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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:40:12 UTC

HMDB ID

HMDB0000774

Secondary Accession Numbers

HMDB00774

Metabolite Identification

Common Name

Pregnenolone sulfate

Description

Pregnenolone sulfate is a sulfated version of the steroid hormone known as pregnenolone. Pregnenolone sulfate belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Pregnenolone sulfate is a neurosteroid found in the brain and central nervous system. Pregnenolone sulfate is a metabolite synthesized from pregnenolone via sulfation. It is known to have cognitive and memory-enhancing, antidepressant, anxiogenic, and proconvulsant effects (PMID: 21094889 ). As a neurosteroid, pregnenolone sulfate modulates a variety of ion channels, transporters, and enzymes. Interestingly, as a sulfated steroid, pregnenolone sulfate is not the final- or waste-product of pregnenolone being sulfated via a phase II metabolism reaction and renally excreted, as one would presume from pharmacology textbook knowledge. Pregnenolone sulfate is also the source and thereby the starting point for subsequent steroid synthesis pathways. Recently, pregnenolone sulfate has been shown to not only be a modulator of ion channels, but it is also an activating ion channel ligand (PMID: 24084011 ).

Structure

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

Pristanic acid.mol
  Mrv1652305271900262D          

 30 33  0  0  0  0            999 V2000
   -0.9182   -0.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -0.6605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9397   -0.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7243   -0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092    0.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243    0.8320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9792    1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3959    2.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    1.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397    0.5770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9397    1.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252    0.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107    0.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -0.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2038   -0.6605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2038    0.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0616   -1.4855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4741   -2.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -0.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3472   -1.8980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7761   -1.0730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -1.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252    0.1645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397   -1.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  0  0  0  0
  1 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 24  2  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 23 27  1  0  0  0  0
  3 26  1  0  0  0  0
 20 28  1  6  0  0  0
  8 29  1  1  0  0  0
  9 30  1  6  0  0  0
M  END

HMDB0000774
     RDKit          3D
Pregnenolone sulfate
 59 62  0  0  0  0  0  0  0  0999 V2000
   -6.1482   -1.4733    1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7729   -1.0070    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4622   -0.7638    2.4515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8064   -0.8446    0.2225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2740    0.1732   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262    0.9083   -1.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    0.0767   -0.7368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5877    0.7409   -0.6505 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0051    0.7546   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734    0.6567   -2.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    0.6081   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    0.5108   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502    0.0330    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -1.3485    0.2312 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7261   -2.1760    0.2090 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.9190   -2.7835    1.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -3.3021   -0.8032 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0260   -1.1916   -0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8655    0.6643    1.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4525    0.1606    1.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271    0.6559    0.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2874    2.1213    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -0.1044    0.2165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2697   -0.4779    1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529   -1.2455    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.2712    0.6400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6696    0.9285    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1349   -2.5458    0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5218   -0.8808    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8354   -1.3123    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305   -1.7841   -0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6813   -0.3390   -1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0085    0.8333   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9939    1.0686   -2.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126    1.8874   -0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8639   -0.8824   -1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    1.7724   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862   -0.0893   -2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    1.6844   -2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548    0.6220   -3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418    1.4541   -1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -0.2477   -1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164    0.3166   -0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9808   -0.9928   -1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129    0.3392    2.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    1.7471    1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    0.5760    2.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963   -0.9423    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098    2.1399    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276    2.6876   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    2.6206    1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5276   -1.0367   -0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712   -1.0614    2.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.4784    2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565   -2.0490    0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555   -1.6778    2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9776    1.7460    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.6098    2.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448    1.2544    1.4670 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26  4  1  0
 26  7  1  0
 23  8  1  0
 21 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  6
  8 37  1  1
  9 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  6
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

Pristanic acid.mol
  Mrv1652305271900262D          

 30 33  0  0  0  0            999 V2000
   -0.9182   -0.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -0.6605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9397   -0.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7243   -0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092    0.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243    0.8320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9792    1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3959    2.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    1.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397    0.5770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9397    1.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252    0.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107    0.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -0.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2038   -0.6605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2038    0.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0616   -1.4855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4741   -2.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -0.7710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3472   -1.8980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7761   -1.0730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -1.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252    0.1645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397   -1.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  0  0  0  0
  1 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 24  2  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 23 27  1  0  0  0  0
  3 26  1  0  0  0  0
 20 28  1  6  0  0  0
  8 29  1  1  0  0  0
  9 30  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000774

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O5S/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19H,5-12H2,1-3H3,(H,23,24,25)/t15?,16-,17+,18-,19-,20-,21+/m0/s1

> <INCHI_KEY>
DIJBBUIOWGGQOP-OZIWPBGVSA-N

> <FORMULA>
C21H32O5S

> <MOLECULAR_WEIGHT>
396.541

> <EXACT_MASS>
396.197044824

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.83574447962474

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
3.636344220666668

> <ALOGPS_LOGS>
-5.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.403038799839706

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.363275371356547

> <JCHEM_PKA_STRONGEST_BASIC>
-7.357160965943553

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
103.74849999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000774
     RDKit          3D
Pregnenolone sulfate
 59 62  0  0  0  0  0  0  0  0999 V2000
   -6.1482   -1.4733    1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7729   -1.0070    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4622   -0.7638    2.4515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8064   -0.8446    0.2225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2740    0.1732   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262    0.9083   -1.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    0.0767   -0.7368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5877    0.7409   -0.6505 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0051    0.7546   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734    0.6567   -2.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    0.6081   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    0.5108   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502    0.0330    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -1.3485    0.2312 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7261   -2.1760    0.2090 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.9190   -2.7835    1.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -3.3021   -0.8032 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0260   -1.1916   -0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8655    0.6643    1.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4525    0.1606    1.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271    0.6559    0.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2874    2.1213    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -0.1044    0.2165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2697   -0.4779    1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529   -1.2455    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.2712    0.6400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6696    0.9285    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1349   -2.5458    0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5218   -0.8808    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8354   -1.3123    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305   -1.7841   -0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6813   -0.3390   -1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0085    0.8333   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9939    1.0686   -2.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126    1.8874   -0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8639   -0.8824   -1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    1.7724   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862   -0.0893   -2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    1.6844   -2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548    0.6220   -3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418    1.4541   -1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -0.2477   -1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164    0.3166   -0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9808   -0.9928   -1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129    0.3392    2.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    1.7471    1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    0.5760    2.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963   -0.9423    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098    2.1399    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276    2.6876   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    2.6206    1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5276   -1.0367   -0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712   -1.0614    2.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.4784    2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565   -2.0490    0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555   -1.6778    2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9776    1.7460    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.6098    2.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448    1.2544    1.4670 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26  4  1  0
 26  7  1  0
 23  8  1  0
 21 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  6
  8 37  1  1
  9 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  6
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Pristanic acid.mol                                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.714  -0.463   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.048  -1.233   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.048  -2.773   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.714  -3.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.380  -2.773   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.953  -3.543   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.287  -2.773   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.287  -1.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.621  -0.463   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.085  -0.939   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.991   0.307   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.085   1.553   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.561   3.018   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.472   4.106   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.049   3.416   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.621   1.077   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.621   2.617   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.287   1.847   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.953   1.077   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.953  -0.463   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.380  -1.233   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.380   0.307   0.000  0.00  0.00           C+0
HETATM   23  S   UNK     0      -5.715  -2.773   0.000  0.00  0.00           S+0
HETATM   24  O   UNK     0      -6.485  -4.106   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.945  -1.439   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.381  -3.543   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -7.049  -2.003   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0       0.953  -2.003   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.287   0.307   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.621  -2.003   0.000  0.00  0.00           H+0
CONECT    1    2   21                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   20   29                                             
CONECT    9    8   10   16   30                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    8   21   28                                             
CONECT   21   20    1    5   22                                             
CONECT   22   21                                                            
CONECT   23   24   25   26   27                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23    3                                                       
CONECT   27   23                                                            
CONECT   28   20                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0000774
HETATM    1  C1  UNL     1      -6.148  -1.473   1.011  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.773  -1.007   1.307  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.462  -0.764   2.451  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.806  -0.845   0.222  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.274   0.173  -0.827  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.026   0.908  -1.279  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.917   0.077  -0.737  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.588   0.741  -0.650  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.005   0.755  -2.045  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.473   0.657  -2.043  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.245   0.608  -0.980  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.704   0.511  -1.144  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.450   0.033   0.066  1.00  0.00           C  
HETATM   14  O2  UNL     1       4.289  -1.348   0.231  1.00  0.00           O  
HETATM   15  S1  UNL     1       5.726  -2.176   0.209  1.00  0.00           S  
HETATM   16  O3  UNL     1       5.919  -2.784   1.589  1.00  0.00           O  
HETATM   17  O4  UNL     1       5.615  -3.302  -0.803  1.00  0.00           O  
HETATM   18  O5  UNL     1       7.026  -1.192  -0.146  1.00  0.00           O  
HETATM   19  C13 UNL     1       3.866   0.664   1.338  1.00  0.00           C  
HETATM   20  C14 UNL     1       2.453   0.161   1.484  1.00  0.00           C  
HETATM   21  C15 UNL     1       1.627   0.656   0.352  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.287   2.121   0.669  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.316  -0.104   0.216  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.270  -0.478   1.537  1.00  0.00           C  
HETATM   25  C19 UNL     1      -1.553  -1.245   1.283  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.498  -0.271   0.640  1.00  0.00           C  
HETATM   27  C21 UNL     1      -2.670   0.928   1.504  1.00  0.00           C  
HETATM   28  H1  UNL     1      -6.135  -2.546   0.714  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.522  -0.881   0.127  1.00  0.00           H  
HETATM   30  H3  UNL     1      -6.835  -1.312   1.885  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.630  -1.784  -0.348  1.00  0.00           H  
HETATM   32  H5  UNL     1      -4.681  -0.339  -1.726  1.00  0.00           H  
HETATM   33  H6  UNL     1      -5.008   0.833  -0.340  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.994   1.069  -2.369  1.00  0.00           H  
HETATM   35  H8  UNL     1      -3.013   1.887  -0.716  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.864  -0.882  -1.296  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.701   1.772  -0.311  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.386  -0.089  -2.654  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.301   1.684  -2.598  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.955   0.622  -3.023  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.142   1.454  -1.559  1.00  0.00           H  
HETATM   42  H15 UNL     1       3.928  -0.248  -1.957  1.00  0.00           H  
HETATM   43  H16 UNL     1       5.516   0.317  -0.049  1.00  0.00           H  
HETATM   44  H17 UNL     1       6.981  -0.993  -1.123  1.00  0.00           H  
HETATM   45  H18 UNL     1       4.513   0.339   2.178  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.932   1.747   1.254  1.00  0.00           H  
HETATM   47  H20 UNL     1       2.019   0.576   2.436  1.00  0.00           H  
HETATM   48  H21 UNL     1       2.496  -0.942   1.565  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.410   2.140   1.356  1.00  0.00           H  
HETATM   50  H23 UNL     1       1.128   2.688  -0.261  1.00  0.00           H  
HETATM   51  H24 UNL     1       2.104   2.621   1.226  1.00  0.00           H  
HETATM   52  H25 UNL     1       0.528  -1.037  -0.346  1.00  0.00           H  
HETATM   53  H26 UNL     1       0.471  -1.061   2.089  1.00  0.00           H  
HETATM   54  H27 UNL     1      -0.523   0.478   2.077  1.00  0.00           H  
HETATM   55  H28 UNL     1      -1.357  -2.049   0.536  1.00  0.00           H  
HETATM   56  H29 UNL     1      -1.956  -1.678   2.206  1.00  0.00           H  
HETATM   57  H30 UNL     1      -1.978   1.746   1.300  1.00  0.00           H  
HETATM   58  H31 UNL     1      -2.510   0.610   2.572  1.00  0.00           H  
HETATM   59  H32 UNL     1      -3.745   1.254   1.467  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5   26   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   26   36
CONECT    8    9   23   37
CONECT    9   10   38   39
CONECT   10   11   11   40
CONECT   11   12   21
CONECT   12   13   41   42
CONECT   13   14   19   43
CONECT   14   15
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   23
CONECT   22   49   50   51
CONECT   23   24   52
CONECT   24   25   53   54
CONECT   25   26   55   56
CONECT   26   27
CONECT   27   57   58   59
END

HMDB0000774
     RDKit          3D
Pregnenolone sulfate
 59 62  0  0  0  0  0  0  0  0999 V2000
   -6.1482   -1.4733    1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7729   -1.0070    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4622   -0.7638    2.4515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8064   -0.8446    0.2225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2740    0.1732   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0262    0.9083   -1.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    0.0767   -0.7368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5877    0.7409   -0.6505 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0051    0.7546   -2.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734    0.6567   -2.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446    0.6081   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    0.5108   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502    0.0330    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -1.3485    0.2312 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7261   -2.1760    0.2090 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.9190   -2.7835    1.5887 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -3.3021   -0.8032 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0260   -1.1916   -0.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8655    0.6643    1.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4525    0.1606    1.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271    0.6559    0.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2874    2.1213    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -0.1044    0.2165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2697   -0.4779    1.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529   -1.2455    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.2712    0.6400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6696    0.9285    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1349   -2.5458    0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5218   -0.8808    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8354   -1.3123    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305   -1.7841   -0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6813   -0.3390   -1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0085    0.8333   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9939    1.0686   -2.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126    1.8874   -0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8639   -0.8824   -1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    1.7724   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862   -0.0893   -2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    1.6844   -2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548    0.6220   -3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418    1.4541   -1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -0.2477   -1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5164    0.3166   -0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9808   -0.9928   -1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129    0.3392    2.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    1.7471    1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    0.5760    2.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963   -0.9423    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098    2.1399    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276    2.6876   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    2.6206    1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5276   -1.0367   -0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712   -1.0614    2.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.4784    2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565   -2.0490    0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555   -1.6778    2.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9776    1.7460    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.6098    2.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448    1.2544    1.4670 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 26  4  1  0
 26  7  1  0
 23  8  1  0
 21 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  6
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  6
  8 37  1  1
  9 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  6
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Pregnenolone sulfuric acid	Generator
Pregnenolone sulphate	Generator
Pregnenolone sulphuric acid	Generator
5-Pregnen-3b-sulfate-20-one	HMDB
5-Pregnen-3b-sulphate-20-one	HMDB
Pregn-5-en-20-on-3b-yl sulfurate	HMDB
Pregn-5-en-20-on-3b-yl sulfuric acid	HMDB
Pregn-5-en-20-one-3b-yl sulfate	HMDB
Pregn-5-en-20-one-3b-yl sulphate	HMDB
Pregnenolone 3-sulfate	HMDB
Pregnenolone 3-sulphate	HMDB
Pregnenolone 3b-sulfate	HMDB
Pregnenolone 3b-sulphate	HMDB
Pregnenolone hydrogen sulfate	HMDB
Pregnenolone hydrogen sulphate	HMDB
Pregnenolone monosulfate	HMDB
Pregnenolone monosulphate	HMDB
[(1S,2R,10S,11S,14S,15S)-14-Acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonate	HMDB
[(1S,2R,10S,11S,14S,15S)-14-Acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulphonate	HMDB
[(1S,2R,10S,11S,14S,15S)-14-Acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulphonic acid	HMDB

Chemical Formula

C₂₁H₃₂O₅S

Average Molecular Weight

396.541

Monoisotopic Molecular Weight

396.197044824

IUPAC Name

[(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

Traditional Name

[(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

CAS Registry Number

1247-64-9

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C21H32O5S/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19H,5-12H2,1-3H3,(H,23,24,25)/t15?,16-,17+,18-,19-,20-,21+/m0/s1

InChI Key

DIJBBUIOWGGQOP-OZIWPBGVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Sulfated steroids

Direct Parent

Sulfated steroids

Alternative Parents

Substituents

Sulfated steroid skeleton
20-oxosteroid
Pregnane-skeleton
Oxosteroid
Delta-5-steroid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	203.907	30932474
[M-H]-	Not Available	203.907	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000213

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	0.98	ALOGPS
logP	3.64	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.75 m³·mol⁻¹	ChemAxon
Polarizability	43.84 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]+	193.674	31661259
DarkChem	[M-H]-	186.269	31661259
AllCCS	[M+H]+	196.426	32859911
AllCCS	[M-H]-	195.644	32859911
DeepCCS	[M-2H]-	230.271	30932474
DeepCCS	[M+Na]+	204.704	30932474
AllCCS	[M+H]+	196.4	32859911
AllCCS	[M+H-H2O]+	194.1	32859911
AllCCS	[M+NH4]+	198.5	32859911
AllCCS	[M+Na]+	199.1	32859911
AllCCS	[M-H]-	195.6	32859911
AllCCS	[M+Na-2H]-	196.5	32859911
AllCCS	[M+HCOO]-	197.6	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.	7.8 minutes	32390414
Predicted by Siyang on May 30, 2022	18.9634 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.31 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2989.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	465.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	232.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	205.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	555.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	745.9 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	855.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1473.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	520.4 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	1722.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	459.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	496.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	289.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	454.7 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	19.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pregnenolone sulfate	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O	3789.5	Standard polar	33892256
Pregnenolone sulfate	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O	2958.7	Standard non polar	33892256
Pregnenolone sulfate	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O	3338.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pregnenolone sulfate,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3292.5	Semi standard non polar	33892256
Pregnenolone sulfate,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3198.2	Standard non polar	33892256
Pregnenolone sulfate,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3933.8	Standard polar	33892256
Pregnenolone sulfate,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3331.6	Semi standard non polar	33892256
Pregnenolone sulfate,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3148.9	Standard non polar	33892256
Pregnenolone sulfate,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4053.8	Standard polar	33892256
Pregnenolone sulfate,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3267.8	Semi standard non polar	33892256
Pregnenolone sulfate,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3169.0	Standard non polar	33892256
Pregnenolone sulfate,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4170.9	Standard polar	33892256
Pregnenolone sulfate,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3372.2	Semi standard non polar	33892256
Pregnenolone sulfate,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3341.5	Standard non polar	33892256
Pregnenolone sulfate,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3954.8	Standard polar	33892256
Pregnenolone sulfate,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3299.7	Semi standard non polar	33892256
Pregnenolone sulfate,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3360.4	Standard non polar	33892256
Pregnenolone sulfate,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4054.6	Standard polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3518.2	Semi standard non polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3503.4	Standard non polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4044.1	Standard polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3587.8	Semi standard non polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3463.4	Standard non polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4195.1	Standard polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3515.4	Semi standard non polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3479.2	Standard non polar	33892256
Pregnenolone sulfate,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4293.7	Standard polar	33892256
Pregnenolone sulfate,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3825.3	Semi standard non polar	33892256
Pregnenolone sulfate,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3928.0	Standard non polar	33892256
Pregnenolone sulfate,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4123.8	Standard polar	33892256
Pregnenolone sulfate,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3743.3	Semi standard non polar	33892256
Pregnenolone sulfate,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3938.0	Standard non polar	33892256
Pregnenolone sulfate,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4194.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnenolone sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-015c-1069000000-98638a32c64bd13693bb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnenolone sulfate 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 - Pregnenolone sulfate 10V, Positive-QTOF	splash10-0002-0039000000-c29e72af13a8b1df901a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 20V, Positive-QTOF	splash10-0002-0092000000-48af0541d95515a42eca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 40V, Positive-QTOF	splash10-0kai-5193000000-d981003b06fdf18508e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 10V, Negative-QTOF	splash10-0002-0019000000-2cac349b15d130782aef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 20V, Negative-QTOF	splash10-014j-1039000000-f63d28f7bec5ec72f437	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 40V, Negative-QTOF	splash10-000t-6093000000-3f7db3bec91ec381b060	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 10V, Negative-QTOF	splash10-0002-0009000000-5d910d6c0e79d0a64f73	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 20V, Negative-QTOF	splash10-0f6t-1009000000-9f3fbb71720d2bb163cb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 40V, Negative-QTOF	splash10-0002-9007000000-5ff2a20734539479696c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 10V, Positive-QTOF	splash10-0002-0019000000-d84db4f789aa355c64b2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 20V, Positive-QTOF	splash10-0zfs-0092000000-833a400098daed115a39	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnenolone sulfate 40V, Positive-QTOF	splash10-0k96-4691000000-5ee53c8e93e176521243	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Endoplasmic reticulum

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Kidney
Liver
Ovary
Testis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.13 +/- 0.06 uM	Adult (>18 years old)	Both	Normal	Tietz NW eds. Cli...	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22944140	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Schizophrenia	22944140	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Schizophrenia	22944140	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Bicikova M, Hill M, Ripova D, Mohr P, Hampl R: Determination of steroid metabolome as a possible tool for laboratory diagnosis of schizophrenia. J Steroid Biochem Mol Biol. 2013 Jan;133:77-83. doi: 10.1016/j.jsbmb.2012.08.009. Epub 2012 Aug 24. [PubMed:22944140 ]

Associated OMIM IDs

181500 (Schizophrenia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022235

KNApSAcK ID

Not Available

Chemspider ID

17216005

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

PRGNLONES

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Killinger, Donald W.; Solomon, Samuel. Synthesis of pregnenolone sulfate, dehydroisoandrosterone sulfate, 17a-hydroxypregnenolone sulfate, and pregn-5-enetriol by the normal human adrenal gland. Journal of Clinical Endocrinology and Metabolism (1965), 25(2), 290-3.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Havlikova H, Hill M, Hampl R, Starka L: Sex- and age-related changes in epitestosterone in relation to pregnenolone sulfate and testosterone in normal subjects. J Clin Endocrinol Metab. 2002 May;87(5):2225-31. [PubMed:11994368 ]
Horak M, Vlcek K, Chodounska H, Vyklicky L Jr: Subtype-dependence of N-methyl-D-aspartate receptor modulation by pregnenolone sulfate. Neuroscience. 2006;137(1):93-102. Epub 2005 Oct 28. [PubMed:16257494 ]
Bicikova M, Klak J, Hill M, Zizka Z, Hampl R, Calda P: Two neuroactive steroids in midpregnancy as measured in maternal and fetal sera and in amniotic fluid. Steroids. 2002 Apr;67(5):399-402. [PubMed:11958797 ]
Kamiya T, Yasui T, Yokomori H, Nakamoto H, Maruyama T, Suzuki O, Ookawa H, Kiryu Y, Yasumura K, Kakumoto Y, et al.: [2 surgically treated cases of adrenocortical carcinoma producing steroid hormones without endocrinological symptoms--case report and a review of cases in the Japanese literature]. Gan No Rinsho. 1988 Jan;34(1):97-106. [PubMed:2963158 ]
Reddy DS: Neurosteroids: endogenous role in the human brain and therapeutic potentials. Prog Brain Res. 2010;186:113-37. doi: 10.1016/B978-0-444-53630-3.00008-7. [PubMed:21094889 ]
Harteneck C: Pregnenolone sulfate: from steroid metabolite to TRP channel ligand. Molecules. 2013 Sep 27;18(10):12012-28. doi: 10.3390/molecules181012012. [PubMed:24084011 ]

Showing metabocard for Pregnenolone sulfate (HMDB0000774)

MOL for HMDB0000774 (Pregnenolone sulfate)

3D MOL for HMDB0000774 (Pregnenolone sulfate)

3D SDF for HMDB0000774 (Pregnenolone sulfate)

3D-SDF for HMDB0000774 (Pregnenolone sulfate)

PDB for HMDB0000774 (Pregnenolone sulfate)

3D PDB for HMDB0000774 (Pregnenolone sulfate)

SMILES for HMDB0000774 (Pregnenolone sulfate)

INCHI for HMDB0000774 (Pregnenolone sulfate)

Structure for HMDB0000774 (Pregnenolone sulfate)

3D Structure for HMDB0000774 (Pregnenolone sulfate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra