NP-MRD: Showing NP-Card for Pregnenolone sulfate (NP0000939)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-08-16 18:04:12 UTC

NP-MRD ID

NP0000939

Secondary Accession Numbers

None

Natural Product 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>
NP0000939

> <DATABASE_NAME>
NP-MRD

> <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 NMR Assignments

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 Mass

396.5410 Da

Monoisotopic Mass

396.19704 Da

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

Physical Properties

State

Solid

Experimental 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

Predicted 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

External Links

HMDB ID

HMDB0000774

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

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 NP-Card for Pregnenolone sulfate (NP0000939)

MOL for NP0000939 (Pregnenolone sulfate)

3D MOL for NP0000939 (Pregnenolone sulfate)

3D SDF for NP0000939 (Pregnenolone sulfate)

3D-SDF for NP0000939 (Pregnenolone sulfate)

PDB for NP0000939 (Pregnenolone sulfate)

3D PDB for NP0000939 (Pregnenolone sulfate)

SMILES for NP0000939 (Pregnenolone sulfate)

INCHI for NP0000939 (Pregnenolone sulfate)

Structure for NP0000939 (Pregnenolone sulfate)

3D Structure for NP0000939 (Pregnenolone sulfate)