NP-MRD: Showing NP-Card for 17-Hydroxypregnenolone sulfate (NP0086580)

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Record Information

Version

2.0

Created at

2022-05-11 16:25:05 UTC

Updated at

2022-05-11 16:25:05 UTC

NP-MRD ID

NP0086580

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17-Hydroxypregnenolone sulfate

Description

17-Hydroxypregnenolone 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. 17-Hydroxypregnenolone sulfate was first documented in 1988 (PMID: 3208699). 17-Hydroxypregnenolone sulfate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

17-Hydroxy-pregnenolone sulfate.mol
  Mrv0541 02231218312D          

 31 34  0  0  0  0            999 V2000
   -1.1041   -0.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -0.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -1.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -1.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394   -0.5617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7538   -0.1492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5384   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0234    0.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5384    0.9307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2861    1.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619    0.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580    2.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    0.6758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7538    1.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393    1.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    0.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.1492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3896   -0.5617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3896    0.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029    1.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2475   -1.3867    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6600   -2.1012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350   -0.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.7992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9619   -0.9742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.9742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394    0.2633    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -0.9742    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
 12 23  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 24 28  1  0  0  0  0
  3 27  1  0  0  0  0
 20 29  1  6  0  0  0
  8 30  1  1  0  0  0
  9 31  1  6  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -5.1980    1.0382    1.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0178   -0.2591    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6500   -1.2515    1.4733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467   -0.4450   -0.1131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4987   -1.6724   -0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3542    0.7276   -1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094    1.4782   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0812    0.3397   -0.8898 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6783    0.6135   -0.5139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0263    1.6611   -1.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551    1.8352   -0.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321    0.8342   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3966    1.0932    0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3972    0.0456   -0.2449 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3305    0.5480   -1.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8526    0.7190   -0.6193 S   0  0  1  0  0  6  0  0  0  0  0  0
    7.6817   -0.4660   -1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5678    1.9453   -1.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8875    0.6403    1.0754 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8762   -1.2574   -0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432   -1.3866   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5141   -0.5522   -0.1657 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7485   -1.0117    1.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -0.7078   -0.5974 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6068   -1.8147    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0825   -1.8249    0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -0.4419    0.2658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3801    0.0871    1.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2082    0.8187    2.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4451    1.7838    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2371    1.4157    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7005   -2.2953    0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1773    1.3632   -0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173    0.3631   -2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835    2.2447   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    1.9837   -2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911   -0.3085   -1.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880    0.9525    0.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0546    1.3530   -2.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6254    2.5816   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193    2.8298   -0.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8016    2.0738   -0.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    1.2222    1.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408   -0.1058    0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7002    1.5058    1.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4697   -1.6127   -1.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0829   -2.0630    0.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1063   -2.4414   -0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -1.1393   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430   -0.5178    1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7124   -2.0966    1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7962   -0.7239    1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858   -0.9641   -1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951   -1.8412    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2757   -2.7692   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5226   -2.2773   -0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -2.4372    0.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1526   -0.1918    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371   -0.3879    2.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2054    1.1664    1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  1  6
  4  2  1  0
  2  1  1  0
  2  3  2  0
  4 27  1  0
 27 28  1  1
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 14 15  1  0
 16 15  1  6
 16 19  1  0
 16 17  2  0
 16 18  2  0
 27  8  1  0
 22 24  1  0
  9  8  1  0
 22 12  1  0
  8 37  1  6
  7 35  1  0
  7 36  1  0
  6 33  1  0
  6 34  1  0
  5 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 26 56  1  0
 26 57  1  0
 25 54  1  0
 25 55  1  0
 24 53  1  6
  9 38  1  1
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  1
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 19 45  1  0
M  END

17-Hydroxy-pregnenolone sulfate.mol
  Mrv0541 02231218312D          

 31 34  0  0  0  0            999 V2000
   -1.1041   -0.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -0.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -1.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -1.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394   -0.5617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7538   -0.1492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5384   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0234    0.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5384    0.9307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2861    1.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619    0.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580    2.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    0.6758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7538    1.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393    1.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    0.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.1492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3896   -0.5617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3896    0.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2029    1.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2475   -1.3867    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6600   -2.1012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350   -0.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.7992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9619   -0.9742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.9742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394    0.2633    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -0.9742    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
 12 23  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 24 28  1  0  0  0  0
  3 27  1  0  0  0  0
 20 29  1  6  0  0  0
  8 30  1  1  0  0  0
  9 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0086580

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@](O)(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/C21H32O6S/c1-13(22)21(23)11-8-18-16-5-4-14-12-15(27-28(24,25)26)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23H,5-12H2,1-3H3,(H,24,25,26)/t15?,16-,17+,18+,19+,20+,21+/m1/s1

> <INCHI_KEY>
OMOKWYAQVYBHMG-QUPIPBJSSA-N

> <FORMULA>
C21H32O6S

> <MOLECULAR_WEIGHT>
412.54

> <EXACT_MASS>
412.191959446

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.61477256213142

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.37

> <JCHEM_LOGP>
2.8889190976666677

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.699631740725032

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.363275700722931

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8049717924397237

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
105.14849999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-hydroxypregnenolone sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 17-Hydroxy-pregnenolone sulfate.mol               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.061  -0.279   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.395  -1.049   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.395  -2.589   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.061  -3.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.727  -2.589   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.606  -3.359   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.940  -2.589   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.940  -1.049   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.274  -0.279   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.738  -0.755   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.644   0.491   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.738   1.737   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.134   2.388   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.396   1.505   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.268   3.922   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.274   1.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.274   2.801   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.940   2.031   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.606   1.261   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.606  -0.279   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.727  -1.049   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.727   0.491   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.112   3.144   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0      -6.062  -2.589   0.000  0.00  0.00           S+0
HETATM   25  O   UNK     0      -6.832  -3.922   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.292  -1.255   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.728  -3.359   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -7.396  -1.819   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       0.606  -1.819   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.940   0.491   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.274  -1.819   0.000  0.00  0.00           H+0
CONECT    1    2   21                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   20   30                                             
CONECT    9    8   10   16   31                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16   23                                             
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   29                                             
CONECT   21   20    1    5   22                                             
CONECT   22   21                                                            
CONECT   23   12                                                            
CONECT   24   25   26   27   28                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24    3                                                       
CONECT   28   24                                                            
CONECT   29   20                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
17-Hydroxypregnenolone sulfuric acid	Generator
17-Hydroxypregnenolone sulphate	Generator
17-Hydroxypregnenolone sulphuric acid	Generator
17-Hydroxy-pregnenolone sulfate	HMDB
17-Hydroxy-pregnenolone sulphate	HMDB
17-Hydroxypregnenolone 3-sulfate	HMDB
17-Hydroxypregnenolone 3-sulphate	HMDB
17alpha-Hydroxypregnenolone sulfate	HMDB
17alpha-Hydroxypregnenolone sulphate	HMDB
17b-Hydroxypregnenolone 3-sulfate	HMDB
17b-Hydroxypregnenolone 3-sulphate	HMDB
17 alpha-Hydroxypregnenolone sulfate	HMDB

Chemical Formula

C₂₁H₃₂O₆S

Average Mass

412.5400 Da

Monoisotopic Mass

412.19196 Da

IUPAC Name

[(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid

Traditional Name

17-hydroxypregnenolone sulfate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@](O)(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/C21H32O6S/c1-13(22)21(23)11-8-18-16-5-4-14-12-15(27-28(24,25)26)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23H,5-12H2,1-3H3,(H,24,25,26)/t15?,16-,17+,18+,19+,20+,21+/m1/s1

InChI Key

OMOKWYAQVYBHMG-QUPIPBJSSA-N

Experimental Spectra

Not Available

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	¹³C NMR Spectrum (1D, 101 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, 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	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, 600 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, 700 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	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, 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
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-5-steroid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Alpha-hydroxy ketone
Tertiary alcohol
Cyclic alcohol
Organic sulfuric acid or derivatives
Ketone
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Sulfates (LMST05020021 )

Physical Properties

State

Not Available

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
logP	0.37	ALOGPS
logP	2.89	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	105.15 m³·mol⁻¹	ChemAxon
Polarizability	44.61 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

HMDB0000416

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022032

KNApSAcK ID

Not Available

Chemspider ID

134824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5405

PubChem Compound

152971

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shimozawa K, Saisho S, Yata J, Kambegawa A: Age-related changes in serum 17-hydroxypregnenolone and 17-hydroxypregnenolone sulfate concentrations in human infancy and childhood. Endocrinol Jpn. 1988 Apr;35(2):189-95. [PubMed:3208699 ]

Showing NP-Card for 17-Hydroxypregnenolone sulfate (NP0086580)

MOL for NP0086580 (17-Hydroxypregnenolone sulfate)

3D MOL for NP0086580 (17-Hydroxypregnenolone sulfate)

3D SDF for NP0086580 (17-Hydroxypregnenolone sulfate)

3D-SDF for NP0086580 (17-Hydroxypregnenolone sulfate)

PDB for NP0086580 (17-Hydroxypregnenolone sulfate)

3D PDB for NP0086580 (17-Hydroxypregnenolone sulfate)

SMILES for NP0086580 (17-Hydroxypregnenolone sulfate)

INCHI for NP0086580 (17-Hydroxypregnenolone sulfate)

Structure for NP0086580 (17-Hydroxypregnenolone sulfate)

3D Structure for NP0086580 (17-Hydroxypregnenolone sulfate)