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enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014522

Secondary Accession Numbers

HMDB14522

Metabolite Identification

Common Name

Dydrogesterone

Description

Dydrogesterone is only found in individuals that have used or taken this drug. It is a synthetic progestational hormone with no androgenic or estrogenic properties. Unlike many other progestational compounds, dydrogesterone produces no increase in temperature and does not inhibit ovulation. [PubChem]Dydrogesterone works by regulating the healthy growth and normal shedding of the womb lining by acting on progesterone receptors in the uterus.

Structure

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

378
  Mrv0541 02231214382D          

 26 29  0  0  1  0            999 V2000
    6.5848    2.1027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -2.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    0.4532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0989   -0.3718    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3846   -0.7843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6700   -0.3718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8795    0.7046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3846    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8795   -0.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6700    0.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.7899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3609    0.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    1.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3978   -1.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548   -0.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359    1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569   -2.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728   -0.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -2.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3659   -1.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9430    1.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687   -1.0280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9585   -1.1098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -0.0418    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  2  0  0  0  0
  2 22  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 13  1  1  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  4 24  1  6  0  0  0
  5  6  1  0  0  0  0
  5 14  1  0  0  0  0
  5 25  1  1  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 26  1  1  0  0  0
  7 12  1  0  0  0  0
  7 17  1  1  0  0  0
  8 10  1  0  0  0  0
  9 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 18  1  6  0  0  0
 14 19  2  0  0  0  0
 15 19  1  0  0  0  0
 15 21  2  0  0  0  0
 16 20  1  0  0  0  0
 17 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
M  END

HMDB0014522
     RDKit          3D
Dydrogesterone
 51 54  0  0  0  0  0  0  0  0999 V2000
    5.6409   -0.0983    0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2189   -0.5003    0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -1.6473    0.7543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638    0.4849    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1922    1.1551   -1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556    1.6419   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    1.1928   -0.0940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4175    1.1145   -0.0960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9200    1.9646    1.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1616    1.7687    1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155    0.7440    0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3340    0.8151    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383   -0.2329    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3025   -0.4190    0.6405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5025   -1.0564   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682   -0.6530   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769   -0.4413    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6196   -1.7128    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8818   -0.3098    0.1488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2250   -0.9008    1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2411   -0.6487    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618   -0.1410    0.1734 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7977   -1.0511   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0237   -0.5445   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7606    1.0042    0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2434   -0.4485    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979    1.2493    1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511    0.5005   -1.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8948    2.0054   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3527    1.3344   -2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7992    2.7635   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4281    1.8621    0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362    1.4508   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    2.7162    1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5835    2.3456    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7610    1.7040    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6491   -2.1390   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0515   -0.7984   -1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -1.4359   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0319    0.3170   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -1.6827    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -2.5739    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.9934    1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6772   -0.8732   -0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4013   -1.9919    1.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7182   -0.4431    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7873   -1.5238    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4044    0.1622    2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869   -2.0505   -0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -0.6713   -1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631   -1.3142   -1.2654 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  2  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  6
 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  1
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  1
  8 33  1  6
  9 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END

378
  Mrv0541 02231214382D          

 26 29  0  0  1  0            999 V2000
    6.5848    2.1027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -2.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    0.4532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0989   -0.3718    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3846   -0.7843    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6700   -0.3718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8795    0.7046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3846    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8795   -0.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6700    0.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.7899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3609    0.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    1.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3978   -1.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548   -0.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359    1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569   -2.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728   -0.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -2.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3659   -1.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9430    1.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687   -1.0280    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9585   -1.1098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -0.0418    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  2  0  0  0  0
  2 22  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 13  1  1  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  4 24  1  6  0  0  0
  5  6  1  0  0  0  0
  5 14  1  0  0  0  0
  5 25  1  1  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 26  1  1  0  0  0
  7 12  1  0  0  0  0
  7 17  1  1  0  0  0
  8 10  1  0  0  0  0
  9 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 18  1  6  0  0  0
 14 19  2  0  0  0  0
 15 19  1  0  0  0  0
 15 21  2  0  0  0  0
 16 20  1  0  0  0  0
 17 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014522

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O2/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/h4-5,12,16-19H,6-11H2,1-3H3/t16-,17+,18-,19+,20+,21+/m0/s1

> <INCHI_KEY>
JGMOKGBVKVMRFX-HQZYFCCVSA-N

> <FORMULA>
C21H28O2

> <MOLECULAR_WEIGHT>
312.4458

> <EXACT_MASS>
312.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.389065588816806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.7866827440000006

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.291890325972762

> <JCHEM_PKA_STRONGEST_BASIC>
-4.772697382905662

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
93.8219

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dydrogesterone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014522
     RDKit          3D
Dydrogesterone
 51 54  0  0  0  0  0  0  0  0999 V2000
    5.6409   -0.0983    0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2189   -0.5003    0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -1.6473    0.7543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638    0.4849    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1922    1.1551   -1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556    1.6419   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    1.1928   -0.0940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4175    1.1145   -0.0960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9200    1.9646    1.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1616    1.7687    1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155    0.7440    0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3340    0.8151    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383   -0.2329    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3025   -0.4190    0.6405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5025   -1.0564   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682   -0.6530   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769   -0.4413    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6196   -1.7128    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8818   -0.3098    0.1488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2250   -0.9008    1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2411   -0.6487    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618   -0.1410    0.1734 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7977   -1.0511   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0237   -0.5445   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7606    1.0042    0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2434   -0.4485    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979    1.2493    1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511    0.5005   -1.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8948    2.0054   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3527    1.3344   -2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7992    2.7635   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4281    1.8621    0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362    1.4508   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    2.7162    1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5835    2.3456    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7610    1.7040    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6491   -2.1390   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0515   -0.7984   -1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -1.4359   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0319    0.3170   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -1.6827    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -2.5739    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.9934    1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6772   -0.8732   -0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4013   -1.9919    1.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7182   -0.4431    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7873   -1.5238    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4044    0.1622    2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869   -2.0505   -0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -0.6713   -1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631   -1.3142   -1.2654 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  2  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  6
 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  1
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  1
  8 33  1  6
  9 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 378                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.292   3.925   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080  -3.854   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.385   0.846   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.385  -0.694   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.051  -1.464   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.717  -0.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.842   1.315   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.051   1.616   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.842  -1.163   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.717   0.846   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.316  -1.474   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.740   0.076   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.385   2.386   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.076  -3.068   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.304  -3.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.889  -0.606   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.320   2.779   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.328   0.065   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.693  -3.881   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.429  -1.419   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.863  -3.925   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.416  -3.090   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.827   3.096   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      11.515  -1.919   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      11.123  -2.072   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       9.785  -0.078   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   22                                                            
CONECT    3    4    7    8   13                                             
CONECT    4    3    5    9   24                                             
CONECT    5    4    6   14   25                                             
CONECT    6    5   10   11   26                                             
CONECT    7    3   12   17                                                  
CONECT    8    3   10                                                       
CONECT    9    4   12                                                       
CONECT   10    6    8                                                       
CONECT   11    6   15   16   18                                             
CONECT   12    7    9                                                       
CONECT   13    3                                                            
CONECT   14    5   19                                                       
CONECT   15   11   19   21                                                  
CONECT   16   11   20                                                       
CONECT   17    1    7   23                                                  
CONECT   18   11                                                            
CONECT   19   14   15                                                       
CONECT   20   16   22                                                       
CONECT   21   15   22                                                       
CONECT   22    2   20   21                                                  
CONECT   23   17                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0014522
HETATM    1  C1  UNL     1       5.641  -0.098   0.389  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.219  -0.500   0.496  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.932  -1.647   0.754  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.164   0.485   0.291  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.192   1.155  -1.072  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.756   1.642  -1.317  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.046   1.193  -0.094  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.418   1.114  -0.096  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.920   1.965   1.044  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.162   1.769   1.512  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.016   0.744   0.921  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.334   0.815   0.888  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.138  -0.233   0.285  1.00  0.00           C  
HETATM   14  O2  UNL     1      -6.303  -0.419   0.641  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.502  -1.056  -0.763  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.068  -0.653  -1.017  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.377  -0.441   0.321  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.620  -1.713   1.111  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.882  -0.310   0.149  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.225  -0.901   1.364  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.241  -0.649   1.452  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.762  -0.141   0.173  1.00  0.00           C  
HETATM   23  C21 UNL     1       1.798  -1.051  -0.982  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.024  -0.545  -0.568  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.761   1.004   0.362  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.243  -0.448   1.259  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.098   1.249   1.087  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.551   0.501  -1.873  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.895   2.005  -0.984  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.353   1.334  -2.273  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.799   2.764  -1.325  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.428   1.862   0.739  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.836   1.451  -1.050  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.318   2.716   1.489  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.583   2.346   2.328  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.761   1.704   1.340  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.649  -2.139  -0.655  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.052  -0.798  -1.719  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.598  -1.436  -1.619  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.032   0.317  -1.553  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.275  -1.683   2.145  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.149  -2.574   0.588  1.00  0.00           H  
HETATM   43  H20 UNL     1      -3.712  -1.993   1.136  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.677  -0.873  -0.791  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.401  -1.992   1.411  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.718  -0.443   2.249  1.00  0.00           H  
HETATM   47  H24 UNL     1       1.787  -1.524   1.862  1.00  0.00           H  
HETATM   48  H25 UNL     1       1.404   0.162   2.215  1.00  0.00           H  
HETATM   49  H26 UNL     1       1.387  -2.050  -0.683  1.00  0.00           H  
HETATM   50  H27 UNL     1       1.382  -0.671  -1.937  1.00  0.00           H  
HETATM   51  H28 UNL     1       2.863  -1.314  -1.265  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   10   34
CONECT   10   11   35
CONECT   11   12   12   17
CONECT   12   13   36
CONECT   13   14   14   15
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   19
CONECT   18   41   42   43
CONECT   19   20   44
CONECT   20   21   45   46
CONECT   21   22   47   48
CONECT   22   23
CONECT   23   49   50   51
END

HMDB0014522
     RDKit          3D
Dydrogesterone
 51 54  0  0  0  0  0  0  0  0999 V2000
    5.6409   -0.0983    0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2189   -0.5003    0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -1.6473    0.7543 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638    0.4849    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1922    1.1551   -1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556    1.6419   -1.3172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    1.1928   -0.0940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4175    1.1145   -0.0960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9200    1.9646    1.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1616    1.7687    1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155    0.7440    0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3340    0.8151    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383   -0.2329    0.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3025   -0.4190    0.6405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5025   -1.0564   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682   -0.6530   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769   -0.4413    0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6196   -1.7128    1.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8818   -0.3098    0.1488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2250   -0.9008    1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2411   -0.6487    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618   -0.1410    0.1734 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7977   -1.0511   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0237   -0.5445   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7606    1.0042    0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2434   -0.4485    1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979    1.2493    1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511    0.5005   -1.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8948    2.0054   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3527    1.3344   -2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7992    2.7635   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4281    1.8621    0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362    1.4508   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    2.7162    1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5835    2.3456    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7610    1.7040    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6491   -2.1390   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0515   -0.7984   -1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979   -1.4359   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0319    0.3170   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -1.6827    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -2.5739    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121   -1.9934    1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6772   -0.8732   -0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4013   -1.9919    1.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7182   -0.4431    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7873   -1.5238    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4044    0.1622    2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869   -2.0505   -0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -0.6713   -1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631   -1.3142   -1.2654 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  2  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  6
 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  1
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  1
  8 33  1  6
  9 34  1  0
 10 35  1  0
 12 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10alpha-Isopregnenone	ChEBI
6-Dehydro-retro-progesterone	ChEBI
delta(6)-Retroprogesterone	ChEBI
Didrogesterona	ChEBI
Dydrogesteronum	ChEBI
Hydrogesterone	ChEBI
Hydrogestrone	ChEBI
Isopregnenone	ChEBI
Retro-6-dehydroprogesterone	ChEBI
Duphaston	Kegg
Gynorest	Kegg
10a-Isopregnenone	Generator
10Α-isopregnenone	Generator
Δ(6)-retroprogesterone	Generator
Didrogesterone	HMDB
6 Dehydro 9 beta 10 alpha progesterone	HMDB
Solvay brand OF dydrogesterone	HMDB
6-Dehydro-9 beta-10 alpha-progesterone	HMDB
Dehydrogesterone	HMDB

Chemical Formula

C₂₁H₂₈O₂

Average Molecular Weight

312.4458

Monoisotopic Molecular Weight

312.20893014

IUPAC Name

(1R,2S,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one

Traditional Name

dydrogesterone

CAS Registry Number

152-62-5

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@@]12C

InChI Identifier

InChI=1S/C21H28O2/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/h4-5,12,16-19H,6-11H2,1-3H3/t16-,17+,18-,19+,20+,21+/m0/s1

InChI Key

JGMOKGBVKVMRFX-HQZYFCCVSA-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
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 steroid (CHEBI:31527 )
3-oxo Delta(4)-steroid (CHEBI:31527 )
20-oxo steroid (CHEBI:31527 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	169.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0049 g/L	Not Available
LogP	3.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0049 g/L	ALOGPS
logP	3.27	ALOGPS
logP	3.79	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	19.29	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	93.82 m³·mol⁻¹	ChemAxon
Polarizability	36.39 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]+	174.709	31661259
DarkChem	[M-H]-	170.265	31661259
DeepCCS	[M-2H]-	212.154	30932474
DeepCCS	[M+Na]+	186.77	30932474
AllCCS	[M+H]+	178.9	32859911
AllCCS	[M+H-H2O]+	175.9	32859911
AllCCS	[M+NH4]+	181.7	32859911
AllCCS	[M+Na]+	182.5	32859911
AllCCS	[M-H]-	186.5	32859911
AllCCS	[M+Na-2H]-	186.7	32859911
AllCCS	[M+HCOO]-	187.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dydrogesterone	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@@]12C	3439.6	Standard polar	33892256
Dydrogesterone	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@@]12C	2710.4	Standard non polar	33892256
Dydrogesterone	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@@]12C	2920.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dydrogesterone,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	2911.7	Semi standard non polar	33892256
Dydrogesterone,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	2787.8	Standard non polar	33892256
Dydrogesterone,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3201.4	Standard polar	33892256
Dydrogesterone,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	2853.2	Semi standard non polar	33892256
Dydrogesterone,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	2728.2	Standard non polar	33892256
Dydrogesterone,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3185.0	Standard polar	33892256
Dydrogesterone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	2905.6	Semi standard non polar	33892256
Dydrogesterone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	2759.3	Standard non polar	33892256
Dydrogesterone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3321.3	Standard polar	33892256
Dydrogesterone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	2923.0	Semi standard non polar	33892256
Dydrogesterone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	2817.6	Standard non polar	33892256
Dydrogesterone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3242.4	Standard polar	33892256
Dydrogesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	2927.2	Semi standard non polar	33892256
Dydrogesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	2790.5	Standard non polar	33892256
Dydrogesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3349.5	Standard polar	33892256
Dydrogesterone,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3155.5	Semi standard non polar	33892256
Dydrogesterone,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3024.8	Standard non polar	33892256
Dydrogesterone,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3373.0	Standard polar	33892256
Dydrogesterone,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3106.8	Semi standard non polar	33892256
Dydrogesterone,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	2942.6	Standard non polar	33892256
Dydrogesterone,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3339.3	Standard polar	33892256
Dydrogesterone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3163.2	Semi standard non polar	33892256
Dydrogesterone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3005.7	Standard non polar	33892256
Dydrogesterone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@]4(C)[C@@H]3CC[C@]12C	3480.0	Standard polar	33892256
Dydrogesterone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3424.4	Semi standard non polar	33892256
Dydrogesterone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3237.3	Standard non polar	33892256
Dydrogesterone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3496.1	Standard polar	33892256
Dydrogesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3440.1	Semi standard non polar	33892256
Dydrogesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3209.8	Standard non polar	33892256
Dydrogesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)[C@@H]3CC[C@]12C	3580.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dydrogesterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1490000000-10de0224e8083d668121	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dydrogesterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone LC-ESI-qTof , Positive-QTOF	splash10-0089-2910000000-0f3c030b838629088a3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone , positive-QTOF	splash10-0a4i-2920000000-7383353a3b2099383437	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone LC-ESI-QFT , positive-QTOF	splash10-03di-2966000000-979f386c9d37c0f83d8c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 50V, Positive-QTOF	splash10-054o-0910000000-5844c29c8d2083e7c522	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 30V, Positive-QTOF	splash10-08mi-0950000000-f01603e2bbd7f38a1709	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 35V, Positive-QTOF	splash10-03di-2967000000-5b431532528f14cf3d29	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 40V, Positive-QTOF	splash10-0a4i-0920000000-08ded6d4c145204cb91c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 30V, Positive-QTOF	splash10-08mi-0950000000-52b48be72415d8d259ec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 10V, Positive-QTOF	splash10-03di-0009000000-b32faafbdf788878ea05	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 20V, Positive-QTOF	splash10-03di-0496000000-f4094df2e92f03cd0bc4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 50V, Positive-QTOF	splash10-054o-0910000000-4814815be89b5a833aa8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dydrogesterone 40V, Positive-QTOF	splash10-0ab9-0920000000-847eadff5386011f9cc4	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 10V, Positive-QTOF	splash10-03di-0269000000-3229e087c3b8dd6902eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 20V, Positive-QTOF	splash10-0292-0492000000-bf1d09d2642413a2e449	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 40V, Positive-QTOF	splash10-0uy0-4490000000-391d8f589af23a8749ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 10V, Negative-QTOF	splash10-03di-0019000000-a4e8db015d1caf20a321	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 20V, Negative-QTOF	splash10-03di-0049000000-43eda205555e407be153	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 40V, Negative-QTOF	splash10-0fry-1090000000-1f8e7097f58ef6e7b04c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 10V, Negative-QTOF	splash10-03di-0009000000-152b659b4891e36b54f3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 20V, Negative-QTOF	splash10-03xr-0098000000-aafc3e90010298162db5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 40V, Negative-QTOF	splash10-0ftg-1091000000-0ce7e31ef3ceb07ae10c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 10V, Positive-QTOF	splash10-03di-0049000000-277df711ac48bc0692fc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 20V, Positive-QTOF	splash10-07vl-0491000000-8074e560fcb817a30e10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dydrogesterone 40V, Positive-QTOF	splash10-052f-6940000000-94514aa396dacef8801e	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00378	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00378	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00378

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8699

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dydrogesterone

METLIN ID

Not Available

PubChem Compound

9051

PDB ID

Not Available

ChEBI ID

31527

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Patient.co.uk [Link]

Enzymes

Enzyme Details

1. Progesterone receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Isoform A is inactive in stimulating c-Src/MAPK signaling on hormone stimulation
Gene Name:: PGR
Uniprot ID:: P06401
Molecular weight:: 98980.0

References

Blois SM, Joachim R, Kandil J, Margni R, Tometten M, Klapp BF, Arck PC: Depletion of CD8+ cells abolishes the pregnancy protective effect of progesterone substitution with dydrogesterone in mice by altering the Th1/Th2 cytokine profile. J Immunol. 2004 May 15;172(10):5893-9. [PubMed:15128769 ]
Tamaya T, Tsurusaki T, Ide N, Yamada T, Murakami T, Wada K, Fujimoto Z, Okada H: Nuclear translocation of progesterone receptor--progestogen complex in vitro. Nihon Sanka Fujinka Gakkai Zasshi. 1983 Jan;35(1):77-82. [PubMed:6827166 ]
Raghupathy R, Al Mutawa E, Makhseed M, Azizieh F, Szekeres-Bartho J: Modulation of cytokine production by dydrogesterone in lymphocytes from women with recurrent miscarriage. BJOG. 2005 Aug;112(8):1096-101. [PubMed:16045524 ]
Okada H: [Metabolism, structure and biological activity of sex steroids]. Nihon Naibunpi Gakkai Zasshi. 1993 Feb 20;69(2):67-79. [PubMed:8486204 ]
Tamaya T, Furuta N, Ohono Y, Ide N, Tsurusaki T, Okada H: Chromatin transcription by progesterone-receptor complex in rabbit uterus. Endocrinol Jpn. 1979 Feb;26(1):117-22. [PubMed:436795 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Dydrogesterone (HMDB0014522)

MOL for HMDB0014522 (Dydrogesterone)

3D MOL for HMDB0014522 (Dydrogesterone)

3D SDF for HMDB0014522 (Dydrogesterone)

3D-SDF for HMDB0014522 (Dydrogesterone)

PDB for HMDB0014522 (Dydrogesterone)

3D PDB for HMDB0014522 (Dydrogesterone)

SMILES for HMDB0014522 (Dydrogesterone)

INCHI for HMDB0014522 (Dydrogesterone)

Structure for HMDB0014522 (Dydrogesterone)

3D Structure for HMDB0014522 (Dydrogesterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References