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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-10-30 10:32:48 UTC

Update Date

2022-03-07 03:17:34 UTC

HMDB ID

HMDB0059652

Secondary Accession Numbers

HMDB59652

Metabolite Identification

Common Name

5-alpha-Pregnan-3,20-dione

Description

5-alpha-Pregnan-3,20-dione 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. 5-alpha-Pregnan-3,20-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

  Mrv0541 06301311542D          

 26 29  0  0  0  0            999 V2000
    6.2827    2.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    0.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5286    2.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638   -1.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7719   -0.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305    0.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2559    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0261    1.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099    0.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    1.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6351   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4785    2.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3432   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -0.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7593    0.1228    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2355    1.6380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4675    0.5461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0387    0.5243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3306    0.1010    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4549    1.3711    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9172    3.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -1.1690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2993   -0.5010    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8404   -0.1897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4988    1.1482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17 13  1  1  0  0  0
 18  7  1  0  0  0  0
 18 16  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  1  0  0  0  0
 20  2  1  1  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21  3  1  1  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 13  2  0  0  0  0
 23 15  2  0  0  0  0
 16 24  1  1  0  0  0
 18 25  1  6  0  0  0
 19 26  1  6  0  0  0
M  END

HMDB0059652
     RDKit          3D
5-alpha-Pregnan-3,20-dione
 55 58  0  0  0  0  0  0  0  0999 V2000
    4.8002    1.6407    0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5696    0.3590    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4311   -0.4969    0.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544    0.1118   -0.6517 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4498   -1.2791   -1.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0915   -1.9463   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.7869   -0.7289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0634   -0.9645   -0.0793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9578   -1.9990   -0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -2.0670    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -0.8687    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -0.9057    1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7238    0.4155    1.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6392    0.5905    1.8868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    1.5869    0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0845    1.1829   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0796    0.4399    0.4079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9288    1.3499    1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    0.3731   -0.3369 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1007    1.5483   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    1.3393    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040    0.0610    0.1918 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4470   -0.6454    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732    2.5248    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5832    1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.7816    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2679    0.8908   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -1.2049   -2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -1.8869   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485   -2.7053   -0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544   -2.4753   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -0.1916   -1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0362   -1.0603    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -1.6719   -1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720   -2.9934   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1466   -2.9646    0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399   -2.3596   -0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2086   -1.0298    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4074   -1.5021    1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5636   -1.4704    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    2.4734    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0951    1.8347   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5679    2.1215   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063    0.6231   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    1.2232    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7075    1.0230    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1940    2.3993    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547    0.2837   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    2.0749   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    2.3471    0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1074    2.1876    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    1.5000    1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.0404    2.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282   -0.8656    1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405   -1.5699    1.6378 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  1  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
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  6
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
M  END

  Mrv0541 06301311542D          

 26 29  0  0  0  0            999 V2000
    6.2827    2.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    0.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5286    2.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638   -1.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7719   -0.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305    0.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2559    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0261    1.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099    0.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342    1.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6351   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4785    2.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3432   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -0.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7593    0.1228    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2355    1.6380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4675    0.5461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0387    0.5243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3306    0.1010    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4549    1.3711    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9172    3.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -1.1690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2993   -0.5010    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8404   -0.1897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4988    1.1482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17 13  1  1  0  0  0
 18  7  1  0  0  0  0
 18 16  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  1  0  0  0  0
 20  2  1  1  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21  3  1  1  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 13  2  0  0  0  0
 23 15  2  0  0  0  0
 16 24  1  1  0  0  0
 18 25  1  6  0  0  0
 19 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0059652

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O2/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/h14,16-19H,4-12H2,1-3H3/t14?,16-,17+,18-,19-,20-,21+/m0/s1

> <INCHI_KEY>
XMRPGKVKISIQBV-CVHNGYJVSA-N

> <FORMULA>
C21H32O2

> <MOLECULAR_WEIGHT>
316.4776

> <EXACT_MASS>
316.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.838218622093116

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.194438735666669

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.343395658319462

> <JCHEM_PKA_STRONGEST_BASIC>
-7.053949180108259

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
91.87859999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pregnane-3,20-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0059652
     RDKit          3D
5-alpha-Pregnan-3,20-dione
 55 58  0  0  0  0  0  0  0  0999 V2000
    4.8002    1.6407    0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5696    0.3590    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4311   -0.4969    0.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544    0.1118   -0.6517 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4498   -1.2791   -1.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0915   -1.9463   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.7869   -0.7289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0634   -0.9645   -0.0793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9578   -1.9990   -0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -2.0670    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -0.8687    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -0.9057    1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7238    0.4155    1.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6392    0.5905    1.8868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    1.5869    0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0845    1.1829   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0796    0.4399    0.4079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9288    1.3499    1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    0.3731   -0.3369 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1007    1.5483   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    1.3393    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040    0.0610    0.1918 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4470   -0.6454    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732    2.5248    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5832    1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.7816    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2679    0.8908   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -1.2049   -2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -1.8869   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485   -2.7053   -0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544   -2.4753   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -0.1916   -1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0362   -1.0603    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -1.6719   -1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720   -2.9934   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1466   -2.9646    0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399   -2.3596   -0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2086   -1.0298    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4074   -1.5021    1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5636   -1.4704    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    2.4734    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0951    1.8347   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5679    2.1215   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063    0.6231   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    1.2232    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7075    1.0230    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1940    2.3993    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547    0.2837   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    2.0749   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    2.3471    0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1074    2.1876    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    1.5000    1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.0404    2.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282   -0.8656    1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405   -1.5699    1.6378 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  1  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
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  6
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      11.728   4.872   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   1.618   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.453   4.093   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.719  -2.101   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.041  -1.311   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.697   1.826   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.811   0.566   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.684   0.148   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.649   2.519   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.005   0.938   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.971   3.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.052  -2.141   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.227   4.529   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.374  -1.351   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.707  -1.392   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.017   0.229   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.773   3.058   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.339   1.019   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.672   0.979   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.350   0.189   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.316   2.559   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.179   5.658   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.385  -2.182   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       8.025  -0.935   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       9.035  -0.354   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.664   2.143   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    5   14                                                       
CONECT    5    4   16                                                       
CONECT    6    7   17                                                       
CONECT    7    6   18                                                       
CONECT    8   10   15                                                       
CONECT    9   11   19                                                       
CONECT   10    8   20                                                       
CONECT   11    9   21                                                       
CONECT   12   14   15                                                       
CONECT   13    1   17   22                                                  
CONECT   14    4   12   20                                                  
CONECT   15    8   12   23                                                  
CONECT   16    5   18   19   24                                             
CONECT   17    6   13   21                                                  
CONECT   18    7   16   21   25                                             
CONECT   19    9   16   20   26                                             
CONECT   20    2   10   14   19                                             
CONECT   21    3   11   17   18                                             
CONECT   22   13                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0059652
HETATM    1  C1  UNL     1       4.800   1.641   0.891  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.570   0.359   0.164  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.431  -0.497   0.264  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.354   0.112  -0.652  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.450  -1.279  -1.244  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.091  -1.946  -0.979  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.238  -0.787  -0.729  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.063  -0.965  -0.079  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.958  -1.999  -0.669  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.224  -2.067   0.097  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.594  -0.869   0.884  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.114  -0.906   1.033  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.724   0.415   1.104  1.00  0.00           C  
HETATM   14  O2  UNL     1      -5.639   0.591   1.887  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.312   1.587   0.284  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.085   1.183  -0.487  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.080   0.440   0.408  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.929   1.350   1.633  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.786   0.373  -0.337  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.101   1.548  -0.202  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.429   1.339   0.419  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.104   0.061   0.192  1.00  0.00           C  
HETATM   23  C21 UNL     1       2.447  -0.645   1.467  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.473   2.525   0.305  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.289   1.583   1.871  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.883   1.782   1.072  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.268   0.891  -1.453  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.565  -1.205  -2.353  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.239  -1.887  -0.797  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.148  -2.705  -0.206  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.754  -2.475  -1.918  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.150  -0.192  -1.677  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.036  -1.060   1.024  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.202  -1.672  -1.717  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.472  -2.993  -0.739  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.147  -2.965   0.782  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.040  -2.360  -0.620  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.209  -1.030   1.936  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.407  -1.502   1.920  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.564  -1.470   0.162  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.167   2.473   0.899  1.00  0.00           H  
HETATM   42  H19 UNL     1      -5.095   1.835  -0.467  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.568   2.121  -0.790  1.00  0.00           H  
HETATM   44  H21 UNL     1      -3.306   0.623  -1.400  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.969   1.223   2.132  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.707   1.023   2.385  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.194   2.399   1.403  1.00  0.00           H  
HETATM   48  H25 UNL     1      -1.055   0.284  -1.435  1.00  0.00           H  
HETATM   49  H26 UNL     1       0.275   2.075  -1.190  1.00  0.00           H  
HETATM   50  H27 UNL     1      -0.422   2.347   0.405  1.00  0.00           H  
HETATM   51  H28 UNL     1       2.107   2.188   0.105  1.00  0.00           H  
HETATM   52  H29 UNL     1       1.335   1.500   1.535  1.00  0.00           H  
HETATM   53  H30 UNL     1       2.193   0.040   2.302  1.00  0.00           H  
HETATM   54  H31 UNL     1       3.528  -0.866   1.571  1.00  0.00           H  
HETATM   55  H32 UNL     1       1.841  -1.570   1.638  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   17   38
CONECT   12   13   39   40
CONECT   13   14   14   15
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18   19
CONECT   18   45   46   47
CONECT   19   20   48
CONECT   20   21   49   50
CONECT   21   22   51   52
CONECT   22   23
CONECT   23   53   54   55
END

HMDB0059652
     RDKit          3D
5-alpha-Pregnan-3,20-dione
 55 58  0  0  0  0  0  0  0  0999 V2000
    4.8002    1.6407    0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5696    0.3590    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4311   -0.4969    0.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544    0.1118   -0.6517 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4498   -1.2791   -1.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0915   -1.9463   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.7869   -0.7289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0634   -0.9645   -0.0793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9578   -1.9990   -0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -2.0670    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937   -0.8687    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -0.9057    1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7238    0.4155    1.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6392    0.5905    1.8868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    1.5869    0.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0845    1.1829   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0796    0.4399    0.4079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9288    1.3499    1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857    0.3731   -0.3369 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1007    1.5483   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    1.3393    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040    0.0610    0.1918 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4470   -0.6454    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4732    2.5248    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5832    1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.7816    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2679    0.8908   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -1.2049   -2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393   -1.8869   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485   -2.7053   -0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544   -2.4753   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -0.1916   -1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0362   -1.0603    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -1.6719   -1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4720   -2.9934   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1466   -2.9646    0.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0399   -2.3596   -0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2086   -1.0298    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4074   -1.5021    1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5636   -1.4704    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    2.4734    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0951    1.8347   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5679    2.1215   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063    0.6231   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692    1.2232    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7075    1.0230    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1940    2.3993    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547    0.2837   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    2.0749   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    2.3471    0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1074    2.1876    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    1.5000    1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1932    0.0404    2.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282   -0.8656    1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405   -1.5699    1.6378 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  1  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
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  6
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-a-Pregnan-3,20-dione	Generator
5-Α-pregnan-3,20-dione	Generator

Chemical Formula

C₂₁H₃₂O₂

Average Molecular Weight

316.4776

Monoisotopic Molecular Weight

316.240230268

IUPAC Name

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

Traditional Name

pregnane-3,20-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C21H32O2/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/h14,16-19H,4-12H2,1-3H3/t14?,16-,17+,18-,19-,20-,21+/m0/s1

InChI Key

XMRPGKVKISIQBV-CVHNGYJVSA-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
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

Cellular substructure

Membrane (HMDB: HMDB0059652)

Source

Exogenous

Exogenous (HMDB: HMDB0059652)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	4.06	ALOGPS
logP	4.19	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	19.34	ChemAxon
pKa (Strongest Basic)	-7.1	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	91.88 m³·mol⁻¹	ChemAxon
Polarizability	37.84 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
DarkChem	[M+H]+	178.005	31661259
DarkChem	[M-H]-	173.126	31661259
DeepCCS	[M-2H]-	213.899	30932474
DeepCCS	[M+Na]+	188.74	30932474
AllCCS	[M+H]+	181.3	32859911
AllCCS	[M+H-H2O]+	178.4	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.7	32859911
AllCCS	[M-H]-	187.3	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	188.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-alpha-Pregnan-3,20-dione	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C	2759.7	Standard polar	33892256
5-alpha-Pregnan-3,20-dione	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C	2629.5	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2CC(=O)CC[C@]12C	2854.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-alpha-Pregnan-3,20-dione,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2794.0	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2737.5	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3093.0	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2795.6	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2644.7	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3113.1	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #3	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2811.0	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #3	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2683.0	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #3	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3108.7	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2783.3	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2742.2	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3198.7	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2825.9	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2757.6	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3140.2	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2830.6	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2776.8	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3137.0	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2803.6	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2749.0	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3233.5	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2817.4	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2768.1	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3229.0	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3035.8	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2994.4	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3249.8	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3031.9	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	2851.0	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3257.6	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #3	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3036.6	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #3	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2899.6	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #3	CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3253.9	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3037.7	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3011.6	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3338.3	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3309.1	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3135.0	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3373.1	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3305.1	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3205.6	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3373.3	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3310.1	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3123.6	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@]12C	3438.6	Standard polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3322.2	Semi standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3196.3	Standard non polar	33892256
5-alpha-Pregnan-3,20-dione,2TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CCC4C=C(O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3437.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-alpha-Pregnan-3,20-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fkj-0391000000-1964b2faffc1ae5ab9b4	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-alpha-Pregnan-3,20-dione 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 10V, Positive-QTOF	splash10-014i-0159000000-fdffc096796499edd3d4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 20V, Positive-QTOF	splash10-05p2-0492000000-3f8a5badfddf1ced4edf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 40V, Positive-QTOF	splash10-052f-2590000000-932901e825351ef60bc4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 10V, Negative-QTOF	splash10-014i-0019000000-8848319d0e10bc22bc8c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 20V, Negative-QTOF	splash10-014i-0039000000-04efc7afcedbf957d0ee	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 40V, Negative-QTOF	splash10-006t-1090000000-259e4f493b06ea76a0d6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 10V, Negative-QTOF	splash10-014i-0009000000-be6e06313d0abca8e664	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 20V, Negative-QTOF	splash10-014i-0049000000-e44dad0db5aa758e4dd5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 40V, Negative-QTOF	splash10-00ls-0091000000-f15b1c3e520b40f7172b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 10V, Positive-QTOF	splash10-014j-0069000000-c9fab448f80ee78066da	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 20V, Positive-QTOF	splash10-0002-0491000000-c1e83a8609698882ba42	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-alpha-Pregnan-3,20-dione 40V, Positive-QTOF	splash10-0f6x-3920000000-1083c653754015836eb2	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pregnanedione

METLIN ID

Not Available

PubChem Compound

123867

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

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.

Showing metabocard for 5-alpha-Pregnan-3,20-dione (HMDB0059652)

MOL for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

3D MOL for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

3D SDF for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

3D-SDF for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

PDB for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

3D PDB for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

SMILES for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

INCHI for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

Structure for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

3D Structure for HMDB0059652 (5-alpha-Pregnan-3,20-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra