -1.8660    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093    0.5201    1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -1.6513    2.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -2.4352    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -2.3067    2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -0.8457    3.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8815   -1.3715    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5809    1.9720   -0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9342    0.8495   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5251    1.3979   -1.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -0.3909   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138    1.5508    1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    2.1631    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    2.3837    0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -1.3353   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614    0.2800   -2.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2143    1.5045   -1.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -1.2445   -1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6148    0.3585   -2.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1753   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    1.7405    0.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639    1.7951    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  6
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  6
  8 33  1  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  6
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-4-Pregnene-3,20-dione	ChEBI
(S)-Pregn-4-en-3,20-dione	ChEBI
(S)-Progesterone	ChEBI
17alpha-Progesterone	ChEBI
4-Pregnene-3,20-dione	ChEBI
Agolutin	ChEBI
Akrolutin	ChEBI
Corpus luteum hormone	ChEBI
Crinone	ChEBI
Delta(4)-Pregnene-3,20-dione	ChEBI
Gelbkoerperhormon	ChEBI
Luteohormone	ChEBI
Progesteron	ChEBI
Prometrium	Kegg
17a-Progesterone	Generator
17Α-progesterone	Generator
Δ(4)-pregnene-3,20-dione	Generator
3,20-Pregnene-4	HMDB
4-Pregnen-3,20-dione	HMDB
beta-Progesterone	HMDB
Bio-luton	HMDB
CIDR	HMDB
Colprosterone	HMDB
Corlutin	HMDB
Corlutina	HMDB
Corluvite	HMDB
Corporin	HMDB
Crinone progesterone gel	HMDB
Curretab	HMDB
Cyclogest	HMDB
Cyclogesterin	HMDB
D4-Pregnene-3,20-dione	HMDB
Delalutin	HMDB
Duraprogen	HMDB
Estima	HMDB
Flavolutan	HMDB
Fologenon	HMDB
Gesterol	HMDB
Gesterol 100	HMDB
Gesterol 50	HMDB
Gestiron	HMDB
Gestone	HMDB
Gestormone	HMDB
Gestron	HMDB
Glanducorpin	HMDB
Gynlutin	HMDB
Gynoluton	HMDB
Gynolutone	HMDB
Hormoflaveine	HMDB
Hormoluton	HMDB
Hydroxyprogesterone caproate	HMDB
Hydroxyprogesterone caproic acid	HMDB
Lingusorbs	HMDB
Lipo-lutin	HMDB
Lucorteum	HMDB
Lucorteum sol	HMDB
Lugesteron	HMDB
Luteal hormone	HMDB
Luteocrin normale	HMDB
Luteodyn	HMDB
Luteogan	HMDB
Luteol	HMDB
Luteopur	HMDB
Luteosan	HMDB
Luteostab	HMDB
Luteovis	HMDB
Luteum	HMDB
Lutex	HMDB
Lutidon	HMDB
Lutociclina	HMDB
Lutocuclin m	HMDB
Lutocyclin	HMDB
Lutocyclin m	HMDB
Lutocylin	HMDB
Lutocylol	HMDB
Lutoform	HMDB
Lutogyl	HMDB
Lutren	HMDB
Lutromone	HMDB
Membrettes	HMDB
Methylpregnone	HMDB
MPA	HMDB
Nalutron	HMDB
Percutacrine	HMDB
Percutacrine luteinique	HMDB
Piaponon	HMDB
Pranone	HMDB
Pregn-4-en-3,20-dione	HMDB
Pregn-4-ene-3,20-dione	HMDB
Pregnene-3,20-dione	HMDB
Pregnenedione	HMDB
Primolut	HMDB
Prochieve	HMDB
Progeffik	HMDB
Progekan	HMDB
Progestan	HMDB
Progestasert	HMDB
Progesterol	HMDB
Progesteronum	HMDB
Progestin	HMDB
Progestogel	HMDB
Progestol	HMDB
Progeston	HMDB
Progestone	HMDB
Progestosol	HMDB
Progestron	HMDB
Progestronol	HMDB
Projestaject	HMDB
Prolets	HMDB
Prolidon	HMDB
Prolutin	HMDB
Proluton	HMDB
Prolutone	HMDB
Prontogest	HMDB
Protormone	HMDB
Syngesterone	HMDB
Syngestrets	HMDB
Synovex S	HMDB
Syntolutan	HMDB
Utrogest	HMDB
Utrogestan	HMDB
Vitarrine	HMDB
Progesterone, (13 alpha,17 alpha)-(+-)-isomer	HMDB
Progesterone, (17 alpha)-isomer	HMDB
Progesterone, (9 beta,10 alpha)-isomer	HMDB

Chemical Formula

C₂₁H₃₀O₂

Average Molecular Weight

314.4617

Monoisotopic Molecular Weight

314.224580204

IUPAC Name

(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

57-83-0

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1

InChI Key

RJKFOVLPORLFTN-LEKSSAKUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
Oxosteroid
3-oxosteroid
3-oxo-delta-4-steroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo Delta(4)-steroid (CHEBI:17026 )
20-oxo steroid (CHEBI:17026 )
C21-steroid hormone (CHEBI:17026 )
Pregnane and derivatives [Fig] (C00410 )
Progestagens (C00410 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030159 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Mood disorder

Major depressive disorder (HMDB: HMDB0001830)

Schizophrenia (HMDB: HMDB0001830)

Metabolic disorder

Apparent pregnene hydroxylation deficiency (HMDB: HMDB0001830)

Endocrine system disorder

Congenital Adrenal Hyperplasia (HMDB: HMDB0001830)

Observation

Pregnancy (HMDB: HMDB0001830)

Adipose tissue (HMDB: HMDB0001830)
Adipose tissue (HMDB: HMDB0001830)

Nervous tissue

Hepatic tissue (HMDB: HMDB0001830)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16959481)
Cerebrospinal Fluid (CSF) (PMID: 1620285)
Cerebrospinal fluid (HMDB: HMDB0001830)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0001830)

Cell

Fibroblast

Fibroblast (HMDB: HMDB0001830)

Hematocyte

Platelet (HMDB: HMDB0001830)

Organ

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001830)

Source

Exogenous

Exogenous (HMDB: HMDB0001830)

Food

Food (HMDB: HMDB0001830)

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)

Herbs and Spices (FooDB: FOOD00866)

Nut

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

Fruit

Pome

Drupe

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

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
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)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

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

Citrus

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

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

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

Root vegetable

Cabbage

Leaf vegetable

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

Mushroom

Tuber

Onion-family vegetable

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

Other vegetable

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

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

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

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

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

Gourd

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

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Synthetic

Personal care products

Personal care products (HMDB: HMDB0001830)

Endogenous

Endogenous (HMDB: HMDB0001830)

Plant

Animal

Animal (HMDB: HMDB0001830)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Steroidogenesis (HMDB: HMDB0001830)
Fatty Acid Metabolism (HMDB: HMDB0001830)

Disease pathway

Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia Due to 21-Hydroxylase Deficiency (HMDB: HMDB0001830)
17-alpha-Hydroxylase Deficiency (CYP17) (HMDB: HMDB0001830)
Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia Due to 17 alpha-Hydroxylase Deficiency (HMDB: HMDB0001830)
Apparent Mineralocorticoid Excess Syndrome (PathBank: SMP0120649)
3-beta-Hydroxysteroid Dehydrogenase Deficiency (PathBank: SMP0120650)
11-beta-Hydroxylase Deficiency (CYP11B1) (PathBank: SMP0120858)
Corticosterone Methyl Oxidase I Deficiency (CMO I) (PathBank: SMP0120860)
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH (HMDB: HMDB0001830)
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH (PathBank: SMP0120470)
21-Hydroxylase Deficiency (CYP21) (PathBank: SMP0120640)
Corticosterone Methyl Oxidase II Deficiency (CMO II) (PathBank: SMP0120642)

Alcoholism (HMDB: HMDB0001830)

Physiological pathway

Aldosterone from Steroidogenesis (PathBank: SMP0121126)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001830)

Cellular process

Cell signaling (HMDB: HMDB0001830)

Biochemical process

Lipid transport (HMDB: HMDB0001830)

System process

Reproduction (HMDB: HMDB0001830)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	121 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0088 mg/mL at 25 °C	YALKOWSKY,SH & DANNENFELSER,RM (1992)
LogP	3.87	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	182.13	30932474
[M+H]+	MetCCS_train_pos	181.232	30932474
[M-H]-	Not Available	182.13	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000257
[M+H]+	Not Available	184.3	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000257

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0055 g/L	ALOGPS
logP	3.58	ALOGPS
logP	4.15	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	18.92	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.71 m³·mol⁻¹	ChemAxon
Polarizability	37.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.627	31661259
DarkChem	[M-H]-	173.925	31661259
AllCCS	[M+H]+	180.191	32859911
AllCCS	[M-H]-	186.972	32859911
DeepCCS	[M-2H]-	213.86	30932474
DeepCCS	[M+Na]+	188.956	30932474
AllCCS	[M+H]+	180.2	32859911
AllCCS	[M+H-H2O]+	177.3	32859911
AllCCS	[M+NH4]+	182.9	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	187.0	32859911
AllCCS	[M+Na-2H]-	187.3	32859911
AllCCS	[M+HCOO]-	187.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Progesterone	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	3570.0	Standard polar	33892256
Progesterone	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2720.7	Standard non polar	33892256
Progesterone	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2944.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Progesterone,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2935.8	Semi standard non polar	33892256
Progesterone,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2761.9	Standard non polar	33892256
Progesterone,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3115.6	Standard polar	33892256
Progesterone,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2806.8	Semi standard non polar	33892256
Progesterone,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2736.3	Standard non polar	33892256
Progesterone,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3129.0	Standard polar	33892256
Progesterone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2910.0	Semi standard non polar	33892256
Progesterone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2742.5	Standard non polar	33892256
Progesterone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3219.6	Standard polar	33892256
Progesterone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2873.1	Semi standard non polar	33892256
Progesterone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2826.7	Standard non polar	33892256
Progesterone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3154.4	Standard polar	33892256
Progesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2853.8	Semi standard non polar	33892256
Progesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2814.3	Standard non polar	33892256
Progesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3245.2	Standard polar	33892256
Progesterone,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3169.8	Semi standard non polar	33892256
Progesterone,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3011.2	Standard non polar	33892256
Progesterone,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3275.5	Standard polar	33892256
Progesterone,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3057.6	Semi standard non polar	33892256
Progesterone,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2961.4	Standard non polar	33892256
Progesterone,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3273.8	Standard polar	33892256
Progesterone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3154.2	Semi standard non polar	33892256
Progesterone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3002.7	Standard non polar	33892256
Progesterone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3363.3	Standard polar	33892256
Progesterone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3348.2	Semi standard non polar	33892256
Progesterone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3269.7	Standard non polar	33892256
Progesterone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3394.4	Standard polar	33892256
Progesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3360.6	Semi standard non polar	33892256
Progesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3257.9	Standard non polar	33892256
Progesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3458.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Progesterone GC-MS (Non-derivatized)	splash10-0fbc-5910000000-422e38df6de7e8b0a4b7	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Progesterone GC-MS (Non-derivatized)	splash10-0fbc-5910000000-385f45345742235da8e0	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Progesterone EI-B (Non-derivatized)	splash10-024l-6923000000-639c7405f69825de7f90	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Progesterone EI-B (Non-derivatized)	splash10-0229-2941000000-1e075d8489b79cf4e34a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Progesterone EI-B (Non-derivatized)	splash10-0229-3963000000-f35e3d9faf6b2ee87465	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Progesterone GC-MS (Non-derivatized)	splash10-0fbc-5910000000-422e38df6de7e8b0a4b7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Progesterone GC-MS (Non-derivatized)	splash10-0fbc-5910000000-385f45345742235da8e0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Progesterone GC-EI-TOF (Non-derivatized)	splash10-0f6x-2910000000-1baafb91a3e0b988caa7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Progesterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000g-1590000000-3ebb52b90c541e38c0b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Progesterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-006x-7931000000-f6ad83adccd7e016fa29	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-014i-1009000000-0f8b7c3e6c2265c3889f	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-052b-8900000000-0b0167121b798e7e7534	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-052b-9400000000-881510cbcecd9cb61f4f	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone EI-B (JEOL JMS-01-SG-2) , Positive-QTOF	splash10-024l-6923000000-639c7405f69825de7f90	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone EI-B (HITACHI M-52) , Positive-QTOF	splash10-0229-2941000000-1e075d8489b79cf4e34a	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-qTof , Positive-QTOF	splash10-004i-0950000000-ca28d8dfdf780c201716	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-qTof , Positive-QTOF	splash10-000i-1900000000-857f6720dd17fb2547d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-qTof , Positive-QTOF	splash10-004i-3930000000-fda87095285a83b85ad5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QTOF , positive-QTOF	splash10-00kb-7955000000-a22f06eac940cd4f753d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QTOF , positive-QTOF	splash10-014i-0139000000-6b47f75a44df3e20fa3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QTOF , positive-QTOF	splash10-0aba-0950000000-b26d04d179294aa67cc7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QTOF , positive-QTOF	splash10-0aba-0920000000-d0a3365efe1f8a589564	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QTOF , positive-QTOF	splash10-05aj-0910000000-61d7a07e6be85600e1f1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QTOF , positive-QTOF	splash10-014i-0009000000-67c6f0147801f0ece957	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QFT , positive-QTOF	splash10-05mk-8956000000-aa5fe992c41261b62fbf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QFT , positive-QTOF	splash10-052b-6910000000-5e26497eb2d0150a30ac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QFT , positive-QTOF	splash10-0a4j-8900000000-7ca6fd15f0ccc18bfa31	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QFT , positive-QTOF	splash10-052b-9700000000-523fe1ad11bfcbb46f85	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Progesterone LC-ESI-QFT , positive-QTOF	splash10-054k-9400000000-e3d581bd8685e1d3f35d	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Progesterone 10V, Positive-QTOF	splash10-014i-0269000000-9aa25f8d44bc44ee4d4c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Progesterone 20V, Positive-QTOF	splash10-06dj-0491000000-c312ac322a549be24fac	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Progesterone 40V, Positive-QTOF	splash10-0pbc-2290000000-859101eb546be9ddc938	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Progesterone 10V, Negative-QTOF	splash10-03di-0019000000-e021f799bd2d232a0592	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Progesterone 20V, Negative-QTOF	splash10-03di-0049000000-55066424591bf87a4a49	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Progesterone 40V, Negative-QTOF	splash10-0002-1090000000-e9387b8ab692f5ef9083	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Adipose Tissue
Fibroblasts
Neuron
Ovary
Placenta
Platelet
Prostate
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Steroidogenesis
Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency		Not Available
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH		Not Available
Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia due to 17 Alpha-hydroxylase Deficiency		Not Available
17-alpha-hydroxylase deficiency (CYP17)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000320 - 0.0795 uM	Adult (>18 years old)	Female	Normal	Molecular You	details
Blood	Detected and Quantified	0 - 0.000320 uM	Adult (>18 years old)	Male	Normal	Molecular You	details
Blood	Detected and Quantified	0.00267-0.0432 uM	Newborn (0-30 days old)	Female	Normal	18182448	details
Blood	Detected and Quantified	0.0019 (0.0-0.0038) uM	Adult (>18 years old)	Male	Normal	The Merck Manual,...	details
Blood	Detected and Quantified	0.0020 (0.00-0.0045) uM	Adult (>18 years old)	Female	Normal	The Merck Manual,...	details
Blood	Detected and Quantified	0.049 (0.008-0.089) uM	Adult (>18 years old)	Female	Normal	The Merck Manual,...	details
Blood	Detected and Quantified	0.001 (0.00- 0.0022) uM	Adult (>18 years old)	Female	Normal	The Merck Manual,...	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.0042 uM	Infant (4 days - <1 year old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.0011 uM	Children (1 - <10 years old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.00041-0.0027 uM	Adolescent (10 - <15 years old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.00064-0.033 uM	Adolescent (15 - <19 years old)	Female	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.00051-0.0018 uM	Adolescent (15 - <19 years old)	Male	Normal	CALIPER Paediatri...	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22944140	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	22944140	details
Blood	Detected and Quantified	0.000300-0.00240 uM	Infant (0-1 year old)	Not Specified	Normal	16439592	details
Blood	Detected and Quantified	0.0025 +/- 0.0005 uM	Adult (>18 years old)	Both	Normal	16959481	details
Blood	Detected and Quantified	0.035 +/-0.0184 uM	Adult (>18 years old)	Female	Normal	8478958	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.001 (0.00002-0.002) uM	Adult (>18 years old)	Not Specified	Normal	1620285	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.000318 uM	Newborn (0-30 days old)	Female	Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete	18182448	details
Blood	Detected and Quantified	0.00191-0.115 uM	Newborn (0-30 days old)	Male	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	27476613	details
Blood	Detected and Quantified	0.0006 (0.0003-0.001) uM	Adult (>18 years old)	Both	Pregnene hydroxylation deficiency	14625002	details
Blood	Detected and Quantified	0.089 (0.029-0.150) uM	Adult (>18 years old)	Female	Pregnancy	The Merck Manual,...	details
Blood	Detected and Quantified	0.259 (0.054-0.464) uM	Adult (>18 years old)	Female	Pregnancy	The Merck Manual,...	details
Blood	Detected and Quantified	0.493 (0.175-0.811) uM	Adult (>18 years old)	Female	Pregnancy	The Merck Manual,...	details
Blood	Detected and Quantified	0.00223 uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	7951484	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Schizophrenia	22944140	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Schizophrenia	22944140	details
Blood	Detected and Quantified	0.0108-0.119 uM	Infant (0-1 year old)	Both	Antley-Bixler syndrome with genital anomalies and disordered steroidogenesis	16439592	details
Blood	Detected and Quantified	0.0025 +/- 0.0017 uM	Adult (>18 years old)	Both	Psychiatric disorder	16959481	details

Associated Disorders and Diseases

Disease References

Pregnancy
(). The Merck Manual, 17th ed. Mark H. Beers, MD, Robert Berkow, MD, eds. Whitehouse Station, NJ: Merck Research Labs, 1999.. .
Alcoholism
Nieminen LR, Makino KK, Mehta N, Virkkunen M, Kim HY, Hibbeln JR: Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls. Prostaglandins Leukot Essent Fatty Acids. 2006 Oct-Nov;75(4-5):309-14. Epub 2006 Sep 7. [PubMed:16959481 ]
Major depressive disorder
Nieminen LR, Makino KK, Mehta N, Virkkunen M, Kim HY, Hibbeln JR: Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls. Prostaglandins Leukot Essent Fatty Acids. 2006 Oct-Nov;75(4-5):309-14. Epub 2006 Sep 7. [PubMed:16959481 ]
Pregnene hydroxylation deficiency
Shackleton C, Malunowicz E: Apparent pregnene hydroxylation deficiency (APHD): seeking the parentage of an orphan metabolome. Steroids. 2003 Oct;68(9):707-17. [PubMed:14625002 ]
Schizophrenia
Bicikova M, Hill M, Ripova D, Mohr P, Hampl R: Determination of steroid metabolome as a possible tool for laboratory diagnosis of schizophrenia. J Steroid Biochem Mol Biol. 2013 Jan;133:77-83. doi: 10.1016/j.jsbmb.2012.08.009. Epub 2012 Aug 24. [PubMed:22944140 ]
Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency
Hattori N, Ishihara T, Moridera K, Hino M, Ikekubo K, Kurahachi H: A case of late-onset congenital adrenal hyperplasia due to partial 3 beta-hydroxysteroid dehydrogenase deficiency. Endocr J. 1993 Feb;40(1):107-9. [PubMed:7951484 ] Guven A, Polat S: Testicular Adrenal Rest Tumor in Two Brothers with a Novel Mutation in the 3-Beta-Hydroxysteroid Dehydrogenase-2 Gene. J Clin Res Pediatr Endocrinol. 2017 Mar 1;9(1):85-90. doi: 10.4274/jcrpe.3306. Epub 2016 Jul 29. [PubMed:27476613 ]
Antley-Bixler syndrome with genital anomalies and disordered steroidogenesis
Fukami M, Hasegawa T, Horikawa R, Ohashi T, Nishimura G, Homma K, Ogata T: Cytochrome P450 oxidoreductase deficiency in three patients initially regarded as having 21-hydroxylase deficiency and/or aromatase deficiency: diagnostic value of urine steroid hormone analysis. Pediatr Res. 2006 Feb;59(2):276-80. doi: 10.1203/01.pdr.0000195825.31504.28. [PubMed:16439592 ]
Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete
Kim CJ, Lin L, Huang N, Quigley CA, AvRuskin TW, Achermann JC, Miller WL: Severe combined adrenal and gonadal deficiency caused by novel mutations in the cholesterol side chain cleavage enzyme, P450scc. J Clin Endocrinol Metab. 2008 Mar;93(3):696-702. doi: 10.1210/jc.2007-2330. Epub 2008 Jan 8. [PubMed:18182448 ]

Associated OMIM IDs

608516 (Major depressive disorder)
181500 (Schizophrenia)
201810 (Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency)
201750 (Antley-Bixler syndrome with genital anomalies and disordered steroidogenesis)
613743 (Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete)

External Links

DrugBank ID

DB00396

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17026

Food Biomarker Ontology

Not Available

VMH ID

PRGSTRN

MarkerDB ID

MDB00000342

Good Scents ID

Not Available

References

Synthesis Reference

Vasquez, L.; Alarcon, J.; Zunza, H.; Becerra, J.; Silva, M. Chemical-microbiological synthesis of progesterone. Boletin de la Sociedad Chilena de Quimica (2001), 46(1), 29-31.

Material Safety Data Sheet (MSDS)

Not Available

General References

Pierson-Mullany LK, Lange CA: Phosphorylation of progesterone receptor serine 400 mediates ligand-independent transcriptional activity in response to activation of cyclin-dependent protein kinase 2. Mol Cell Biol. 2004 Dec;24(24):10542-57. [PubMed:15572662 ]
Callaghan MJ, Russell AJ, Woollatt E, Sutherland GR, Sutherland RL, Watts CK: Identification of a human HECT family protein with homology to the Drosophila tumor suppressor gene hyperplastic discs. Oncogene. 1998 Dec 31;17(26):3479-91. [PubMed:10030672 ]
Schwarz S, Pohl P: Steroid hormones and steroid hormone binding globulins in cerebrospinal fluid studied in individuals with intact and with disturbed blood-cerebrospinal fluid barrier. Neuroendocrinology. 1992 Feb;55(2):174-82. [PubMed:1620285 ]
Afsar NA, Barakzai Q, Adil SN: Effect of a 'progestin only' contraceptive on platelet aggregation in a Pakistani set of population. J Ayub Med Coll Abbottabad. 2005 Jul-Sep;17(3):21-5. [PubMed:16320790 ]
Moguilewsky M, Tournemine C: The antiandrogen anandron potentiates the castrating effect of the LH-RH agonist buserelin in the rat. Am J Clin Oncol. 1988;11 Suppl 2:S148-51. [PubMed:3149454 ]
Wang C, Swerdloff RS: Male hormonal contraception. Am J Obstet Gynecol. 2004 Apr;190(4 Suppl):S60-8. [PubMed:15105800 ]
Landi N, Manfredini D, Lombardi I, Casarosa E, Bosco M: 17-beta-estradiol and progesterone serum levels in temporomandibular disorder patients. Minerva Stomatol. 2004 Nov-Dec;53(11-12):651-60. [PubMed:15894940 ]
Classen-Linke I, Alfer J, Krusche CA, Chwalisz K, Rath W, Beier HM: Progestins, progesterone receptor modulators, and progesterone antagonists change VEGF release of endometrial cells in culture. Steroids. 2000 Oct-Nov;65(10-11):763-71. [PubMed:11108887 ]
Casey ML, MacDonald PC, Andersson S: 17 beta-Hydroxysteroid dehydrogenase type 2: chromosomal assignment and progestin regulation of gene expression in human endometrium. J Clin Invest. 1994 Nov;94(5):2135-41. [PubMed:7962560 ]
Lueprasitsakul P, Longcope C: Aromatase activity of human adipose tissue stromal cells: effects of thyroid hormones and progestogens. Proc Soc Exp Biol Med. 1990 Sep;194(4):337-41. [PubMed:2167478 ]
Kaaks R, Berrino F, Key T, Rinaldi S, Dossus L, Biessy C, Secreto G, Amiano P, Bingham S, Boeing H, Bueno de Mesquita HB, Chang-Claude J, Clavel-Chapelon F, Fournier A, van Gils CH, Gonzalez CA, Gurrea AB, Critselis E, Khaw KT, Krogh V, Lahmann PH, Nagel G, Olsen A, Onland-Moret NC, Overvad K, Palli D, Panico S, Peeters P, Quiros JR, Roddam A, Thiebaut A, Tjonneland A, Chirlaque MD, Trichopoulou A, Trichopoulos D, Tumino R, Vineis P, Norat T, Ferrari P, Slimani N, Riboli E: Serum sex steroids in premenopausal women and breast cancer risk within the European Prospective Investigation into Cancer and Nutrition (EPIC). J Natl Cancer Inst. 2005 May 18;97(10):755-65. [PubMed:15900045 ]
Oliveira RL, Aldrighi JM, Gebara OE, Rocha TR, D'Amico E, Rosano GM, Ramires JA: Postmenopausal hormone replacement therapy increases plasmatic thromboxane beta 2. Int J Cardiol. 2005 Mar 30;99(3):449-54. [PubMed:15771927 ]
Magee JA, Chang LW, Stormo GD, Milbrandt J: Direct, androgen receptor-mediated regulation of the FKBP5 gene via a distal enhancer element. Endocrinology. 2006 Jan;147(1):590-8. Epub 2005 Oct 6. [PubMed:16210365 ]
Baum LW: Sex, hormones, and Alzheimer's disease. J Gerontol A Biol Sci Med Sci. 2005 Jun;60(6):736-43. [PubMed:15983176 ]
Seibert B, Gunzel P: Animal toxicity studies performed for risk assessment of the once-a-month injectable contraceptive Mesigyna. Contraception. 1994 Apr;49(4):303-33. [PubMed:8013217 ]
Payer AF, Meyer WJ 3rd, Walker PA: The ultrastructural response of human Leydig cells to exogenous estrogens. Andrologia. 1979;11(6):423-36. [PubMed:532984 ]
Hould FS, Fried GM, Fazekas AG, Tremblay S, Mersereau WA: Progesterone receptors regulate gallbladder motility. J Surg Res. 1988 Dec;45(6):505-12. [PubMed:3184927 ]
Allen WM: Progesterone: how did the name originate? South Med J. 1970 Oct;63(10):1151-5. [PubMed:4922128 ]
Schumacher M, Guennoun R, Robert F, Carelli C, Gago N, Ghoumari A, Gonzalez Deniselle MC, Gonzalez SL, Ibanez C, Labombarda F, Coirini H, Baulieu EE, De Nicola AF: Local synthesis and dual actions of progesterone in the nervous system: neuroprotection and myelination. Growth Horm IGF Res. 2004 Jun;14 Suppl A:S18-33. [PubMed:15135772 ]
Allen WM: THE ISOLATION OF CRYSTALLINE PROGESTIN. Science. 1935 Aug 2;82(2118):89-93. [PubMed:17747122 ]
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 37 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 11B1, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Molecular weight:: 57572.44

Reactions

Progesterone + Reduced ferredoxin + Oxygen → 11beta-Hydroxyprogesterone + Oxidized ferredoxin + Water	details

Enzyme Details

2. 3-oxo-5-beta-steroid 4-dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: Efficiently catalyzes the reduction of progesterone, androstenedione, 17-alpha-hydroxyprogesterone and testosterone to 5-beta-reduced metabolites. The bile acid intermediates 7-alpha,12-alpha-dihydroxy-4-cholesten-3-one and 7-alpha-hydroxy-4-cholesten-3-one can also act as substrates.
Gene Name:: AKR1D1
Uniprot ID:: P51857
Molecular weight:: 32889.38

Reactions

5a-Pregnane-3,20-dione + Acceptor → Progesterone + Reduced acceptor	details
Progesterone + NADPH + Hydrogen Ion → 5a-Pregnane-3,20-dione + NADP	details

Enzyme Details

3. Cholesterol side-chain cleavage enzyme, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:: CYP11A1
Uniprot ID:: P05108
Molecular weight:: 60101.87

Enzyme Details

4. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

6. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Lin Y, Lu P, Tang C, Mei Q, Sandig G, Rodrigues AD, Rushmore TH, Shou M: Substrate inhibition kinetics for cytochrome P450-catalyzed reactions. Drug Metab Dispos. 2001 Apr;29(4 Pt 1):368-74. [PubMed:11259318 ]

Enzyme Details

7. Steroid 17-alpha-hydroxylase/17,20 lyase

General function:: Involved in monooxygenase activity
Specific function:: Conversion of pregnenolone and progesterone to their 17-alpha-hydroxylated products and subsequently to dehydroepiandrosterone (DHEA) and androstenedione. Catalyzes both the 17-alpha-hydroxylation and the 17,20-lyase reaction. Involved in sexual development during fetal life and at puberty.
Gene Name:: CYP17A1
Uniprot ID:: P05093
Molecular weight:: 57369.995

Reactions

Progesterone + Reduced acceptor + Oxygen → 17-Hydroxyprogesterone + Acceptor + Water	details

References

Haidar S, Hartmann RW: C16 and C17 substituted derivatives of pregnenolone and progesterone as inhibitors of 17alpha-hydroxylase-C17, 20-lyase: synthesis and biological evaluation. Arch Pharm (Weinheim). 2002;335(11-12):526-34. [PubMed:12596217 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Cytochrome P450 1B1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:: CYP1B1
Uniprot ID:: Q16678
Molecular weight:: 60845.33

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

9. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

10. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details

1. Multidrug resistance-associated protein 1

General function:: Involved in ATP binding
Specific function:: Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:: ABCC1
Uniprot ID:: P33527
Molecular weight:: 171589.5

References

Payen L, Delugin L, Courtois A, Trinquart Y, Guillouzo A, Fardel O: Reversal of MRP-mediated multidrug resistance in human lung cancer cells by the antiprogestatin drug RU486. Biochem Biophys Res Commun. 1999 May 19;258(3):513-8. [PubMed:10329417 ]

Enzyme Details

2. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

References

Wang EJ, Casciano CN, Clement RP, Johnson WW: Fluorescent substrates of sister-P-glycoprotein (BSEP) evaluated as markers of active transport and inhibition: evidence for contingent unequal binding sites. Pharm Res. 2003 Apr;20(4):537-44. [PubMed:12739759 ]

Enzyme Details

3. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Romiti N, Tramonti G, Chieli E: Influence of different chemicals on MDR-1 P-glycoprotein expression and activity in the HK-2 proximal tubular cell line. Toxicol Appl Pharmacol. 2002 Sep 1;183(2):83-91. [PubMed:12387747 ]
Wang EJ, Casciano CN, Clement RP, Johnson WW: Active transport of fluorescent P-glycoprotein substrates: evaluation as markers and interaction with inhibitors. Biochem Biophys Res Commun. 2001 Nov 30;289(2):580-5. [PubMed:11716514 ]
Leonessa F, Kim JH, Ghiorghis A, Kulawiec RJ, Hammer C, Talebian A, Clarke R: C-7 analogues of progesterone as potent inhibitors of the P-glycoprotein efflux pump. J Med Chem. 2002 Jan 17;45(2):390-8. [PubMed:11784143 ]
Ueda K, Okamura N, Hirai M, Tanigawara Y, Saeki T, Kioka N, Komano T, Hori R: Human P-glycoprotein transports cortisol, aldosterone, and dexamethasone, but not progesterone. J Biol Chem. 1992 Dec 5;267(34):24248-52. [PubMed:1360010 ]
Nagy H, Goda K, Fenyvesi F, Bacso Z, Szilasi M, Kappelmayer J, Lustyik G, Cianfriglia M, Szabo G Jr: Distinct groups of multidrug resistance modulating agents are distinguished by competition of P-glycoprotein-specific antibodies. Biochem Biophys Res Commun. 2004 Mar 19;315(4):942-9. [PubMed:14985103 ]
Yamazaki M, Neway WE, Ohe T, Chen I, Rowe JF, Hochman JH, Chiba M, Lin JH: In vitro substrate identification studies for p-glycoprotein-mediated transport: species difference and predictability of in vivo results. J Pharmacol Exp Ther. 2001 Mar;296(3):723-35. [PubMed:11181899 ]
Adachi Y, Suzuki H, Sugiyama Y: Comparative studies on in vitro methods for evaluating in vivo function of MDR1 P-glycoprotein. Pharm Res. 2001 Dec;18(12):1660-8. [PubMed:11785684 ]
Borgnia MJ, Eytan GD, Assaraf YG: Competition of hydrophobic peptides, cytotoxic drugs, and chemosensitizers on a common P-glycoprotein pharmacophore as revealed by its ATPase activity. J Biol Chem. 1996 Feb 9;271(6):3163-71. [PubMed:8621716 ]
Kim WY, Benet LZ: P-glycoprotein (P-gp/MDR1)-mediated efflux of sex-steroid hormones and modulation of P-gp expression in vitro. Pharm Res. 2004 Jul;21(7):1284-93. [PubMed:15290871 ]

Enzyme Details

4. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

References

Schroeder A, Eckhardt U, Stieger B, Tynes R, Schteingart CD, Hofmann AF, Meier PJ, Hagenbuch B: Substrate specificity of the rat liver Na(+)-bile salt cotransporter in Xenopus laevis oocytes and in CHO cells. Am J Physiol. 1998 Feb;274(2 Pt 1):G370-5. [PubMed:9486191 ]

Enzyme Details

5. Solute carrier family 22 member 1

General function:: Involved in ion transmembrane transporter activity
Specific function:: Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:: SLC22A1
Uniprot ID:: O15245
Molecular weight:: 61187.4

References

Hayer-Zillgen M, Bruss M, Bonisch H: Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3. Br J Pharmacol. 2002 Jul;136(6):829-36. [PubMed:12110607 ]
Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. [PubMed:9830022 ]

Enzyme Details

6. Solute carrier family 22 member 2

General function:: Involved in ion transmembrane transporter activity
Specific function:: Mediates tubular uptake of organic compounds from circulation. Mediates the influx of agmatine, dopamine, noradrenaline (norepinephrine), serotonin, choline, famotidine, ranitidine, histamin, creatinine, amantadine, memantine, acriflavine, 4-[4-(dimethylamino)-styryl]-N-methylpyridinium ASP, amiloride, metformin, N-1-methylnicotinamide (NMN), tetraethylammonium (TEA), 1-methyl-4-phenylpyridinium (MPP), cimetidine, cisplatin and oxaliplatin. Cisplatin may develop a nephrotoxic action. Transport of creatinine is inhibited by fluoroquinolones such as DX-619 and LVFX. This transporter is a major determinant of the anticancer activity of oxaliplatin and may contribute to antitumor specificity
Gene Name:: SLC22A2
Uniprot ID:: O15244
Molecular weight:: 62564.0

References

Hayer-Zillgen M, Bruss M, Bonisch H: Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3. Br J Pharmacol. 2002 Jul;136(6):829-36. [PubMed:12110607 ]
Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. [PubMed:9830022 ]

Enzyme Details

7. Solute carrier family 22 member 3

General function:: Involved in transmembrane transport
Specific function:: Mediates potential-dependent transport of a variety of organic cations. May play a significant role in the disposition of cationic neurotoxins and neurotransmitters in the brain
Gene Name:: SLC22A3
Uniprot ID:: O75751
Molecular weight:: 61279.5

References

Hayer-Zillgen M, Bruss M, Bonisch H: Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3. Br J Pharmacol. 2002 Jul;136(6):829-36. [PubMed:12110607 ]
Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. [PubMed:9830022 ]

Only showing the first 10 proteins. There are 37 proteins in total.

Show all enzymes and transporters

Showing metabocard for Progesterone (HMDB0001830)

MOL for HMDB0001830 (Progesterone)

3D MOL for HMDB0001830 (Progesterone)

3D SDF for HMDB0001830 (Progesterone)

3D-SDF for HMDB0001830 (Progesterone)

PDB for HMDB0001830 (Progesterone)

3D PDB for HMDB0001830 (Progesterone)

SMILES for HMDB0001830 (Progesterone)

INCHI for HMDB0001830 (Progesterone)

Structure for HMDB0001830 (Progesterone)

3D Structure for HMDB0001830 (Progesterone)

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

References

References

References

Reactions

References

References

References

References

Transporters

References

References

References

References

References

References

References