NP-MRD: Showing NP-Card for Progesterone (NP0000819)

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Record Information

Version

2.0

Created at

2005-11-20 22:13:30 UTC

Updated at

2021-10-07 20:42:37 UTC

NP-MRD ID

NP0000819

Secondary Accession Numbers

None

Natural Product 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>
NP0000819

> <DATABASE_NAME>
NP-MRD

> <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

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 Mass

314.4617 Da

Monoisotopic Mass

314.22458 Da

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abedus herberti	LOTUS Database	35616633
Allium cepa	KNApSAcK Database	22123792
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Arabidopsis thaliana	KNApSAcK Database	22123792
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Cota palaestina	LOTUS Database	35616633
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Holarrhena floribunda	KNApSAcK Database	22123792
Jacobaea argunensis	LOTUS Database	35616633
Juglans regia	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Ligusticum chuanxiong	KNApSAcK Database	22123792
Lonicera japonica	LOTUS Database	35616633
Malus domestica	KNApSAcK Database	22123792
Malus pumila	FooDB	KNAPSACK
Mangifera indica	LOTUS Database	35616633
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Oryza sativa	KNApSAcK Database	22123792
Ovis aries	FooDB	FooDB
Phaseolus angularis	KNApSAcK Database	22123792
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Pisum sativum	KNApSAcK Database	22123792
Platypodium elegans	LOTUS Database	35616633
Reseda luteola	LOTUS Database	35616633
Solanum lycopersicum	KNApSAcK Database	22123792
Solanum lycopersicum var. lycopersicum	FooDB	KNAPSACK
Solanum tuberosum	KNApSAcK Database	22123792
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Vigna angularis	FooDB	KNAPSACK
Vigna radiata	KNApSAcK Database	22123792
Vitex agnus-castus	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Homo sapiens	KNApSAcK Database	22123792

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 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	121 °C	Not Available
Boiling Point	645.70 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.0088 mg/mL at 25 °C	Yalkowsky, S. H., & Dannenfelser, R. M. (1992). Aquasol database of aqueous solubility. College of Pharmacy, University of Arizona, Tucson, AZ, 189.
LogP	3.87	Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).

Predicted 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

External Links

HMDB ID

HMDB0001830

DrugBank ID

DB00396

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

rw1588441

References

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 ]

Showing NP-Card for Progesterone (NP0000819)

MOL for NP0000819 (Progesterone)

3D MOL for NP0000819 (Progesterone)

3D SDF for NP0000819 (Progesterone)

3D-SDF for NP0000819 (Progesterone)

PDB for NP0000819 (Progesterone)

3D PDB for NP0000819 (Progesterone)

SMILES for NP0000819 (Progesterone)

INCHI for NP0000819 (Progesterone)

Structure for NP0000819 (Progesterone)

3D Structure for NP0000819 (Progesterone)