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enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:01:52 UTC

Update Date

2022-03-07 03:17:44 UTC

HMDB ID

HMDB0060424

Secondary Accession Numbers

HMDB60424

Metabolite Identification

Common Name

7alpha-Hydroxypregnenolone

Description

7alpha-Hydroxypregnenolone 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. 7alpha-Hydroxypregnenolone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060424
     RDKit          3D
7alpha-Hydroxypregnenolone
 56 59  0  0  0  0  0  0  0  0999 V2000
    5.9340   -0.3450    1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108   -0.7436    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.8736    1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4998    0.2174    0.6534 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7714    0.7421   -0.7635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.0358   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    0.8354   -0.2222 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0419    0.5676   -0.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6040    1.9036   -0.9225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1929    2.8087    0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0868    1.8316   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7620    0.7850   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2570    0.8917   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8225    0.2413    0.8164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1915    0.3118    0.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3099   -1.1958    0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -1.1237    1.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712   -0.4330    0.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8742   -1.4064   -1.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7101    0.0399    0.6139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0061   -1.0567    1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3688   -0.5584    1.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -0.3489    0.4909 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1339   -1.5614   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6060   -1.1980    1.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0769    0.4619    1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1957    0.1324    0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275    1.1124    1.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086    1.6316   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2749   -0.0519   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    2.0468   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    0.2580   -2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    1.7168    0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0312   -0.0853   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    2.2862   -1.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    3.3302    0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    2.7078   -1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641    1.9616   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.3735   -1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    0.7189    1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5698    1.1008    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3898   -1.5576   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852   -1.8295    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7227   -0.6242    2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900   -2.1921    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8991   -1.8951   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -2.2079   -1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -0.8800   -2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240    0.8679    1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.9850    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -1.3029    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655   -1.2404    2.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    0.4424    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520   -1.4712   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -2.4709    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -1.7224   -0.8619 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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23  4  1  0
 23  7  1  0
 20  8  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  1
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  6
  9 35  1  6
 10 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  1
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  1
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
M  END


  Mrv0541 05161318012D          

 24 27  0  0  0  0            999 V2000
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2741    2.4202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  1  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15 12  1  6  0  0  0
 16  5  1  6  0  0  0
 17  7  1  6  0  0  0
 18 11  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  1  0  0  0
 20  2  1  6  0  0  0
 20  8  1  0  0  0  0
 20 13  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  6  0  0  0
 21  9  1  0  0  0  0
 21 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 12  2  0  0  0  0
 14 23  1  6  0  0  0
 18 24  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060424

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O3/c1-12(22)15-4-5-16-19-17(7-9-21(15,16)3)20(2)8-6-14(23)10-13(20)11-18(19)24/h11,14-19,23-24H,4-10H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21+/m0/s1

> <INCHI_KEY>
UEWNVBNIVGLQPG-XXHSLLPRSA-N

> <FORMULA>
C21H32O3

> <MOLECULAR_WEIGHT>
332.477

> <EXACT_MASS>
332.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.70704686972054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(1S,2R,5S,9S,10S,11S,14S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethan-1-one

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
2.4285011156666667

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.197121066349833

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.204233421519334

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8269298358989928

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
95.19519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1S,2R,5S,9S,10S,11S,14S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060424
     RDKit          3D
7alpha-Hydroxypregnenolone
 56 59  0  0  0  0  0  0  0  0999 V2000
    5.9340   -0.3450    1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108   -0.7436    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.8736    1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4998    0.2174    0.6534 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7714    0.7421   -0.7635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.0358   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    0.8354   -0.2222 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0419    0.5676   -0.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6040    1.9036   -0.9225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1929    2.8087    0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0868    1.8316   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7620    0.7850   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2570    0.8917   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8225    0.2413    0.8164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1915    0.3118    0.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3099   -1.1958    0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -1.1237    1.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712   -0.4330    0.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8742   -1.4064   -1.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7101    0.0399    0.6139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0061   -1.0567    1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3688   -0.5584    1.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -0.3489    0.4909 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1339   -1.5614   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6060   -1.1980    1.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0769    0.4619    1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1957    0.1324    0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275    1.1124    1.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086    1.6316   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2749   -0.0519   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    2.0468   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    0.2580   -2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    1.7168    0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0312   -0.0853   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    2.2862   -1.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    3.3302    0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    2.7078   -1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641    1.9616   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.3735   -1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    0.7189    1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5698    1.1008    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3898   -1.5576   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852   -1.8295    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7227   -0.6242    2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900   -2.1921    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8991   -1.8951   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -2.2079   -1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -0.8800   -2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240    0.8679    1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.9850    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -1.3029    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655   -1.2404    2.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    0.4424    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520   -1.4712   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -2.4709    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -1.7224   -0.8619 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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23  4  1  0
 23  7  1  0
 20  8  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  1
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  6
  9 35  1  6
 10 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  1
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  1
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.804   7.192   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.230   6.872   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.534   7.623   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.239   4.708   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.513   3.843   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.262   6.330   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.714   7.143   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.746   6.601   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.199   7.414   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.793   3.704   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.284   2.798   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.279   7.403   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.277   3.975   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.786   4.882   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.667   6.187   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.729   4.789   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.238   5.695   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.768   3.069   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.245   4.518   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.754   5.424   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.206   6.237   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.302   8.829   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.302   4.611   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.776   1.892   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    5   15                                                       
CONECT    5    4   16                                                       
CONECT    6    8   14                                                       
CONECT    7    9   17                                                       
CONECT    8    6   20                                                       
CONECT    9    7   21                                                       
CONECT   10   13   14                                                       
CONECT   11   13   18                                                       
CONECT   12    1   15   22                                                  
CONECT   13   10   11   20                                                  
CONECT   14    6   10   23                                                  
CONECT   15    4   12   21                                                  
CONECT   16    5   19   21                                                  
CONECT   17    7   19   20                                                  
CONECT   18   11   19   24                                                  
CONECT   19   16   17   18                                                  
CONECT   20    2    8   13   17                                             
CONECT   21    3    9   15   16                                             
CONECT   22   12                                                            
CONECT   23   14                                                            
CONECT   24   18                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0060424
HETATM    1  C1  UNL     1       5.934  -0.345   1.155  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.511  -0.744   1.077  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.199  -1.874   1.369  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.500   0.217   0.653  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.771   0.742  -0.764  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.392   1.036  -1.357  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.456   0.835  -0.222  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.042   0.568  -0.568  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.604   1.904  -0.922  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.193   2.809   0.055  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.087   1.832  -0.871  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.762   0.785  -0.412  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.257   0.892  -0.438  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.822   0.241   0.816  1.00  0.00           C  
HETATM   15  O3  UNL     1      -6.192   0.312   0.826  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.310  -1.196   0.811  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.842  -1.124   1.177  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.071  -0.433   0.101  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.874  -1.406  -1.045  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.710   0.040   0.614  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.006  -1.057   1.358  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.369  -0.558   1.753  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.129  -0.349   0.491  1.00  0.00           C  
HETATM   24  C21 UNL     1       2.134  -1.561  -0.413  1.00  0.00           C  
HETATM   25  H1  UNL     1       6.606  -1.198   1.393  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.077   0.462   1.931  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.196   0.132   0.176  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.428   1.112   1.304  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.409   1.632  -0.752  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.275  -0.052  -1.358  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.356   2.047  -1.807  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.156   0.258  -2.133  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.563   1.717   0.464  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.031  -0.085  -1.459  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.231   2.286  -1.889  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.917   3.330   0.438  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.615   2.708  -1.240  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.564   1.962  -0.399  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.665   0.373  -1.327  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.347   0.719   1.709  1.00  0.00           H  
HETATM   41  H17 UNL     1      -6.570   1.101   0.406  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.390  -1.558  -0.232  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.885  -1.830   1.503  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.723  -0.624   2.174  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.490  -2.192   1.234  1.00  0.00           H  
HETATM   46  H22 UNL     1      -0.899  -1.895  -1.043  1.00  0.00           H  
HETATM   47  H23 UNL     1      -2.643  -2.208  -1.059  1.00  0.00           H  
HETATM   48  H24 UNL     1      -1.965  -0.880  -2.036  1.00  0.00           H  
HETATM   49  H25 UNL     1      -0.924   0.868   1.322  1.00  0.00           H  
HETATM   50  H26 UNL     1       0.056  -1.985   0.757  1.00  0.00           H  
HETATM   51  H27 UNL     1      -0.626  -1.303   2.243  1.00  0.00           H  
HETATM   52  H28 UNL     1       1.865  -1.240   2.474  1.00  0.00           H  
HETATM   53  H29 UNL     1       1.226   0.442   2.231  1.00  0.00           H  
HETATM   54  H30 UNL     1       1.452  -1.471  -1.267  1.00  0.00           H  
HETATM   55  H31 UNL     1       1.958  -2.471   0.205  1.00  0.00           H  
HETATM   56  H32 UNL     1       3.158  -1.722  -0.862  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    4
CONECT    4    5   23   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   23   33
CONECT    8    9   20   34
CONECT    9   10   11   35
CONECT   10   36
CONECT   11   12   12   37
CONECT   12   13   18
CONECT   13   14   38   39
CONECT   14   15   16   40
CONECT   15   41
CONECT   16   17   42   43
CONECT   17   18   44   45
CONECT   18   19   20
CONECT   19   46   47   48
CONECT   20   21   49
CONECT   21   22   50   51
CONECT   22   23   52   53
CONECT   23   24
CONECT   24   54   55   56
END

HMDB0060424
     RDKit          3D
7alpha-Hydroxypregnenolone
 56 59  0  0  0  0  0  0  0  0999 V2000
    5.9340   -0.3450    1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108   -0.7436    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.8736    1.3689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4998    0.2174    0.6534 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7714    0.7421   -0.7635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.0358   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    0.8354   -0.2222 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0419    0.5676   -0.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6040    1.9036   -0.9225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1929    2.8087    0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0868    1.8316   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7620    0.7850   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2570    0.8917   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8225    0.2413    0.8164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1915    0.3118    0.8257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3099   -1.1958    0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8425   -1.1237    1.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712   -0.4330    0.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8742   -1.4064   -1.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7101    0.0399    0.6139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0061   -1.0567    1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3688   -0.5584    1.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -0.3489    0.4909 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1339   -1.5614   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6060   -1.1980    1.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0769    0.4619    1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1957    0.1324    0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275    1.1124    1.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086    1.6316   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2749   -0.0519   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    2.0468   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    0.2580   -2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631    1.7168    0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0312   -0.0853   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    2.2862   -1.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    3.3302    0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    2.7078   -1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641    1.9616   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.3735   -1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    0.7189    1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5698    1.1008    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3898   -1.5576   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852   -1.8295    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7227   -0.6242    2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900   -2.1921    1.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8991   -1.8951   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -2.2079   -1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -0.8800   -2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240    0.8679    1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -1.9850    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258   -1.3029    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655   -1.2404    2.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    0.4424    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520   -1.4712   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -2.4709    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1577   -1.7224   -0.8619 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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23  4  1  0
 23  7  1  0
 20  8  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  1
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  6
  9 35  1  6
 10 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  1
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  1
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3beta,7alpha)-3,7-Dihydroxypregn-5-en-20-one	ChEBI
3beta,7alpha-Dihydroxy-5-pregnen-20-one	ChEBI
(3b,7a)-3,7-Dihydroxypregn-5-en-20-one	Generator
(3Β,7α)-3,7-dihydroxypregn-5-en-20-one	Generator
3b,7a-Dihydroxy-5-pregnen-20-one	Generator
3Β,7α-dihydroxy-5-pregnen-20-one	Generator
7a-Hydroxypregnenolone	Generator
7Α-hydroxypregnenolone	Generator
7-Hydroxypregnenolone	HMDB

Chemical Formula

C₂₁H₃₂O₃

Average Molecular Weight

332.477

Monoisotopic Molecular Weight

332.23514489

IUPAC Name

1-[(1S,2R,5S,9S,10S,11S,14S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethan-1-one

Traditional Name

1-[(1S,2R,5S,9S,10S,11S,14S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethanone

CAS Registry Number

Not Available

SMILES

CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI Identifier

InChI=1S/C21H32O3/c1-12(22)15-4-5-16-19-17(7-9-21(15,16)3)20(2)8-6-14(23)10-13(20)11-18(19)24/h11,14-19,23-24H,4-10H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21+/m0/s1

InChI Key

UEWNVBNIVGLQPG-XXHSLLPRSA-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-hydroxy-delta-5-steroid
3-hydroxysteroid
7-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Oxosteroid
Hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Ketone
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

corticosteroid hormone (CHEBI:81467 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060424)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.061 g/L	ALOGPS
logP	2.45	ALOGPS
logP	2.43	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	95.2 m³·mol⁻¹	ChemAxon
Polarizability	38.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	176.152	31661259
DarkChem	[M-H]-	172.877	31661259
DeepCCS	[M-2H]-	216.012	30932474
DeepCCS	[M+Na]+	190.993	30932474
AllCCS	[M+H]+	185.4	32859911
AllCCS	[M+H-H2O]+	182.6	32859911
AllCCS	[M+NH4]+	188.0	32859911
AllCCS	[M+Na]+	188.7	32859911
AllCCS	[M-H]-	188.8	32859911
AllCCS	[M+Na-2H]-	189.3	32859911
AllCCS	[M+HCOO]-	189.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7alpha-Hydroxypregnenolone	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2729.2	Standard polar	33892256
7alpha-Hydroxypregnenolone	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2864.4	Standard non polar	33892256
7alpha-Hydroxypregnenolone	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3043.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7alpha-Hydroxypregnenolone,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2925.1	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,1TMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2896.2	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,1TMS,isomer #3	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2909.2	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,1TMS,isomer #4	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2880.1	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2857.6	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2976.4	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2914.6	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TMS,isomer #4	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2932.7	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TMS,isomer #5	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2890.8	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,3TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2888.2	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,3TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2908.1	Standard non polar	33892256
7alpha-Hydroxypregnenolone,3TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3117.8	Standard polar	33892256
7alpha-Hydroxypregnenolone,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2870.4	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2871.5	Standard non polar	33892256
7alpha-Hydroxypregnenolone,3TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C)C=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3214.3	Standard polar	33892256
7alpha-Hydroxypregnenolone,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3171.8	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,1TBDMS,isomer #2	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3154.7	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,1TBDMS,isomer #3	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3187.5	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,1TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3140.7	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3354.8	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3495.6	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3406.1	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TBDMS,isomer #4	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3457.1	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,2TBDMS,isomer #5	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3367.6	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3593.7	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3543.2	Standard non polar	33892256
7alpha-Hydroxypregnenolone,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3423.2	Standard polar	33892256
7alpha-Hydroxypregnenolone,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3548.6	Semi standard non polar	33892256
7alpha-Hydroxypregnenolone,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3520.9	Standard non polar	33892256
7alpha-Hydroxypregnenolone,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O[Si](C)(C)C(C)(C)C)C=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3480.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxypregnenolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gi9-0395000000-a3839fafe16d86fbf21e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxypregnenolone GC-MS (2 TMS) - 70eV, Positive	splash10-03di-3204900000-728186ec5f2f45d6d61e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha-Hydroxypregnenolone 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 - 7alpha-Hydroxypregnenolone 10V, Positive-QTOF	splash10-0159-0039000000-3dc8e28e52ac056e99ab	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 20V, Positive-QTOF	splash10-014j-0295000000-53f09e66cf959f46c84c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 40V, Positive-QTOF	splash10-052o-3190000000-5d54c45ae9a68081d579	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 10V, Negative-QTOF	splash10-001i-0009000000-98e075661a5168c917a9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 20V, Negative-QTOF	splash10-01q9-0019000000-3e15d7b43b23e67061a4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 40V, Negative-QTOF	splash10-00rj-1095000000-efe56e3900b7c1c31388	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 10V, Positive-QTOF	splash10-00lr-0029000000-02d9799bbe1efd2ea5a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 20V, Positive-QTOF	splash10-015a-1495000000-b80ef86163f217d4f21a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 40V, Positive-QTOF	splash10-00or-2940000000-e2f5b0bd2f13601e6d06	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 10V, Negative-QTOF	splash10-001i-0009000000-624be9df633e48f47ffc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 20V, Negative-QTOF	splash10-001i-0029000000-f5647f5d41841f905152	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha-Hydroxypregnenolone 40V, Negative-QTOF	splash10-0gx1-1039000000-d9968dfc37b0ceb36700	2021-10-12	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

C18038

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9967418

PDB ID

Not Available

ChEBI ID

81467

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
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.

Enzymes

Enzyme Details

1. 25-hydroxycholesterol 7-alpha-hydroxylase

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP7B1
Uniprot ID:: O75881
Molecular weight:: 58255.325

Reactions

Pregnenolone + NADPH + Hydrogen Ion + Oxygen → 7alpha-Hydroxypregnenolone + NADP + Water	details

Showing metabocard for 7alpha-Hydroxypregnenolone (HMDB0060424)

MOL for HMDB0060424 (7alpha-Hydroxypregnenolone)

3D MOL for HMDB0060424 (7alpha-Hydroxypregnenolone)

3D SDF for HMDB0060424 (7alpha-Hydroxypregnenolone)

3D-SDF for HMDB0060424 (7alpha-Hydroxypregnenolone)

PDB for HMDB0060424 (7alpha-Hydroxypregnenolone)

3D PDB for HMDB0060424 (7alpha-Hydroxypregnenolone)

SMILES for HMDB0060424 (7alpha-Hydroxypregnenolone)

INCHI for HMDB0060424 (7alpha-Hydroxypregnenolone)

Structure for HMDB0060424 (7alpha-Hydroxypregnenolone)

3D Structure for HMDB0060424 (7alpha-Hydroxypregnenolone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions