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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 06:17:21 UTC

Update Date

2022-03-07 03:17:59 UTC

HMDB ID

HMDB0062782

Secondary Accession Numbers

HMDB62782

Metabolite Identification

Common Name

Pregnanolone

Description

Pregnanolone, also known as eltanolone or 3alpha-hydroxy-5beta-pregnan-20-one, belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogens, and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. Pregnanolone is considered to be practically insoluble (in water) and basic. Pregnanolone is an endogenous inhibitory neurosteroid that is produced in the body from progesterone. It is closely related to allopregnanolone, which has similar properties (Wikipedia ).

Structure

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


  Mrv1652311181917332D          

 28 31  0  0  0  0            999 V2000
10000.696110000.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.834910001.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8349 9999.1494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5576 9998.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6961 9997.9027    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10002.121210000.3838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.4097 9999.1494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9842 9999.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2697 9999.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2697 9998.7307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9842 9998.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6954 9999.5558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.6954 9998.7307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.4099 9998.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1244 9998.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.122510001.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.408010000.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4080 9999.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.1225 9999.5642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.837010000.8016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.8370 9999.9767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.6216 9999.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.106510000.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.621610001.0567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.621610001.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.335210002.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.905910002.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.335210001.4671    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10  4  1  6  0  0  0
 11 13  1  0  0  0  0
 13  5  1  1  0  0  0
  8 12  1  0  0  0  0
 12  1  1  1  0  0  0
 18 12  1  0  0  0  0
 18  7  1  6  0  0  0
 15 19  1  0  0  0  0
 19  6  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 24 20  1  0  0  0  0
 24 23  1  0  0  0  0
 19 21  1  0  0  0  0
 21  3  1  6  0  0  0
 16 20  1  0  0  0  0
 20  2  1  1  0  0  0
M  END

HMDB0062782
     RDKit          3D
Pregnanolone
 57 60  0  0  0  0  0  0  0  0999 V2000
   -5.9040    0.8679   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    0.3099   -1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851   -0.3754   -2.0298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4891    0.5943   -0.0956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7585    0.1276    1.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051   -0.2258    1.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585    0.2480    0.8887 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1075   -0.3296    0.8770 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5402   -0.0319    2.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9514    0.4201    2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -0.4051    0.9752 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1076    0.0009    1.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -0.2839   -0.1951 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1773    0.1426   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2291    0.6754   -1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825    0.4352   -1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554   -0.2999   -0.3522 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7423   -1.7002   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    0.3800   -0.1947 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0036    0.5465   -1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593    0.4465   -1.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -0.1176   -0.3948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4701   -1.5780   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2315    0.7914    0.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8589    1.9602   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6591    0.4362   -1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2759    1.6782   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327    0.9853    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4682   -0.7053    1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2795    0.3731    2.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3201   -1.3095    2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786    1.3541    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.4137    0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0131    0.7559    2.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974   -0.9403    2.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916    1.4913    1.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.1543    3.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226   -1.4619    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671   -0.4378    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1191    1.1243    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009   -1.3299   -0.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2733    1.1127   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8022    0.6477   -2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914    1.6941   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.4454   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6902   -0.0970   -2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1177   -2.4796   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960   -1.8613   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306   -1.9072   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372    1.3912    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015    1.5561   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -0.1708   -2.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    1.4449   -1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489   -0.1782   -2.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7441   -2.2358   -0.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4650   -1.8234   -0.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -1.8923   -1.5496 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  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 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  6
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  1
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
M  END


  Mrv1652311181917332D          

 28 31  0  0  0  0            999 V2000
10000.696110000.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.834910001.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8349 9999.1494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5576 9998.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6961 9997.9027    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10002.121210000.3838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.4097 9999.1494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9842 9999.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2697 9999.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2697 9998.7307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.9842 9998.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6954 9999.5558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.6954 9998.7307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.4099 9998.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1244 9998.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.122510001.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.408010000.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4080 9999.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.1225 9999.5642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.837010000.8016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.8370 9999.9767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.6216 9999.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.106510000.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.621610001.0567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.621610001.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.335210002.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.905910002.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.335210001.4671    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10  4  1  6  0  0  0
 11 13  1  0  0  0  0
 13  5  1  1  0  0  0
  8 12  1  0  0  0  0
 12  1  1  1  0  0  0
 18 12  1  0  0  0  0
 18  7  1  6  0  0  0
 15 19  1  0  0  0  0
 19  6  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 24 20  1  0  0  0  0
 24 23  1  0  0  0  0
 19 21  1  0  0  0  0
 21  3  1  6  0  0  0
 16 20  1  0  0  0  0
 20  2  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0062782

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O2/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/h14-19,23H,4-12H2,1-3H3/t14-,15-,16+,17-,18+,19+,20+,21-/m1/s1

> <INCHI_KEY>
AURFZBICLPNKBZ-YZRLXODZSA-N

> <FORMULA>
C21H34O2

> <MOLECULAR_WEIGHT>
318.501

> <EXACT_MASS>
318.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
38.36803605050541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(1S,2S,5R,7R,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethan-1-one

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
3.9869379340000006

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.403041090785273

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296396321121705

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569558150513044

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
92.90669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1S,2S,5R,7R,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethanone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0062782
     RDKit          3D
Pregnanolone
 57 60  0  0  0  0  0  0  0  0999 V2000
   -5.9040    0.8679   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    0.3099   -1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851   -0.3754   -2.0298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4891    0.5943   -0.0956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7585    0.1276    1.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051   -0.2258    1.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585    0.2480    0.8887 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1075   -0.3296    0.8770 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5402   -0.0319    2.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9514    0.4201    2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -0.4051    0.9752 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1076    0.0009    1.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -0.2839   -0.1951 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1773    0.1426   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2291    0.6754   -1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825    0.4352   -1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554   -0.2999   -0.3522 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7423   -1.7002   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    0.3800   -0.1947 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0036    0.5465   -1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593    0.4465   -1.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -0.1176   -0.3948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4701   -1.5780   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2315    0.7914    0.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8589    1.9602   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6591    0.4362   -1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2759    1.6782   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327    0.9853    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4682   -0.7053    1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2795    0.3731    2.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3201   -1.3095    2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786    1.3541    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.4137    0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0131    0.7559    2.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974   -0.9403    2.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916    1.4913    1.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.1543    3.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226   -1.4619    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671   -0.4378    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1191    1.1243    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009   -1.3299   -0.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2733    1.1127   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8022    0.6477   -2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914    1.6941   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.4454   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6902   -0.0970   -2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1177   -2.4796   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960   -1.8613   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306   -1.9072   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372    1.3912    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015    1.5561   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -0.1708   -2.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    1.4449   -1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489   -0.1782   -2.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7441   -2.2358   -0.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4650   -1.8234   -0.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -1.8923   -1.5496 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  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 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  6
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  1
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
M  END

HEADER    PROTEIN                                 18-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-NOV-19         0                                  
HETATM    1  C   UNK     0    8667.9668667.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8671.9588669.713   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0    8671.9588665.079   0.000  0.00  0.00           H+0
HETATM    4  O   UNK     0    8663.9748663.524   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8667.9668662.752   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8670.6268667.383   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8669.2988665.079   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8666.6378666.607   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.3038665.837   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3038664.297   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8666.6378663.527   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.9658665.837   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.9658664.297   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8669.2988663.527   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8670.6328664.297   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8670.6298668.933   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8669.2958668.163   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8669.2958666.623   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8670.6298665.853   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8671.9628668.163   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8671.9628666.623   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8673.4278666.147   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8674.3328667.393   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8673.4278668.639   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8673.4278670.179   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8674.7598670.945   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8672.0918670.945   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0    8674.7598669.405   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   10                                                            
CONECT    5   13                                                            
CONECT    6   19                                                            
CONECT    7   18                                                            
CONECT    8    9   12                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11    4                                                  
CONECT   11   10   13                                                       
CONECT   12   13    8    1   18                                             
CONECT   13   12   14   11    5                                             
CONECT   14   13   15                                                       
CONECT   15   14   19                                                       
CONECT   16   17   20                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   12    7                                             
CONECT   19   18   15    6   21                                             
CONECT   20   21   24   16    2                                             
CONECT   21   20   22   19    3                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   25   28   20   23                                             
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0062782
HETATM    1  C1  UNL     1      -5.904   0.868  -0.822  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.545   0.310  -1.041  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.385  -0.375  -2.030  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.489   0.594  -0.096  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.758   0.128   1.316  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.405  -0.226   1.919  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.458   0.248   0.889  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.108  -0.330   0.877  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.540  -0.032   2.235  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.951   0.420   2.055  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.672  -0.405   0.975  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.108   0.001   1.085  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.862  -0.284  -0.195  1.00  0.00           C  
HETATM   14  O2  UNL     1       6.177   0.143  -0.013  1.00  0.00           O  
HETATM   15  C13 UNL     1       4.229   0.675  -1.194  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.783   0.435  -1.409  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.055  -0.300  -0.352  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.742  -1.700  -0.860  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.681   0.380  -0.195  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.004   0.547  -1.489  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.459   0.446  -1.564  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.175  -0.118  -0.395  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.470  -1.578  -0.488  1.00  0.00           C  
HETATM   24  H1  UNL     1      -6.231   0.791   0.224  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.859   1.960  -1.087  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.659   0.436  -1.516  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.276   1.678  -0.073  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.233   0.985   1.850  1.00  0.00           H  
HETATM   29  H6  UNL     1      -4.468  -0.705   1.369  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.279   0.373   2.853  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.320  -1.309   2.127  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.379   1.354   0.928  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.037  -1.414   0.747  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.013   0.756   2.781  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.497  -0.940   2.892  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.092   1.491   1.920  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.500   0.154   3.007  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.623  -1.462   1.378  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.567  -0.438   1.972  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.119   1.124   1.204  1.00  0.00           H  
HETATM   41  H18 UNL     1       4.801  -1.330  -0.507  1.00  0.00           H  
HETATM   42  H19 UNL     1       6.273   1.113  -0.220  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.802   0.648  -2.143  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.391   1.694  -0.774  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.319   1.445  -1.620  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.690  -0.097  -2.404  1.00  0.00           H  
HETATM   47  H24 UNL     1       2.118  -2.480  -0.139  1.00  0.00           H  
HETATM   48  H25 UNL     1       0.696  -1.861  -1.101  1.00  0.00           H  
HETATM   49  H26 UNL     1       2.331  -1.907  -1.801  1.00  0.00           H  
HETATM   50  H27 UNL     1       0.937   1.391   0.243  1.00  0.00           H  
HETATM   51  H28 UNL     1       0.302   1.556  -1.910  1.00  0.00           H  
HETATM   52  H29 UNL     1       0.489  -0.171  -2.218  1.00  0.00           H  
HETATM   53  H30 UNL     1      -1.946   1.445  -1.785  1.00  0.00           H  
HETATM   54  H31 UNL     1      -1.749  -0.178  -2.457  1.00  0.00           H  
HETATM   55  H32 UNL     1      -1.744  -2.236  -0.003  1.00  0.00           H  
HETATM   56  H33 UNL     1      -3.465  -1.823  -0.044  1.00  0.00           H  
HETATM   57  H34 UNL     1      -2.534  -1.892  -1.550  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   15   41
CONECT   14   42
CONECT   15   16   43   44
CONECT   16   17   45   46
CONECT   17   18   19
CONECT   18   47   48   49
CONECT   19   20   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23
CONECT   23   55   56   57
END

HMDB0062782
     RDKit          3D
Pregnanolone
 57 60  0  0  0  0  0  0  0  0999 V2000
   -5.9040    0.8679   -0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    0.3099   -1.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851   -0.3754   -2.0298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4891    0.5943   -0.0956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7585    0.1276    1.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051   -0.2258    1.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585    0.2480    0.8887 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1075   -0.3296    0.8770 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5402   -0.0319    2.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9514    0.4201    2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -0.4051    0.9752 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1076    0.0009    1.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8625   -0.2839   -0.1951 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1773    0.1426   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2291    0.6754   -1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825    0.4352   -1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554   -0.2999   -0.3522 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7423   -1.7002   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    0.3800   -0.1947 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0036    0.5465   -1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593    0.4465   -1.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -0.1176   -0.3948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4701   -1.5780   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2315    0.7914    0.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8589    1.9602   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6591    0.4362   -1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2759    1.6782   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327    0.9853    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4682   -0.7053    1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2795    0.3731    2.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3201   -1.3095    2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786    1.3541    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.4137    0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0131    0.7559    2.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974   -0.9403    2.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916    1.4913    1.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.1543    3.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226   -1.4619    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671   -0.4378    1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1191    1.1243    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009   -1.3299   -0.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2733    1.1127   -0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8022    0.6477   -2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914    1.6941   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186    1.4454   -1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6902   -0.0970   -2.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1177   -2.4796   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960   -1.8613   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306   -1.9072   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372    1.3912    0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015    1.5561   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -0.1708   -2.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    1.4449   -1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489   -0.1782   -2.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7441   -2.2358   -0.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4650   -1.8234   -0.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -1.8923   -1.5496 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  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 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  6
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  1
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3alpha,5beta)-3-Hydroxypregnan-20-one	ChEBI
3alpha-Hydroxy-5beta-pregnane-20-one	ChEBI
Eltanolona	ChEBI
Eltanolonum	ChEBI
Pregnan-3alpha-ol-20-one	ChEBI
Pregnanolone	ChEBI
(3a,5b)-3-Hydroxypregnan-20-one	Generator
(3Α,5β)-3-hydroxypregnan-20-one	Generator
3a-Hydroxy-5b-pregnane-20-one	Generator
3Α-hydroxy-5β-pregnane-20-one	Generator
Pregnan-3a-ol-20-one	Generator
Pregnan-3α-ol-20-one	Generator
Pregnanolone, (3alpha, 5beta, 17-alpha)-isomer	MeSH
alpha-Hydroxy-5 alpha-pregnan-20-one, 3	MeSH
3 alpha Hydroxy 5 beta pregnan 20 one	MeSH
3-Hydroxypregnan-20-one	MeSH
3 alpha, 5 beta-Tetrahydroprogesterone	MeSH
Pregnanolone, (3alpha)-isomer	MeSH
3 alpha, 5 beta Tetrahydroprogesterone	MeSH
3 Hydroxypregnan 20 one	MeSH
3 alpha-Hydroxy-5 beta-pregnan-20-one	MeSH
Pregnanolone, (3alpha,5beta)-isomer	MeSH
beta-Pregnan-20-one, 3 alpha-hydroxy-5	MeSH
Eltanolone	ChEBI
3a-Hydroxy-5b-pregnan-20-one	Generator
3Α-hydroxy-5β-pregnan-20-one	Generator
3-Deoxo-3alpha-hydroxy-5beta-dihydroprogesterone	HMDB
3-Deoxo-3α-hydroxy-5β-dihydroprogesterone	HMDB
3alpha,5beta-Pregnanolone	HMDB
3alpha,5beta-Tetrahydroprogesterone	HMDB
3alpha-Hydroxy-20-oxo-5beta-pregnane	HMDB
3alpha-Hydroxy-5beta,17beta-pregnan-20-one	HMDB
3alpha-Hydroxy-5beta-pregnan-20-one	HMDB
3alpha-Hydroxy-5beta-tetrahydroprogesterone	HMDB
3α,5β-Pregnanolone	HMDB
3α,5β-Tetrahydroprogesterone	HMDB
3α-Hydroxy-20-oxo-5β-pregnane	HMDB
3α-Hydroxy-5β,17β-pregnan-20-one	HMDB
3α-Hydroxy-5β-tetrahydroprogesterone	HMDB
5beta-Pregnan-3alpha-ol-20-one	HMDB
5beta-Pregnane-3alpha-ol-20-one	HMDB
5β-Pregnan-3α-ol-20-one	HMDB
5β-Pregnane-3α-ol-20-one	HMDB

Chemical Formula

C₂₁H₃₄O₂

Average Molecular Weight

318.501

Monoisotopic Molecular Weight

318.255880335

IUPAC Name

1-[(1S,2S,5R,7R,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethan-1-one

Traditional Name

1-[(1S,2S,5R,7R,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]ethanone

CAS Registry Number

128-20-1

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(C)=O

InChI Identifier

InChI=1S/C21H34O2/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/h14-19,23H,4-12H2,1-3H3/t14-,15-,16+,17-,18+,19+,20+,21-/m1/s1

InChI Key

AURFZBICLPNKBZ-YZRLXODZSA-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
3-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
Oxosteroid
Cyclic alcohol
Ketone
Secondary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3alpha-hydroxy steroid (CHEBI:1712 )
3-hydroxy-5beta-pregnan-20-one (CHEBI:1712 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030175 )

Ontology

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	0.0014 g/l	ALOGPS
LogP	4.28	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.28	ALOGPS
logP	3.99	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.91 m³·mol⁻¹	ChemAxon
Polarizability	38.37 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]+	174.585	31661259
DarkChem	[M-H]-	171.542	31661259
DeepCCS	[M-2H]-	207.598	30932474
DeepCCS	[M+Na]+	181.924	30932474
AllCCS	[M+H]+	183.4	32859911
AllCCS	[M+H-H2O]+	180.5	32859911
AllCCS	[M+NH4]+	186.0	32859911
AllCCS	[M+Na]+	186.8	32859911
AllCCS	[M-H]-	187.2	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	188.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pregnanolone	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(C)=O	2222.5	Standard polar	33892256
Pregnanolone	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(C)=O	2649.9	Standard non polar	33892256
Pregnanolone	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(C)=O	2869.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pregnanolone,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2738.7	Semi standard non polar	33892256
Pregnanolone,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2783.9	Semi standard non polar	33892256
Pregnanolone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2734.6	Semi standard non polar	33892256
Pregnanolone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2787.6	Semi standard non polar	33892256
Pregnanolone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2777.0	Standard non polar	33892256
Pregnanolone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3133.8	Standard polar	33892256
Pregnanolone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2760.9	Semi standard non polar	33892256
Pregnanolone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2765.2	Standard non polar	33892256
Pregnanolone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3230.8	Standard polar	33892256
Pregnanolone,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2985.7	Semi standard non polar	33892256
Pregnanolone,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3032.5	Semi standard non polar	33892256
Pregnanolone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2995.8	Semi standard non polar	33892256
Pregnanolone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3282.4	Semi standard non polar	33892256
Pregnanolone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3254.0	Standard non polar	33892256
Pregnanolone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3369.8	Standard polar	33892256
Pregnanolone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3288.7	Semi standard non polar	33892256
Pregnanolone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3256.2	Standard non polar	33892256
Pregnanolone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3436.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnanolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-1174-0292000000-fb2c0f3a1cfddb10cb08	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnanolone GC-MS (1 TMS) - 70eV, Positive	splash10-004i-2139000000-ab8a6de8f5a129af086e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnanolone 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 - Pregnanolone 10V, Positive-QTOF	splash10-0uxr-0129000000-90e5fcb36022dd1ba688	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 20V, Positive-QTOF	splash10-0uxr-0396000000-4c39fe7ccd8e0c86e179	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 40V, Positive-QTOF	splash10-0006-2490000000-7ac55935cc0d4da95860	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 10V, Negative-QTOF	splash10-014i-0029000000-fa09e69c9c0b6736d2e7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 20V, Negative-QTOF	splash10-014i-0069000000-d1d57e3e1a99da4ed11f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 40V, Negative-QTOF	splash10-0zg0-1193000000-44d1597a59ac11f16a41	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 10V, Positive-QTOF	splash10-0gb9-0019000000-5b53b3ba37ccafca449f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 20V, Positive-QTOF	splash10-0lgi-1797000000-c11629ffa10cac4be118	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 40V, Positive-QTOF	splash10-0a4m-8910000000-2813a600e98ff5997275	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 10V, Negative-QTOF	splash10-014i-0009000000-bbaa566ea695ae62f84e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 20V, Negative-QTOF	splash10-014i-0029000000-ac1c6a15538469151b6c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanolone 40V, Negative-QTOF	splash10-00ks-0093000000-db70f670eb2440b743f9	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

DB12308

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29132

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pregnanolone

METLIN ID

Not Available

PubChem Compound

31402

PDB ID

Not Available

ChEBI ID

1712

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 Pregnanolone (HMDB0062782)

MOL for HMDB0062782 (Pregnanolone)

3D MOL for HMDB0062782 (Pregnanolone)

3D SDF for HMDB0062782 (Pregnanolone)

3D-SDF for HMDB0062782 (Pregnanolone)

PDB for HMDB0062782 (Pregnanolone)

3D PDB for HMDB0062782 (Pregnanolone)

SMILES for HMDB0062782 (Pregnanolone)

INCHI for HMDB0062782 (Pregnanolone)

Structure for HMDB0062782 (Pregnanolone)

3D Structure for HMDB0062782 (Pregnanolone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra