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enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:58:23 UTC

Update Date

2021-09-16 15:45:21 UTC

HMDB ID

HMDB0060382

Secondary Accession Numbers

HMDB60382

Metabolite Identification

Common Name

3beta-Hydroxypregn-5-en-20-one sulfate

Description

3beta-Hydroxypregn-5-en-20-one sulfate is a metabolite of pregnenolone. Pregnenolone, also known as 3α,5β-tetrahydroprogesterone (3α,5β-THP), is an endogenous steroid hormone involved in the steroidogenesis of progestogens, mineralocorticoids, glucocorticoids, androgens, and estrogens, as well as the neuroactive steroids. As such it is a prohormone, though it also has biological effects of its own, behaving namely as a neuroactive steroid in its own right with potent anxiolytic effects. (Wikipedia )

Structure

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


  Mrv0541 05161317582D          

 27 30  0  0  0  0            999 V2000
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269    1.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4258    0.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1644    1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  1  0  0  0
 17  6  1  0  0  0  0
 17 13  1  6  0  0  0
 18  7  1  6  0  0  0
 18 16  1  0  0  0  0
 19  9  1  6  0  0  0
 19 16  1  0  0  0  0
 20  2  1  6  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 13  2  0  0  0  0
 15 26  1  6  0  0  0
 27 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
M  END

HMDB0060382
     RDKit          3D
3beta-Hydroxypregn-5-en-20-one sulfate
 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.8527    0.6440    0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281   -0.2220    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037   -0.3454    2.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -0.9237    0.9725 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0686   -1.9125   -0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6918   -2.0707   -0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805   -1.2519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5249   -0.7956   -0.6223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4327   -1.9968   -0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -1.5651   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -0.3245   -0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    0.0363   -1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3173    0.5561   -0.0216 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6670    0.7238   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5834   -0.2079    0.8781 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.7635   -0.7236    2.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469    0.6968    1.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3997   -1.4372    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    1.7937    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1648    1.4620    0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.7727   -0.3178 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1484    1.7612   -1.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    0.2383    0.2639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7957    1.3376    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843    0.7149    1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -0.1075    0.4086 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0769    0.7252   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8716    0.8269    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4362    1.6602    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1031    0.1378   -0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119   -1.5443    1.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8175   -1.5270   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307   -2.8610    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470   -1.7252   -1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4297   -3.1567   -0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443   -1.8190    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -0.4789   -1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0977   -2.7620   -1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723   -2.4594    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -2.2967   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -0.8284   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518    0.7939   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421   -0.2143    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1701   -1.4830   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    2.1694    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685    2.5984   -0.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735    0.7725    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    2.4405    1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202    2.2072   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663    1.1872   -2.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    2.5719   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -0.3094    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    1.9252   -0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2711    1.9521    1.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    1.5913    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794    0.1461    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007    0.7570   -1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9121    0.3372   -1.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    1.8123   -0.5025 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  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 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  1
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  6
  9 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  1
 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  1
 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


  Mrv0541 05161317582D          

 27 30  0  0  0  0            999 V2000
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269    1.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4258    0.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1644    1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.7528    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  1  0  0  0
 17  6  1  0  0  0  0
 17 13  1  6  0  0  0
 18  7  1  6  0  0  0
 18 16  1  0  0  0  0
 19  9  1  6  0  0  0
 19 16  1  0  0  0  0
 20  2  1  6  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 13  2  0  0  0  0
 15 26  1  6  0  0  0
 27 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060382

> <DATABASE_NAME>
hmdb

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

> <FORMULA>
C21H32O5S

> <MOLECULAR_WEIGHT>
396.541

> <EXACT_MASS>
396.197044824

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.804490078538805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2R,5S,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]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>
-7.357160965943557

> <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>
pregnenolone sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060382
     RDKit          3D
3beta-Hydroxypregn-5-en-20-one sulfate
 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.8527    0.6440    0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281   -0.2220    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037   -0.3454    2.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -0.9237    0.9725 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0686   -1.9125   -0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6918   -2.0707   -0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805   -1.2519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5249   -0.7956   -0.6223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4327   -1.9968   -0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -1.5651   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -0.3245   -0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    0.0363   -1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3173    0.5561   -0.0216 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6670    0.7238   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5834   -0.2079    0.8781 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.7635   -0.7236    2.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469    0.6968    1.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3997   -1.4372    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    1.7937    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1648    1.4620    0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.7727   -0.3178 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1484    1.7612   -1.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    0.2383    0.2639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7957    1.3376    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843    0.7149    1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -0.1075    0.4086 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0769    0.7252   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8716    0.8269    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4362    1.6602    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1031    0.1378   -0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119   -1.5443    1.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8175   -1.5270   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307   -2.8610    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470   -1.7252   -1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4297   -3.1567   -0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443   -1.8190    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -0.4789   -1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0977   -2.7620   -1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723   -2.4594    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -2.2967   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -0.8284   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518    0.7939   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421   -0.2143    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1701   -1.4830   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    2.1694    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685    2.5984   -0.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735    0.7725    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    2.4405    1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202    2.2072   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663    1.1872   -2.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    2.5719   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -0.3094    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    1.9252   -0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2711    1.9521    1.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    1.5913    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794    0.1461    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007    0.7570   -1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9121    0.3372   -1.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    1.8123   -0.5025 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  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 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  1
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  6
  9 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  1
 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  1
 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                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       0.452   2.809   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.558   4.447   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      15.544   2.583   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      15.728   0.413   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      13.374   2.398   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   27  S   UNK     0      14.551   1.405   0.000  0.00  0.00           S+0
CONECT    1   13                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    5   14                                                       
CONECT    5    4   16                                                       
CONECT    6    7   17                                                       
CONECT    7    6   18                                                       
CONECT    8   10   15                                                       
CONECT    9   11   19                                                       
CONECT   10    8   20                                                       
CONECT   11    9   21                                                       
CONECT   12   14   15                                                       
CONECT   13    1   17   22                                                  
CONECT   14    4   12   20                                                  
CONECT   15    8   12   26                                                  
CONECT   16    5   18   19                                                  
CONECT   17    6   13   21                                                  
CONECT   18    7   16   21                                                  
CONECT   19    9   16   20                                                  
CONECT   20    2   10   14   19                                             
CONECT   21    3   11   17   18                                             
CONECT   22   13                                                            
CONECT   23   27                                                            
CONECT   24   27                                                            
CONECT   25   27                                                            
CONECT   26   15   27                                                       
CONECT   27   23   24   25   26                                             
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0060382
HETATM    1  C1  UNL     1      -5.853   0.644   0.539  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.028  -0.222   1.396  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.404  -0.345   2.573  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.837  -0.924   0.972  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.069  -1.913  -0.178  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.692  -2.071  -0.844  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.780  -1.252   0.000  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.525  -0.796  -0.622  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.433  -1.997  -0.636  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.800  -1.565  -1.007  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.235  -0.324  -0.864  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.644   0.036  -1.267  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.317   0.556  -0.022  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.667   0.724  -0.139  1.00  0.00           O  
HETATM   15  S1  UNL     1       6.583  -0.208   0.878  1.00  0.00           S  
HETATM   16  O3  UNL     1       5.764  -0.724   2.013  1.00  0.00           O  
HETATM   17  O4  UNL     1       7.647   0.697   1.486  1.00  0.00           O  
HETATM   18  O5  UNL     1       7.400  -1.437   0.087  1.00  0.00           O  
HETATM   19  C13 UNL     1       3.583   1.794   0.417  1.00  0.00           C  
HETATM   20  C14 UNL     1       2.165   1.462   0.794  1.00  0.00           C  
HETATM   21  C15 UNL     1       1.408   0.773  -0.318  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.148   1.761  -1.431  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.130   0.238   0.264  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.796   1.338   0.684  1.00  0.00           C  
HETATM   25  C19 UNL     1      -1.984   0.715   1.421  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.721  -0.108   0.409  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.077   0.725  -0.777  1.00  0.00           C  
HETATM   28  H1  UNL     1      -6.872   0.827   0.992  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.436   1.660   0.384  1.00  0.00           H  
HETATM   30  H3  UNL     1      -6.103   0.138  -0.439  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.412  -1.544   1.787  1.00  0.00           H  
HETATM   32  H5  UNL     1      -4.817  -1.527  -0.878  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.431  -2.861   0.230  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.747  -1.725  -1.904  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.430  -3.157  -0.793  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.544  -1.819   0.921  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.595  -0.479  -1.680  1.00  0.00           H  
HETATM   38  H11 UNL     1       0.098  -2.762  -1.358  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.472  -2.459   0.361  1.00  0.00           H  
HETATM   40  H13 UNL     1       2.469  -2.297  -1.412  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.182  -0.828  -1.689  1.00  0.00           H  
HETATM   42  H15 UNL     1       3.552   0.794  -2.056  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.142  -0.214   0.780  1.00  0.00           H  
HETATM   44  H17 UNL     1       7.170  -1.483  -0.882  1.00  0.00           H  
HETATM   45  H18 UNL     1       4.086   2.169   1.326  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.569   2.598  -0.315  1.00  0.00           H  
HETATM   47  H20 UNL     1       2.173   0.773   1.662  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.676   2.440   1.063  1.00  0.00           H  
HETATM   49  H22 UNL     1       2.120   2.207  -1.712  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.766   1.187  -2.310  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.473   2.572  -1.133  1.00  0.00           H  
HETATM   52  H25 UNL     1       0.419  -0.309   1.206  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.210   1.925  -0.145  1.00  0.00           H  
HETATM   54  H27 UNL     1      -0.271   1.952   1.440  1.00  0.00           H  
HETATM   55  H28 UNL     1      -2.650   1.591   1.670  1.00  0.00           H  
HETATM   56  H29 UNL     1      -1.679   0.146   2.301  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.201   0.757  -1.490  1.00  0.00           H  
HETATM   58  H31 UNL     1      -3.912   0.337  -1.383  1.00  0.00           H  
HETATM   59  H32 UNL     1      -3.216   1.812  -0.503  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

HMDB0060382
     RDKit          3D
3beta-Hydroxypregn-5-en-20-one sulfate
 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.8527    0.6440    0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0281   -0.2220    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037   -0.3454    2.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -0.9237    0.9725 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0686   -1.9125   -0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6918   -2.0707   -0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805   -1.2519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5249   -0.7956   -0.6223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4327   -1.9968   -0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8004   -1.5651   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -0.3245   -0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    0.0363   -1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3173    0.5561   -0.0216 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6670    0.7238   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5834   -0.2079    0.8781 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.7635   -0.7236    2.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469    0.6968    1.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3997   -1.4372    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    1.7937    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1648    1.4620    0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.7727   -0.3178 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1484    1.7612   -1.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    0.2383    0.2639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7957    1.3376    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843    0.7149    1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -0.1075    0.4086 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0769    0.7252   -0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8716    0.8269    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4362    1.6602    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1031    0.1378   -0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119   -1.5443    1.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8175   -1.5270   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307   -2.8610    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470   -1.7252   -1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4297   -3.1567   -0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443   -1.8190    0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -0.4789   -1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0977   -2.7620   -1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723   -2.4594    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -2.2967   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818   -0.8284   -1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518    0.7939   -2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421   -0.2143    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1701   -1.4830   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    2.1694    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685    2.5984   -0.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735    0.7725    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    2.4405    1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202    2.2072   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663    1.1872   -2.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    2.5719   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -0.3094    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    1.9252   -0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2711    1.9521    1.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500    1.5913    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6794    0.1461    2.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007    0.7570   -1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9121    0.3372   -1.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    1.8123   -0.5025 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  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 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  1
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  6
  9 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  1
 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  1
 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
(3beta)-3-(Sulfooxy)pregn-5-en-20-one	ChEBI
5-Pregnen-3beta-ol-20-one sulfate	ChEBI
Pregnenolone sulfate	Kegg
(3b)-3-(Sulfooxy)pregn-5-en-20-one	Generator
(3b)-3-(Sulphooxy)pregn-5-en-20-one	Generator
(3beta)-3-(Sulphooxy)pregn-5-en-20-one	Generator
(3Β)-3-(sulfooxy)pregn-5-en-20-one	Generator
(3Β)-3-(sulphooxy)pregn-5-en-20-one	Generator
5-Pregnen-3b-ol-20-one sulfate	Generator
5-Pregnen-3b-ol-20-one sulfuric acid	Generator
5-Pregnen-3b-ol-20-one sulphate	Generator
5-Pregnen-3b-ol-20-one sulphuric acid	Generator
5-Pregnen-3beta-ol-20-one sulfuric acid	Generator
5-Pregnen-3beta-ol-20-one sulphate	Generator
5-Pregnen-3beta-ol-20-one sulphuric acid	Generator
5-Pregnen-3β-ol-20-one sulfate	Generator
5-Pregnen-3β-ol-20-one sulfuric acid	Generator
5-Pregnen-3β-ol-20-one sulphate	Generator
5-Pregnen-3β-ol-20-one sulphuric acid	Generator
Pregnenolone sulfuric acid	Generator
Pregnenolone sulphate	Generator
Pregnenolone sulphuric acid	Generator
3b-Hydroxypregn-5-en-20-one sulfate	Generator
3b-Hydroxypregn-5-en-20-one sulfuric acid	Generator
3b-Hydroxypregn-5-en-20-one sulphate	Generator
3b-Hydroxypregn-5-en-20-one sulphuric acid	Generator
3beta-Hydroxypregn-5-en-20-one sulfuric acid	Generator
3beta-Hydroxypregn-5-en-20-one sulphate	Generator
3beta-Hydroxypregn-5-en-20-one sulphuric acid	Generator
3Β-hydroxypregn-5-en-20-one sulfate	Generator
3Β-hydroxypregn-5-en-20-one sulfuric acid	Generator
3Β-hydroxypregn-5-en-20-one sulphate	Generator
3Β-hydroxypregn-5-en-20-one sulphuric acid	Generator
5-Pregnen-3 beta-ol-20-one sulfate	HMDB
Pregnenolone sulfate, (3alpha)-isomer	HMDB
Pregnenolone sulfate, sodium salt, (3beta)-isomer	HMDB

Chemical Formula

C₂₁H₃₂O₅S

Average Molecular Weight

396.541

Monoisotopic Molecular Weight

396.197044824

IUPAC Name

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

Traditional Name

pregnenolone sulfate

CAS Registry Number

Not Available

SMILES

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

steroid sulfate (CHEBI:35420 )
Sulfates (LMST05020014 )

Ontology

Not Available

Liver (HMDB: HMDB0060382)
Kidney (HMDB: HMDB0060382)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060382)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060382)

Cellular substructure

Cytoplasm (HMDB: HMDB0060382)

Process

Not Available

Role

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]-	Not Available	206.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002151

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	43.8 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]+	193.494	31661259
DarkChem	[M-H]-	190.769	31661259
DeepCCS	[M-2H]-	238.184	30932474
DeepCCS	[M+Na]+	213.452	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3beta-Hydroxypregn-5-en-20-one sulfate	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OS(O)(=O)=O	3617.7	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OS(O)(=O)=O	2972.8	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OS(O)(=O)=O	3326.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3262.8	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3201.6	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3928.9	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3308.4	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3157.8	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #2	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4050.8	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3243.6	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3178.9	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4168.7	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3361.8	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3356.7	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TMS,isomer #1	CC(O[Si](C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3946.7	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3288.5	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3376.3	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4047.2	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3486.7	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3509.5	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #1	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4036.4	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3557.8	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3473.0	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4190.0	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3496.3	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3489.4	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	4289.1	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3813.2	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3946.8	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4113.2	Standard polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3733.9	Semi standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3958.9	Standard non polar	33892256
3beta-Hydroxypregn-5-en-20-one sulfate,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	4183.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fzc-1159000000-acf34658da399992de80	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3beta-Hydroxypregn-5-en-20-one 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 - 3beta-Hydroxypregn-5-en-20-one sulfate 10V, Positive-QTOF	splash10-0002-0039000000-c29e72af13a8b1df901a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 20V, Positive-QTOF	splash10-0002-0092000000-48af0541d95515a42eca	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 40V, Positive-QTOF	splash10-0kai-5193000000-d981003b06fdf18508e3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 10V, Negative-QTOF	splash10-0002-0019000000-2cac349b15d130782aef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 20V, Negative-QTOF	splash10-014j-1039000000-f63d28f7bec5ec72f437	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 40V, Negative-QTOF	splash10-000t-6093000000-3f7db3bec91ec381b060	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 10V, Positive-QTOF	splash10-0002-0019000000-d00df666a16b7b498ac6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 20V, Positive-QTOF	splash10-0pdj-0291000000-2dc8b4987e40f0e51465	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 40V, Positive-QTOF	splash10-0a4i-4950000000-d4dbda0047aa53ac4bc1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 10V, Negative-QTOF	splash10-0002-0009000000-5d910d6c0e79d0a64f73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 20V, Negative-QTOF	splash10-0002-1009000000-a5f3a0f0e63def07ee2b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3beta-Hydroxypregn-5-en-20-one sulfate 40V, Negative-QTOF	splash10-0002-7009000000-c16a7382ef509c35b9c3	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C18044

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pregnenolone sulfate

METLIN ID

Not Available

PubChem Compound

105074

PDB ID

Not Available

ChEBI ID

35420

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Pregnenolone + Phosphoadenosine phosphosulfate → 3beta-Hydroxypregn-5-en-20-one sulfate + Adenosine 3',5'-diphosphate	details

Enzyme Details

2. Steryl-sulfatase

General function:: Involved in catalytic activity
Specific function:: Conversion of sulfated steroid precursors to estrogens during pregnancy.
Gene Name:: STS
Uniprot ID:: P08842
Molecular weight:: 65491.72

Reactions

Pregnenolone + Oat gum → 3beta-Hydroxypregn-5-en-20-one sulfate + Water	details

Showing metabocard for 3beta-Hydroxypregn-5-en-20-one sulfate (HMDB0060382)

MOL for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

3D MOL for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

3D SDF for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

3D-SDF for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

PDB for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

3D PDB for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

SMILES for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

INCHI for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

Structure for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

3D Structure for HMDB0060382 (3beta-Hydroxypregn-5-en-20-one sulfate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions