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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-10-05 13:38:29 UTC

Update Date

2022-03-07 02:51:28 UTC

HMDB ID

HMDB0013121

Secondary Accession Numbers

HMDB13121

Metabolite Identification

Common Name

7-Dehydropregnenolone

Description

7-Dehydropregnenolone is a 21-carbon steroid, derived from cholesterol and found in steroid hormone-producing tissues. It is the precursor to Gonadal steroid hormones and the adrenal corticosteroid. 7-Dehydropregnenolone is the the single product of metabolism of 7-dehydrocholesterol by CYP11A1 (PMID 14657394 ).

Structure

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

HMDB0013121
     RDKit          3D
7-Dehydropregnenolone
 53 56  0  0  0  0  0  0  0  0999 V2000
   -5.2146   -1.2077    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -0.5448   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9065   -0.8847   -1.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883    0.5057   -0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1477    1.0726   -1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9622    1.9183   -1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4415    1.3403   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030    1.0923   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    2.1408   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106    2.0293   -0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000    0.8385   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2552    0.6917   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8337   -0.3714    0.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9477    0.1307    1.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0665   -1.6366    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6938   -1.5801   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002   -0.2837    0.1066 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9947   -0.1328    1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -0.2402   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -1.3229    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570   -1.0844   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2686    0.1019    0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4243   -0.1850    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1332   -1.7790    0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5234   -1.8427    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6243   -0.4483    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9502    1.3843    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892    0.2573   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9653    1.7080   -2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1952    1.8711   -2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635    2.9767   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651    2.0366    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    3.1410   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    2.8669   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7847    1.6750   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    0.3377   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9254   -0.5734   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6991    0.8018    1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478   -2.3807   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331   -2.0787    1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -2.3978    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6065   -1.7389   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4061    0.8641    1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -0.1801    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193   -0.9905    2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.4643   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3699   -1.3932    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550   -2.3084   -0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577   -0.9341   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -1.9889   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4276    0.1146    2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    0.3505    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3211   -1.2748    1.8145 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  2  0
  9 10  1  0
 10 11  2  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  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  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  6
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
M  END


  Mrv0541 02241204052D          

 23 26  0  0  1  0            999 V2000
   15.6604   -2.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8535   -2.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3015   -2.1144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5986   -3.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0830   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5986   -4.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8140   -4.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8140   -3.7667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0994   -3.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3848   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3848   -4.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0994   -5.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0994   -5.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3848   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6703   -5.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6703   -5.0042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9564   -4.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2418   -5.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2418   -5.8292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9564   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5272   -6.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6703   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9584   -2.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  8 23  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0013121

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,15,17-19,23H,6-12H2,1-3H3/t15-,17?,18?,19?,20-,21+/m0/s1

> <INCHI_KEY>
QTVNPWWLYMFLEI-IOHSXPNESA-N

> <FORMULA>
C21H30O2

> <MOLECULAR_WEIGHT>
314.4617

> <EXACT_MASS>
314.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.81157695958644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2R,5S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-14-yl]ethan-1-one

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
3.175778971333335

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.39919072944214

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.270805421445605

> <JCHEM_PKA_STRONGEST_BASIC>
-1.368149263445197

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
94.6067

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,5S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-14-yl]ethanone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013121
     RDKit          3D
7-Dehydropregnenolone
 53 56  0  0  0  0  0  0  0  0999 V2000
   -5.2146   -1.2077    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -0.5448   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9065   -0.8847   -1.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883    0.5057   -0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1477    1.0726   -1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9622    1.9183   -1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4415    1.3403   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030    1.0923   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    2.1408   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106    2.0293   -0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000    0.8385   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2552    0.6917   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8337   -0.3714    0.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9477    0.1307    1.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0665   -1.6366    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6938   -1.5801   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002   -0.2837    0.1066 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9947   -0.1328    1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -0.2402   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -1.3229    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570   -1.0844   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2686    0.1019    0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4243   -0.1850    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1332   -1.7790    0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5234   -1.8427    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6243   -0.4483    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9502    1.3843    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892    0.2573   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9653    1.7080   -2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1952    1.8711   -2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635    2.9767   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651    2.0366    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    3.1410   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    2.8669   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7847    1.6750   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    0.3377   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9254   -0.5734   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6991    0.8018    1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478   -2.3807   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331   -2.0787    1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -2.3978    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6065   -1.7389   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4061    0.8641    1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -0.1801    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193   -0.9905    2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.4643   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3699   -1.3932    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550   -2.3084   -0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577   -0.9341   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -1.9889   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4276    0.1146    2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    0.3505    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3211   -1.2748    1.8145 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  2  0
  9 10  1  0
 10 11  2  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  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  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  6
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      29.233  -4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.727  -5.091   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      26.696  -3.947   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      27.251  -6.555   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.155  -7.801   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.251  -9.047   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.786  -8.571   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.786  -7.031   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.452  -6.261   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.118  -7.031   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.118  -8.571   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.452  -9.341   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.452 -10.881   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.118 -11.651   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.785 -10.881   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.785  -9.341   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.452  -8.571   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.118  -9.341   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.118 -10.881   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.452 -11.651   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.784 -11.651   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      21.785  -7.801   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.056  -5.516   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    4    7    9   23                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12    7   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   11   15   17   22                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   15   19                                                       
CONECT   21   19                                                            
CONECT   22   16                                                            
CONECT   23    8                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0013121
HETATM    1  C1  UNL     1      -5.215  -1.208   0.613  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.585  -0.545  -0.545  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.907  -0.885  -1.673  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.588   0.506  -0.378  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.148   1.073  -1.730  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.962   1.918  -1.337  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.441   1.340  -0.044  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.003   1.092  -0.190  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.777   2.141  -0.392  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.211   2.029  -0.526  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.800   0.838  -0.412  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.255   0.692  -0.576  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.834  -0.371   0.283  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.948   0.131   1.599  1.00  0.00           O  
HETATM   15  C13 UNL     1       4.067  -1.637   0.278  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.694  -1.580  -0.281  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.000  -0.284   0.107  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.995  -0.133   1.633  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.605  -0.240  -0.334  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.303  -1.323   0.181  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.657  -1.084  -0.489  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.269   0.102   0.196  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.424  -0.185   1.667  1.00  0.00           C  
HETATM   24  H1  UNL     1      -6.133  -1.779   0.316  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.523  -1.843   1.195  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.624  -0.448   1.344  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.950   1.384   0.202  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.889   0.257  -2.429  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.965   1.708  -2.117  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.195   1.871  -2.146  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.264   2.977  -1.157  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.665   2.037   0.812  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.359   3.141  -0.465  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.874   2.867  -0.720  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.785   1.675  -0.456  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.418   0.338  -1.648  1.00  0.00           H  
HETATM   37  H14 UNL     1       5.925  -0.573  -0.044  1.00  0.00           H  
HETATM   38  H15 UNL     1       5.699   0.802   1.638  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.648  -2.381  -0.352  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.033  -2.079   1.296  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.088  -2.398   0.202  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.606  -1.739  -1.359  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.406   0.864   1.913  1.00  0.00           H  
HETATM   44  H21 UNL     1       0.944  -0.180   2.009  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.519  -0.991   2.066  1.00  0.00           H  
HETATM   46  H23 UNL     1       0.649  -0.464  -1.483  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.370  -1.393   1.251  1.00  0.00           H  
HETATM   48  H25 UNL     1       0.055  -2.308  -0.209  1.00  0.00           H  
HETATM   49  H26 UNL     1      -1.458  -0.934  -1.549  1.00  0.00           H  
HETATM   50  H27 UNL     1      -2.250  -1.989  -0.365  1.00  0.00           H  
HETATM   51  H28 UNL     1      -3.428   0.115   2.010  1.00  0.00           H  
HETATM   52  H29 UNL     1      -1.660   0.351   2.278  1.00  0.00           H  
HETATM   53  H30 UNL     1      -2.321  -1.275   1.814  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    9   19
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   17
CONECT   12   13   35   36
CONECT   13   14   15   37
CONECT   14   38
CONECT   15   16   39   40
CONECT   16   17   41   42
CONECT   17   18   19
CONECT   18   43   44   45
CONECT   19   20   46
CONECT   20   21   47   48
CONECT   21   22   49   50
CONECT   22   23
CONECT   23   51   52   53
END

HMDB0013121
     RDKit          3D
7-Dehydropregnenolone
 53 56  0  0  0  0  0  0  0  0999 V2000
   -5.2146   -1.2077    0.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -0.5448   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9065   -0.8847   -1.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883    0.5057   -0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1477    1.0726   -1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9622    1.9183   -1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4415    1.3403   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030    1.0923   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    2.1408   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106    2.0293   -0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000    0.8385   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2552    0.6917   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8337   -0.3714    0.2834 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9477    0.1307    1.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0665   -1.6366    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6938   -1.5801   -0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0002   -0.2837    0.1066 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9947   -0.1328    1.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -0.2402   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3034   -1.3229    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570   -1.0844   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2686    0.1019    0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4243   -0.1850    1.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1332   -1.7790    0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5234   -1.8427    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6243   -0.4483    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9502    1.3843    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892    0.2573   -2.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9653    1.7080   -2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1952    1.8711   -2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635    2.9767   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651    2.0366    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    3.1410   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    2.8669   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7847    1.6750   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    0.3377   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9254   -0.5734   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6991    0.8018    1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478   -2.3807   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0331   -2.0787    1.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0883   -2.3978    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6065   -1.7389   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4061    0.8641    1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -0.1801    2.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5193   -0.9905    2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.4643   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3699   -1.3932    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550   -2.3084   -0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577   -0.9341   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -1.9889   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4276    0.1146    2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    0.3505    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3211   -1.2748    1.8145 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  2  0
  9 10  1  0
 10 11  2  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  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  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  6
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-DHP	HMDB
7-Dehydropregnenolone	MeSH

Chemical Formula

C₂₁H₃₀O₂

Average Molecular Weight

314.4617

Monoisotopic Molecular Weight

314.224580204

IUPAC Name

1-[(2R,5S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-14-yl]ethan-1-one

Traditional Name

1-[(2R,5S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-14-yl]ethanone

CAS Registry Number

Not Available

SMILES

CC(=O)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,15,17-19,23H,6-12H2,1-3H3/t15-,17?,18?,19?,20-,21+/m0/s1

InChI Key

QTVNPWWLYMFLEI-IOHSXPNESA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

20-oxosteroids

Alternative Parents

Substituents

20-oxosteroid
Androgen-skeleton
Androstane-skeleton
3-hydroxy-delta-5-steroid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
Delta-5-steroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0013121)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0013121)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013121)

Source

Endogenous

Endogenous (HMDB: HMDB0013121)

Animal

Animal (HMDB: HMDB0013121)

Exogenous

Food

Food (HMDB: HMDB0013121)

Exogenous (HMDB: HMDB0013121)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0013121)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0013121)

Lipid metabolism pathway (HMDB: HMDB0013121)

Cellular process

Cell signaling (HMDB: HMDB0013121)

Biochemical process

Lipid transport (HMDB: HMDB0013121)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0013121)

Molecular messenger

Signaling molecule (HMDB: HMDB0013121)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013121)

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	0.024 g/L	ALOGPS
logP	4.47	ALOGPS
logP	3.18	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	18.27	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	94.61 m³·mol⁻¹	ChemAxon
Polarizability	36.81 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]+	171.966	31661259
DarkChem	[M-H]-	166.91	31661259
DeepCCS	[M-2H]-	211.451	30932474
DeepCCS	[M+Na]+	186.679	30932474
AllCCS	[M+H]+	181.2	32859911
AllCCS	[M+H-H2O]+	178.2	32859911
AllCCS	[M+NH4]+	184.0	32859911
AllCCS	[M+Na]+	184.8	32859911
AllCCS	[M-H]-	186.6	32859911
AllCCS	[M+Na-2H]-	186.9	32859911
AllCCS	[M+HCOO]-	187.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.23 minutes	32390414
Predicted by Siyang on May 30, 2022	17.4938 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.2 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2711.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	463.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	219.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	676.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	740.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	88.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1443.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	466.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1503.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	489.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	446.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	519.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Dehydropregnenolone	CC(=O)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	3229.9	Standard polar	33892256
7-Dehydropregnenolone	CC(=O)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	2772.5	Standard non polar	33892256
7-Dehydropregnenolone	CC(=O)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	2812.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Dehydropregnenolone,1TMS,isomer #1	CC(=O)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C	2849.0	Semi standard non polar	33892256
7-Dehydropregnenolone,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	2868.8	Semi standard non polar	33892256
7-Dehydropregnenolone,1TMS,isomer #3	C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	2837.2	Semi standard non polar	33892256
7-Dehydropregnenolone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C	2886.3	Semi standard non polar	33892256
7-Dehydropregnenolone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C	2838.7	Standard non polar	33892256
7-Dehydropregnenolone,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C	3219.4	Standard polar	33892256
7-Dehydropregnenolone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C	2852.2	Semi standard non polar	33892256
7-Dehydropregnenolone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C	2813.0	Standard non polar	33892256
7-Dehydropregnenolone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3CC[C@]12C	3295.7	Standard polar	33892256
7-Dehydropregnenolone,1TBDMS,isomer #1	CC(=O)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3111.9	Semi standard non polar	33892256
7-Dehydropregnenolone,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	3134.2	Semi standard non polar	33892256
7-Dehydropregnenolone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	3114.7	Semi standard non polar	33892256
7-Dehydropregnenolone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3394.1	Semi standard non polar	33892256
7-Dehydropregnenolone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3394.6	Standard non polar	33892256
7-Dehydropregnenolone,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3469.1	Standard polar	33892256
7-Dehydropregnenolone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3356.8	Semi standard non polar	33892256
7-Dehydropregnenolone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3368.7	Standard non polar	33892256
7-Dehydropregnenolone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1CCC2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)C3CC[C@]12C	3522.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Dehydropregnenolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-059g-0190000000-13dcd143f6d608f5cef6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Dehydropregnenolone GC-MS (1 TMS) - 70eV, Positive	splash10-05fu-2049000000-6fc34b27d947b847adb0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Dehydropregnenolone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Dehydropregnenolone 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 - 7-Dehydropregnenolone 10V, Positive-QTOF	splash10-00kb-0095000000-16f22892d4ff716f3959	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Positive-QTOF	splash10-00kb-0391000000-555fba17ef35f26f36d6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Positive-QTOF	splash10-0079-2490000000-7ebab71d232e3f6d0a19	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 10V, Negative-QTOF	splash10-03di-0029000000-dcda0b7111c264418e6d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Negative-QTOF	splash10-03di-0079000000-326259d6736bb446d0cd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Negative-QTOF	splash10-0002-1090000000-a4f0bc4947785686f7e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 10V, Negative-QTOF	splash10-03di-0009000000-2514638890974c4f71f3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Negative-QTOF	splash10-03dj-0089000000-66ecd4ecd833feb178fe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Negative-QTOF	splash10-00p1-0090000000-8fb13ea7be343d3a5a42	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 10V, Positive-QTOF	splash10-014i-0069000000-c7df4adee5b340e7afef	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 20V, Positive-QTOF	splash10-0gdj-1492000000-eb316c6ad9aec6fd5b8f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Dehydropregnenolone 40V, Positive-QTOF	splash10-052f-9710000000-e26067cb15664f28558f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB029294

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481610

PDB ID

Not Available

ChEBI ID

174287

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

Guryev O, Carvalho RA, Usanov S, Gilep A, Estabrook RW: A pathway for the metabolism of vitamin D3: unique hydroxylated metabolites formed during catalysis with cytochrome P450scc (CYP11A1). Proc Natl Acad Sci U S A. 2003 Dec 9;100(25):14754-9. Epub 2003 Dec 1. [PubMed:14657394 ]
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 7-Dehydropregnenolone (HMDB0013121)

MOL for HMDB0013121 (7-Dehydropregnenolone)

3D MOL for HMDB0013121 (7-Dehydropregnenolone)

3D SDF for HMDB0013121 (7-Dehydropregnenolone)

3D-SDF for HMDB0013121 (7-Dehydropregnenolone)

PDB for HMDB0013121 (7-Dehydropregnenolone)

3D PDB for HMDB0013121 (7-Dehydropregnenolone)

SMILES for HMDB0013121 (7-Dehydropregnenolone)

INCHI for HMDB0013121 (7-Dehydropregnenolone)

Structure for HMDB0013121 (7-Dehydropregnenolone)

3D Structure for HMDB0013121 (7-Dehydropregnenolone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra