Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:23:14 UTC

Update Date

2021-09-26 23:12:45 UTC

HMDB ID

HMDB0256802

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Promegestone

Description

14,15-dimethyl-14-propanoyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6-dien-5-one belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton. Based on a literature review very few articles have been published on 14,15-dimethyl-14-propanoyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6-dien-5-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Promegestone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Promegestone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0256802
     RDKit          3D
Promegestone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -5.3750    1.9349    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941    0.8377   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4118    0.4385    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    1.0602    1.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -0.5924   -0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1617   -1.9757   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259   -0.2850   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066    0.6754   -1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911    0.6961    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.8692    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209    1.8309   -0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7820    2.2775   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5823    1.0323   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871    1.1158   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103   -0.0619   -0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8081   -0.0988   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2436   -1.1821    0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -1.4942    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9740   -0.2733    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527   -0.3717    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -1.6924    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2685   -1.7007   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -0.6198    0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -0.8207    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3202    2.1764    0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6354    1.6450    1.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7828    2.8818    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3739   -0.0580   -0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513    1.1264   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278   -1.8135   -0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6401   -2.5982   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0264   -2.3972    0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    0.0720   -2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -1.2496   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1748    0.5321   -2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107    1.7058   -1.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121    1.5015    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    1.3957    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188    2.6641   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591    1.3369   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6782    2.7937    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1932    2.9832   -0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698    2.0724   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3449   -0.8701    1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8581   -2.0634    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4027   -2.0756    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7784   -2.1027   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -1.9269    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896   -2.4580    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245   -2.6938   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479   -1.4393   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945   -0.4676    2.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1468   -0.3393    2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0269   -1.9337    2.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  5  1  0
 23  9  1  0
 20 10  1  0
 19 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END


  Mrv1652309112119232D          

 24 27  0  0  0  0            999 V2000
   -0.1388   -3.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4191   -3.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -2.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676   -1.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -1.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -1.7960    0.0000 C   0  0  0  0  0  0  0  0  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  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 12 22  1  0  0  0  0
  9 23  1  0  0  0  0
  5 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256802

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O2/c1-4-20(24)22(3)12-10-19-18-7-5-14-13-15(23)6-8-16(14)17(18)9-11-21(19,22)2/h13,18-19H,4-12H2,1-3H3

> <INCHI_KEY>
QFFCYTLOTYIJMR-UHFFFAOYSA-N

> <FORMULA>
C22H30O2

> <MOLECULAR_WEIGHT>
326.48

> <EXACT_MASS>
326.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.84344070994077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14,15-dimethyl-14-propanoyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.655870123666668

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.912954267566974

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.004693302989036

> <JCHEM_PKA_STRONGEST_BASIC>
-4.720660540845314

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
97.94149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14,15-dimethyl-14-propanoyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256802
     RDKit          3D
Promegestone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -5.3750    1.9349    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941    0.8377   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4118    0.4385    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    1.0602    1.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -0.5924   -0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1617   -1.9757   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259   -0.2850   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066    0.6754   -1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911    0.6961    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.8692    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209    1.8309   -0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7820    2.2775   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5823    1.0323   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871    1.1158   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103   -0.0619   -0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8081   -0.0988   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2436   -1.1821    0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -1.4942    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9740   -0.2733    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527   -0.3717    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -1.6924    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2685   -1.7007   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -0.6198    0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -0.8207    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3202    2.1764    0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6354    1.6450    1.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7828    2.8818    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3739   -0.0580   -0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513    1.1264   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278   -1.8135   -0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6401   -2.5982   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0264   -2.3972    0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    0.0720   -2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -1.2496   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1748    0.5321   -2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107    1.7058   -1.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121    1.5015    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    1.3957    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188    2.6641   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591    1.3369   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6782    2.7937    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1932    2.9832   -0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698    2.0724   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3449   -0.8701    1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8581   -2.0634    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4027   -2.0756    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7784   -2.1027   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -1.9269    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896   -2.4580    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245   -2.6938   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479   -1.4393   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945   -0.4676    2.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1468   -0.3393    2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0269   -1.9337    2.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  5  1  0
 23  9  1  0
 20 10  1  0
 19 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.259  -7.243   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.782  -5.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.210  -4.618   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.313  -3.169   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.594  -3.453   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.838  -3.353   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    9   24                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   22                                                  
CONECT    9    8    5   10   23                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    8   12                                                  
CONECT   23    9                                                            
CONECT   24    5                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0256802
HETATM    1  C1  UNL     1      -5.375   1.935   0.606  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.694   0.838  -0.170  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.412   0.439   0.446  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.142   1.060   1.458  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.504  -0.592  -0.050  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.162  -1.976  -0.028  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.126  -0.285  -1.502  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.007   0.675  -1.359  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.591   0.696   0.086  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.877   0.869   0.296  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.421   1.831  -0.724  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.782   2.278  -0.185  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.582   1.032  -0.060  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.887   1.116  -0.237  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.710  -0.062  -0.127  1.00  0.00           C  
HETATM   16  O2  UNL     1       6.808  -0.099  -0.766  1.00  0.00           O  
HETATM   17  C15 UNL     1       5.244  -1.182   0.726  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.802  -1.494   0.368  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.974  -0.273   0.249  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.653  -0.372   0.424  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.036  -1.692   0.726  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.268  -1.701  -0.046  1.00  0.00           C  
HETATM   23  C21 UNL     1      -1.146  -0.620   0.567  1.00  0.00           C  
HETATM   24  C22 UNL     1      -1.087  -0.821   2.030  1.00  0.00           C  
HETATM   25  H1  UNL     1      -6.320   2.176   0.037  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.635   1.645   1.638  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.783   2.882   0.567  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.374  -0.058  -0.107  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.651   1.126  -1.210  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.228  -1.814  -0.244  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.640  -2.598  -0.759  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.026  -2.397   0.968  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.988   0.072  -2.083  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.832  -1.250  -2.011  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.175   0.532  -2.065  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.411   1.706  -1.582  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.112   1.502   0.654  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.010   1.396   1.291  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.719   2.664  -0.827  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.659   1.337  -1.702  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.678   2.794   0.789  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.193   2.983  -0.907  1.00  0.00           H  
HETATM   43  H19 UNL     1       5.370   2.072  -0.469  1.00  0.00           H  
HETATM   44  H20 UNL     1       5.345  -0.870   1.771  1.00  0.00           H  
HETATM   45  H21 UNL     1       5.858  -2.063   0.458  1.00  0.00           H  
HETATM   46  H22 UNL     1       3.403  -2.076   1.228  1.00  0.00           H  
HETATM   47  H23 UNL     1       3.778  -2.103  -0.541  1.00  0.00           H  
HETATM   48  H24 UNL     1       0.957  -1.927   1.778  1.00  0.00           H  
HETATM   49  H25 UNL     1       1.690  -2.458   0.211  1.00  0.00           H  
HETATM   50  H26 UNL     1      -0.725  -2.694  -0.006  1.00  0.00           H  
HETATM   51  H27 UNL     1       0.048  -1.439  -1.082  1.00  0.00           H  
HETATM   52  H28 UNL     1      -1.895  -0.468   2.649  1.00  0.00           H  
HETATM   53  H29 UNL     1      -0.147  -0.339   2.416  1.00  0.00           H  
HETATM   54  H30 UNL     1      -1.027  -1.934   2.224  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4    4    5
CONECT    5    6    7   23
CONECT    6   30   31   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   23   37
CONECT   10   11   20   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   14   19
CONECT   14   15   43
CONECT   15   16   16   17
CONECT   17   18   44   45
CONECT   18   19   46   47
CONECT   19   20   20
CONECT   20   21
CONECT   21   22   48   49
CONECT   22   23   50   51
CONECT   23   24
CONECT   24   52   53   54
END

HMDB0256802
     RDKit          3D
Promegestone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -5.3750    1.9349    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941    0.8377   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4118    0.4385    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    1.0602    1.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -0.5924   -0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1617   -1.9757   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259   -0.2850   -1.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066    0.6754   -1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911    0.6961    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.8692    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209    1.8309   -0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7820    2.2775   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5823    1.0323   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871    1.1158   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103   -0.0619   -0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8081   -0.0988   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2436   -1.1821    0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -1.4942    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9740   -0.2733    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527   -0.3717    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -1.6924    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2685   -1.7007   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459   -0.6198    0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -0.8207    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3202    2.1764    0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6354    1.6450    1.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7828    2.8818    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3739   -0.0580   -0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513    1.1264   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2278   -1.8135   -0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6401   -2.5982   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0264   -2.3972    0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    0.0720   -2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -1.2496   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1748    0.5321   -2.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107    1.7058   -1.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121    1.5015    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    1.3957    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188    2.6641   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591    1.3369   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6782    2.7937    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1932    2.9832   -0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3698    2.0724   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3449   -0.8701    1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8581   -2.0634    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4027   -2.0756    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7784   -2.1027   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -1.9269    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896   -2.4580    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245   -2.6938   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479   -1.4393   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945   -0.4676    2.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1468   -0.3393    2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0269   -1.9337    2.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  5  1  0
 23  9  1  0
 20 10  1  0
 19 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₂

Average Molecular Weight

326.48

Monoisotopic Molecular Weight

326.224580206

IUPAC Name

14,15-dimethyl-14-propanoyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one

Traditional Name

14,15-dimethyl-14-propanoyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one

CAS Registry Number

Not Available

SMILES

CCC(=O)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC12C

InChI Identifier

InChI=1S/C22H30O2/c1-4-20(24)22(3)12-10-19-18-7-5-14-13-15(23)6-8-16(14)17(18)9-11-21(19,22)2/h13,18-19H,4-12H2,1-3H3

InChI Key

QFFCYTLOTYIJMR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

20-oxosteroids

Alternative Parents

Substituents

20-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.44	ALOGPS
logP	4.66	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	19	ChemAxon
pKa (Strongest Basic)	-4.7	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	2	ChemAxon
Refractivity	97.94 m³·mol⁻¹	ChemAxon
Polarizability	38.84 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
DeepCCS	[M-2H]-	211.701	30932474
DeepCCS	[M+Na]+	186.928	30932474
AllCCS	[M+H]+	184.7	32859911
AllCCS	[M+H-H2O]+	181.8	32859911
AllCCS	[M+NH4]+	187.3	32859911
AllCCS	[M+Na]+	188.1	32859911
AllCCS	[M-H]-	190.5	32859911
AllCCS	[M+Na-2H]-	190.9	32859911
AllCCS	[M+HCOO]-	191.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Promegestone	CCC(=O)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC12C	3862.8	Standard polar	33892256
Promegestone	CCC(=O)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC12C	2802.2	Standard non polar	33892256
Promegestone	CCC(=O)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC12C	3028.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Promegestone,1TMS,isomer #1	CC=C(O[Si](C)(C)C)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC21C	2900.3	Semi standard non polar	33892256
Promegestone,1TMS,isomer #1	CC=C(O[Si](C)(C)C)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC21C	2916.0	Standard non polar	33892256
Promegestone,1TMS,isomer #1	CC=C(O[Si](C)(C)C)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC21C	3174.7	Standard polar	33892256
Promegestone,1TMS,isomer #2	CCC(=O)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C)=CCC4=C3CCC21C	2954.6	Semi standard non polar	33892256
Promegestone,1TMS,isomer #2	CCC(=O)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C)=CCC4=C3CCC21C	2918.9	Standard non polar	33892256
Promegestone,1TMS,isomer #2	CCC(=O)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C)=CCC4=C3CCC21C	3177.0	Standard polar	33892256
Promegestone,2TMS,isomer #1	CC=C(O[Si](C)(C)C)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C)=CCC4=C3CCC21C	2938.4	Semi standard non polar	33892256
Promegestone,2TMS,isomer #1	CC=C(O[Si](C)(C)C)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C)=CCC4=C3CCC21C	3019.7	Standard non polar	33892256
Promegestone,2TMS,isomer #1	CC=C(O[Si](C)(C)C)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C)=CCC4=C3CCC21C	3217.7	Standard polar	33892256
Promegestone,1TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC21C	3142.4	Semi standard non polar	33892256
Promegestone,1TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC21C	3197.6	Standard non polar	33892256
Promegestone,1TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1(C)CCC2C3CCC4=CC(=O)CCC4=C3CCC21C	3318.5	Standard polar	33892256
Promegestone,1TBDMS,isomer #2	CCC(=O)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3CCC21C	3186.8	Semi standard non polar	33892256
Promegestone,1TBDMS,isomer #2	CCC(=O)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3CCC21C	3179.2	Standard non polar	33892256
Promegestone,1TBDMS,isomer #2	CCC(=O)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3CCC21C	3307.1	Standard polar	33892256
Promegestone,2TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3CCC21C	3412.0	Semi standard non polar	33892256
Promegestone,2TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3CCC21C	3533.7	Standard non polar	33892256
Promegestone,2TBDMS,isomer #1	CC=C(O[Si](C)(C)C(C)(C)C)C1(C)CCC2C3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CCC4=C3CCC21C	3435.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Promegestone GC-MS (Non-derivatized) - 70eV, Positive	splash10-07dk-2391000000-40eb4dfafd7892528271	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Promegestone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10442862

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23276343

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Promegestone (HMDB0256802)

MOL for HMDB0256802 (Promegestone)

3D MOL for HMDB0256802 (Promegestone)

3D SDF for HMDB0256802 (Promegestone)

3D-SDF for HMDB0256802 (Promegestone)

PDB for HMDB0256802 (Promegestone)

3D PDB for HMDB0256802 (Promegestone)

SMILES for HMDB0256802 (Promegestone)

INCHI for HMDB0256802 (Promegestone)

Structure for HMDB0256802 (Promegestone)

3D Structure for HMDB0256802 (Promegestone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra