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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2017-03-23 03:53:14 UTC

Update Date

2022-09-22 17:44:12 UTC

HMDB ID

HMDB0062544

Secondary Accession Numbers

HMDB0000386
HMDB00386
HMDB0062611
HMDB62544
HMDB62611

Metabolite Identification

Common Name

16alpha-Hydroxy DHEA 3-sulfate

Description

16alpha-Hydroxy DHEA 3-sulfate (16α-OH-DHEAS), also known as 3beta,16alpha-Dihydroxyandrostenone 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. 16alpha-Hydroxy DHEA 3-sulfate originates mainly from the fetus and is a precursor for placental estriol biosynthesis (PMID: 24717977 ). 16alpha-Hydroxy DHEA 3-sulfate is a normal human metabolite identified in the placenta and breast milk of pregnant women. The size of the neonate's adrenal glands is in direct relation to the levels of 16alpha-Hydroxy DHEA 3-sulfate in pregnancy (PMID: 2963083 , 2974194 , 6216072 , 6220027 , 6220952 , 6445373 ).

Structure

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


  Mrv1652303102017002D          

 29 32  0  0  0  0            999 V2000
 9999.636810000.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.775610001.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7756 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4960 9998.1238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7810 9998.5377    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3671 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1928 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0619 9998.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.063510000.1945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.3493 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.3499 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0644 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.063010001.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.348510000.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3485 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0630 9999.3746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9234 9999.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2089 9999.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2089 9998.5410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9234 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6379 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6379 9999.3661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.047110000.1996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.562110000.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.777510000.6121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.7775 9999.7871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.5621 9999.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.817010001.6516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.872110000.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 27  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  2  0  0  0  0
 23 29  1  6  0  0  0
 19  4  1  1  0  0  0
 22  1  1  1  0  0  0
 21 11  2  0  0  0  0
 15 10  1  6  0  0  0
 15 22  1  0  0  0  0
 12 16  1  0  0  0  0
 16  9  1  1  0  0  0
 16 26  1  0  0  0  0
 26  3  1  6  0  0  0
 13 25  1  0  0  0  0
 25  2  1  1  0  0  0
M  END

HMDB0062544
     RDKit          3D
16alpha-Hydroxy DHEA 3-sulfate
 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.1769    1.8786    0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    0.5303    0.8703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3578    0.4494    2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223    0.6411    1.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -0.2422    0.6534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3423   -0.1419   -0.5397 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8588   -0.9291   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603   -0.5601   -1.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985   -0.0908   -1.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    0.2376   -1.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8088   -0.2851   -0.4887 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9109    0.5787   -0.5513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2715   -0.1487   -1.1607 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1514   -0.4169   -2.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087   -1.4276   -0.4096 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5664    0.8948   -0.9425 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -0.3798    0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396   -0.7613    1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    0.1230    0.3233 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3183    1.5664    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7003   -0.5664   -0.0565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7563   -0.6164   -1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0360   -0.4092   -0.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7624   -1.5777   -0.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5987    0.0999    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3388    0.0966    2.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0974    2.4531    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175    2.5102    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1906    1.8572   -0.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748   -0.4791    2.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6682    1.2865    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059    1.7220    1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    0.3744    2.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618   -1.2935    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    0.9274   -0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -2.0259   -1.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -0.6269   -2.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8998   -0.7089   -3.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9043    1.3481   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0061   -0.1875   -2.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -1.2719   -0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8286    0.9500    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9974   -1.1425    1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    0.5750    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.7990    0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.6831    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253    1.7427    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.7430    0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764    2.2645    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -1.4928    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    0.1365   -1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -1.6368   -1.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6049    0.4174   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5691   -1.3837    0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 21  2  1  0
 25  2  1  0
 19  5  1  0
 19  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  6
  7 36  1  0
  7 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  6
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  1
 22 51  1  0
 22 52  1  0
 23 53  1  6
 24 54  1  0
M  END


  Mrv1652303102017002D          

 29 32  0  0  0  0            999 V2000
 9999.636810000.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.775610001.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7756 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4960 9998.1238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7810 9998.5377    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3671 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1928 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0619 9998.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.063510000.1945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.3493 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.3499 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0644 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.063010001.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.348510000.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3485 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0630 9999.3746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9234 9999.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2089 9999.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2089 9998.5410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9234 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6379 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6379 9999.3661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.047110000.1996    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.562110000.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.777510000.6121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.7775 9999.7871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.5621 9999.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.817010001.6516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.872110000.1996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 27  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  2  0  0  0  0
 23 29  1  6  0  0  0
 19  4  1  1  0  0  0
 22  1  1  1  0  0  0
 21 11  2  0  0  0  0
 15 10  1  6  0  0  0
 15 22  1  0  0  0  0
 12 16  1  0  0  0  0
 16  9  1  1  0  0  0
 16 26  1  0  0  0  0
 26  3  1  6  0  0  0
 13 25  1  0  0  0  0
 25  2  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0062544

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O6S/c1-18-7-5-12(25-26(22,23)24)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(20)17(19)21/h3,12-16,20H,4-10H2,1-2H3,(H,22,23,24)/t12-,13+,14-,15-,16+,18-,19-/m0/s1

> <INCHI_KEY>
ALBNSVAJDFJRKQ-DNKQKWOHSA-N

> <FORMULA>
C19H28O6S

> <MOLECULAR_WEIGHT>
384.49

> <EXACT_MASS>
384.160659796

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.692100407087594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2R,5S,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.12

> <JCHEM_LOGP>
2.545624902666667

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.382196791349624

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3632757272512883

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5064184958879894

> <JCHEM_POLAR_SURFACE_AREA>
100.90000000000002

> <JCHEM_REFRACTIVITY>
96.14289999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,5S,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062544
     RDKit          3D
16alpha-Hydroxy DHEA 3-sulfate
 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.1769    1.8786    0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    0.5303    0.8703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3578    0.4494    2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223    0.6411    1.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -0.2422    0.6534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3423   -0.1419   -0.5397 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8588   -0.9291   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603   -0.5601   -1.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985   -0.0908   -1.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    0.2376   -1.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8088   -0.2851   -0.4887 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9109    0.5787   -0.5513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2715   -0.1487   -1.1607 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1514   -0.4169   -2.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087   -1.4276   -0.4096 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5664    0.8948   -0.9425 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -0.3798    0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396   -0.7613    1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    0.1230    0.3233 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3183    1.5664    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7003   -0.5664   -0.0565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7563   -0.6164   -1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0360   -0.4092   -0.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7624   -1.5777   -0.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5987    0.0999    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3388    0.0966    2.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0974    2.4531    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175    2.5102    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1906    1.8572   -0.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748   -0.4791    2.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6682    1.2865    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059    1.7220    1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    0.3744    2.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618   -1.2935    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    0.9274   -0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -2.0259   -1.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -0.6269   -2.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8998   -0.7089   -3.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9043    1.3481   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0061   -0.1875   -2.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -1.2719   -0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8286    0.9500    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9974   -1.1425    1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    0.5750    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.7990    0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.6831    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253    1.7427    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.7430    0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764    2.2645    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -1.4928    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    0.1365   -1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -1.6368   -1.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6049    0.4174   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5691   -1.3837    0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 21  2  1  0
 25  2  1  0
 19  5  1  0
 19  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  6
  7 36  1  0
  7 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  6
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  1
 22 51  1  0
 22 52  1  0
 23 53  1  6
 24 54  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0    8665.9898667.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.9818669.361   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0    8669.9818664.725   0.000  0.00  0.00           H+0
HETATM    4  O   UNK     0    8661.9938663.164   0.000  0.00  0.00           O+0
HETATM    5  S   UNK     0    8660.6588663.937   0.000  0.00  0.00           S+0
HETATM    6  O   UNK     0    8659.8858665.272   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8661.4278665.272   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8659.3168663.161   0.000  0.00  0.00           O+0
HETATM    9  H   UNK     0    8668.6528667.030   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0    8667.3198664.725   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0    8667.3208663.173   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.6548663.943   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.6518668.579   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.3178667.809   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3178666.269   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.6518665.499   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8664.6578666.253   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8663.3238665.483   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8663.3238663.943   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8664.6578663.173   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.9918663.943   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8665.9918665.483   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8672.3558667.039   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.4498668.285   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.9858667.809   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8669.9858666.269   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.4498665.793   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0    8671.9258669.750   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0    8673.8958667.039   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4    5   19                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9   16                                                            
CONECT   10   15                                                            
CONECT   11   12   21                                                       
CONECT   12   11   16                                                       
CONECT   13   14   25                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   10   22                                             
CONECT   16   15   12    9   26                                             
CONECT   17   18   22                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20    4                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   11                                                  
CONECT   22   17   21    1   15                                             
CONECT   23   24   27   29                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26   13    2                                             
CONECT   26   25   27   16    3                                             
CONECT   27   23   26                                                       
CONECT   28   24                                                            
CONECT   29   23                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0062544
HETATM    1  C1  UNL     1      -3.177   1.879   0.226  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.208   0.530   0.870  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.358   0.449   2.111  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.922   0.641   1.773  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.415  -0.242   0.653  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.342  -0.142  -0.540  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.859  -0.929  -1.708  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.560  -0.560  -1.966  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.399  -0.091  -1.073  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.786   0.238  -1.456  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.809  -0.285  -0.489  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.911   0.579  -0.551  1.00  0.00           O  
HETATM   13  S1  UNL     1       6.272  -0.149  -1.161  1.00  0.00           S  
HETATM   14  O2  UNL     1       6.151  -0.417  -2.634  1.00  0.00           O  
HETATM   15  O3  UNL     1       6.609  -1.428  -0.410  1.00  0.00           O  
HETATM   16  O4  UNL     1       7.566   0.895  -0.943  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.374  -0.380   0.918  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.940  -0.761   1.151  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.995   0.123   0.323  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.318   1.566   0.657  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.700  -0.566  -0.056  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.756  -0.616  -1.091  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.036  -0.409  -0.296  1.00  0.00           C  
HETATM   24  O5  UNL     1      -5.762  -1.578  -0.192  1.00  0.00           O  
HETATM   25  C19 UNL     1      -4.599   0.100   1.057  1.00  0.00           C  
HETATM   26  O6  UNL     1      -5.339   0.097   2.009  1.00  0.00           O  
HETATM   27  H1  UNL     1      -4.097   2.453   0.535  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.318   2.510   0.583  1.00  0.00           H  
HETATM   29  H3  UNL     1      -3.191   1.857  -0.874  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.575  -0.479   2.638  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.668   1.287   2.769  1.00  0.00           H  
HETATM   32  H6  UNL     1      -0.706   1.722   1.578  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.319   0.374   2.675  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.462  -1.293   1.043  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.372   0.927  -0.827  1.00  0.00           H  
HETATM   36  H10 UNL     1      -0.974  -2.026  -1.561  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.466  -0.627  -2.594  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.900  -0.709  -3.012  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.904   1.348  -1.598  1.00  0.00           H  
HETATM   40  H14 UNL     1       3.006  -0.187  -2.475  1.00  0.00           H  
HETATM   41  H15 UNL     1       4.185  -1.272  -0.890  1.00  0.00           H  
HETATM   42  H16 UNL     1       7.829   0.950   0.007  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.997  -1.143   1.435  1.00  0.00           H  
HETATM   44  H18 UNL     1       3.567   0.575   1.490  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.753  -1.799   0.805  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.723  -0.683   2.216  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.325   1.743   1.764  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.364   1.743   0.329  1.00  0.00           H  
HETATM   49  H23 UNL     1       0.676   2.264   0.113  1.00  0.00           H  
HETATM   50  H24 UNL     1      -2.689  -1.493   0.535  1.00  0.00           H  
HETATM   51  H25 UNL     1      -3.644   0.136  -1.891  1.00  0.00           H  
HETATM   52  H26 UNL     1      -3.791  -1.637  -1.529  1.00  0.00           H  
HETATM   53  H27 UNL     1      -5.605   0.417  -0.779  1.00  0.00           H  
HETATM   54  H28 UNL     1      -6.569  -1.384   0.333  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   21   25
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   19   34
CONECT    6    7   21   35
CONECT    7    8   36   37
CONECT    8    9    9   38
CONECT    9   10   19
CONECT   10   11   39   40
CONECT   11   12   17   41
CONECT   12   13
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   42
CONECT   17   18   43   44
CONECT   18   19   45   46
CONECT   19   20
CONECT   20   47   48   49
CONECT   21   22   50
CONECT   22   23   51   52
CONECT   23   24   25   53
CONECT   24   54
CONECT   25   26   26
END

HMDB0062544
     RDKit          3D
16alpha-Hydroxy DHEA 3-sulfate
 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.1769    1.8786    0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    0.5303    0.8703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3578    0.4494    2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223    0.6411    1.7732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -0.2422    0.6534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3423   -0.1419   -0.5397 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8588   -0.9291   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603   -0.5601   -1.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3985   -0.0908   -1.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    0.2376   -1.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8088   -0.2851   -0.4887 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9109    0.5787   -0.5513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2715   -0.1487   -1.1607 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1514   -0.4169   -2.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087   -1.4276   -0.4096 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5664    0.8948   -0.9425 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -0.3798    0.9184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396   -0.7613    1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    0.1230    0.3233 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3183    1.5664    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7003   -0.5664   -0.0565 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7563   -0.6164   -1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0360   -0.4092   -0.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7624   -1.5777   -0.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5987    0.0999    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3388    0.0966    2.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0974    2.4531    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3175    2.5102    0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1906    1.8572   -0.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748   -0.4791    2.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6682    1.2865    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059    1.7220    1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    0.3744    2.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618   -1.2935    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    0.9274   -0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -2.0259   -1.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4658   -0.6269   -2.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8998   -0.7089   -3.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9043    1.3481   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0061   -0.1875   -2.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -1.2719   -0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8286    0.9500    0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9974   -1.1425    1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5669    0.5750    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.7990    0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -0.6831    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253    1.7427    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.7430    0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764    2.2645    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6894   -1.4928    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    0.1365   -1.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -1.6368   -1.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6049    0.4174   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5691   -1.3837    0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 21  2  1  0
 25  2  1  0
 19  5  1  0
 19  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  6
  7 36  1  0
  7 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  6
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  1
 22 51  1  0
 22 52  1  0
 23 53  1  6
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
16a-Hydroxydehydroepiandrosterone 3-sulfate	Generator
16a-Hydroxydehydroepiandrosterone 3-sulfuric acid	Generator
16a-Hydroxydehydroepiandrosterone 3-sulphate	Generator
16a-Hydroxydehydroepiandrosterone 3-sulphuric acid	Generator
16alpha-Hydroxydehydroepiandrosterone 3-sulfuric acid	Generator
16alpha-Hydroxydehydroepiandrosterone 3-sulphate	Generator
16alpha-Hydroxydehydroepiandrosterone 3-sulphuric acid	Generator
16α-Hydroxydehydroepiandrosterone 3-sulfate	Generator
16α-hydroxydehydroepiandrosterone 3-sulfuric acid	Generator
16α-Hydroxydehydroepiandrosterone 3-sulphate	Generator
16α-hydroxydehydroepiandrosterone 3-sulphuric acid	Generator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulfate	HMDB, Generator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acid	HMDB, Generator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulphate	HMDB, Generator
(3b)-16a-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acid	HMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfate	HMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acid	HMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphate	HMDB, Generator
(3b,16a)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acid	HMDB, Generator
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulfate	HMDB, ChEBI
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acid	HMDB, Generator
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulphate	HMDB, Generator
(3beta)-16alpha-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acid	HMDB, Generator
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfate	HMDB, ChEBI
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfuric acid	HMDB, Generator
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphate	HMDB, Generator
(3beta,16alpha)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphuric acid	HMDB, Generator
(3β)-16α-Hydroxy-17-oxoandrost-5-en-3-yl sulfate	HMDB, Generator
(3β)-16α-hydroxy-17-oxoandrost-5-en-3-yl sulfuric acid	HMDB, Generator
(3β)-16α-Hydroxy-17-oxoandrost-5-en-3-yl sulphate	HMDB, Generator
(3β)-16α-hydroxy-17-oxoandrost-5-en-3-yl sulphuric acid	HMDB, Generator
(3β,16α)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulfate	HMDB, Generator
(3β,16α)-16-hydroxy-17-oxoandrost-5-en-3-yl sulfuric acid	HMDB, Generator
(3β,16α)-16-Hydroxy-17-oxoandrost-5-en-3-yl sulphate	HMDB, Generator
(3β,16α)-16-hydroxy-17-oxoandrost-5-en-3-yl sulphuric acid	HMDB, Generator
16a-Hydroxy-DHEA 3-sulfate	HMDB, Generator
16a-Hydroxy-DHEA 3-sulfuric acid	HMDB, Generator
16a-Hydroxy-DHEA 3-sulphate	HMDB, Generator
16a-Hydroxy-DHEA 3-sulphuric acid	HMDB, Generator
16alpha-Hydroxy-DHEA 3-sulfate	HMDB, ChEBI
16alpha-Hydroxy-DHEA 3-sulfuric acid	HMDB, Generator
16alpha-Hydroxy-DHEA 3-sulphate	HMDB, Generator
16alpha-Hydroxy-DHEA 3-sulphuric acid	HMDB, Generator
16α-Hydroxy-DHEA 3-sulfate	HMDB, Generator
16α-hydroxy-DHEA 3-sulfuric acid	HMDB, Generator
16α-Hydroxy-DHEA 3-sulphate	HMDB, Generator
16α-hydroxy-DHEA 3-sulphuric acid	HMDB, Generator
3b-Sulfooxy-16a-hydroxyandrost-5-en-17-one	HMDB, Generator
3b-Sulphooxy-16a-hydroxyandrost-5-en-17-one	HMDB, Generator
3beta-Sulfooxy-16alpha-hydroxyandrost-5-en-17-one	HMDB, ChEBI
3beta-Sulphooxy-16alpha-hydroxyandrost-5-en-17-one	HMDB, Generator
3β-Sulfooxy-16α-hydroxyandrost-5-en-17-one	HMDB, Generator
3β-sulphooxy-16α-hydroxyandrost-5-en-17-one	HMDB, Generator
(3beta,16alpha)-16-Hydroxy-3-(sulfooxy)androst-5-en-17-one	HMDB
(3β,16α)-16-Hydroxy-3-(sulfooxy)androst-5-en-17-one	HMDB
16alpha-Hydroxy DHEA 3-sulfate	HMDB
16alpha-Hydroxy DHEA 3-sulphate	HMDB
16alpha-Hydroxy DHEA sulfate	HMDB
16alpha-Hydroxy DHEA sulphate	HMDB
16alpha-Hydroxy-DHEA sulfate	HMDB
16alpha-Hydroxy-DHEA sulphate	HMDB
16alpha-Hydroxydehydroepiandrosterone 3-sulfate	HMDB
16alpha-Hydroxydehydroisoandrosterone sulfate	HMDB
16alpha-Hydroxydehydroisoandrosterone sulphate	HMDB
16alpha-OH DHEAS	HMDB
16alpha-OH-DHEA-3S	HMDB
16alpha-OH-DHEA-S	HMDB
16alpha-OH-DHEAS	HMDB
16α-Hydroxy DHEA 3-sulfate	HMDB
16α-Hydroxy DHEA 3-sulphate	HMDB
16α-Hydroxy DHEA sulfate	HMDB
16α-Hydroxy DHEA sulphate	HMDB
16α-Hydroxy-DHEA sulfate	HMDB
16α-Hydroxy-DHEA sulphate	HMDB
16α-Hydroxydehydroisoandrosterone sulfate	HMDB
16α-Hydroxydehydroisoandrosterone sulphate	HMDB
16α-OH DHEAS	HMDB
16α-OH-DHEA-3S	HMDB
16α-OH-DHEA-S	HMDB
16α-OH-DHEAS	HMDB
3beta,16alpha-Dihydroxy-5-androsten-17-one 3-sulfate	HMDB
3beta,16alpha-Dihydroxy-5-androsten-17-one 3-sulphate	HMDB
3β,16α-Dihydroxy-5-androsten-17-one 3-sulfate	HMDB
3β,16α-Dihydroxy-5-androsten-17-one 3-sulphate	HMDB
(3beta,16alpha)-3,16-Dihydroxyandrost-5-en-17-one sulfate	HMDB
(3beta,16alpha)-3,16-Dihydroxyandrost-5-en-17-one sulphate	HMDB
(3β,16α)-3,16-Dihydroxyandrost-5-en-17-one sulfate	HMDB
(3β,16α)-3,16-Dihydroxyandrost-5-en-17-one sulphate	HMDB
3b,16a-Dihydroxyandrostenone sulfate	HMDB
3b,16a-Dihydroxyandrostenone sulphate	HMDB
3beta,16alpha-Dihydroxyandrost-5-en-17-one sulfate	HMDB
3beta,16alpha-Dihydroxyandrost-5-en-17-one sulphate	HMDB
3beta,16alpha-Dihydroxyandrostenone sulfate	HMDB
3beta,16alpha-Dihydroxyandrostenone sulphate	HMDB
3β,16α-Dihydroxyandrost-5-en-17-one sulfate	HMDB
3β,16α-Dihydroxyandrost-5-en-17-one sulphate	HMDB
3β,16α-Dihydroxyandrostenone sulfate	HMDB
3β,16α-Dihydroxyandrostenone sulphate	HMDB

Chemical Formula

C₁₉H₂₈O₆S

Average Molecular Weight

384.49

Monoisotopic Molecular Weight

384.160659796

IUPAC Name

[(1S,2R,5S,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

Traditional Name

[(1S,2R,5S,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

CAS Registry Number

4873-65-8

SMILES

[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C19H28O6S/c1-18-7-5-12(25-26(22,23)24)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(20)17(19)21/h3,12-16,20H,4-10H2,1-2H3,(H,22,23,24)/t12-,13+,14-,15-,16+,18-,19-/m0/s1

InChI Key

ALBNSVAJDFJRKQ-DNKQKWOHSA-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
Androstane-skeleton
Hydroxysteroid
17-oxosteroid
Oxosteroid
16-alpha-hydroxysteroid
16-hydroxysteroid
Delta-5-steroid
Sulfate-ester
Sulfuric acid monoester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxide
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Sulfates (LMST05020022 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0062611)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0062611)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0062611)

Source

Endogenous

Endogenous (HMDB: HMDB0062611)

Animal

Animal (HMDB: HMDB0062611)

Exogenous

Food

Food (HMDB: HMDB0062611)

Animal origin

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Lagomorph

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Poultry

Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)

Equine

Horse (FooDB: FOOD00378)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0062611)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0062611)

Lipid metabolism pathway (HMDB: HMDB0062611)

Cellular process

Cell signaling (HMDB: HMDB0062611)

Biochemical process

Lipid transport (HMDB: HMDB0062611)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0062611)

Molecular messenger

Signaling molecule (HMDB: HMDB0062611)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.078 g/l	ALOGPS
LogP	1.22	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.12	ALOGPS
logP	2.55	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	-3.5	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	2	ChemAxon
Refractivity	96.14 m³·mol⁻¹	ChemAxon
Polarizability	40.69 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
DeepCCS	[M-2H]-	220.832	30932474
DeepCCS	[M+Na]+	195.267	30932474
AllCCS	[M+H]+	191.5	32859911
AllCCS	[M+H-H2O]+	189.1	32859911
AllCCS	[M+NH4]+	193.7	32859911
AllCCS	[M+Na]+	194.3	32859911
AllCCS	[M-H]-	189.3	32859911
AllCCS	[M+Na-2H]-	189.8	32859911
AllCCS	[M+HCOO]-	190.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.33 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7156 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2640.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	283.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	190.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	307.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	591.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	687.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1142.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	454.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1587.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	443.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	322.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	299.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	75.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
16alpha-Hydroxy DHEA 3-sulfate	[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	3663.6	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate	[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	2809.5	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate	[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	3249.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
16alpha-Hydroxy DHEA 3-sulfate,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)C2=O	3236.3	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O)C2=O	3246.4	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,1TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC(O)=C2O[Si](C)(C)C	3216.3	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)C2=O	3287.2	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)C2=O	3303.0	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)C2=O	3997.1	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C	3245.3	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C	3202.9	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C	4059.5	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC(O)=C2O[Si](C)(C)C	3232.9	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC(O)=C2O[Si](C)(C)C	3207.2	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC(O)=C2O[Si](C)(C)C	3959.1	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C	3265.8	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C	3399.2	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC(O[Si](C)(C)C)=C2O[Si](C)(C)C	3901.5	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]2(C)C1=O	3498.5	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@@H](O)C(=O)[C@@]4(C)CC[C@@H]32)C1	3485.3	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3472.3	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[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@]2(C)C1=O	3745.4	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[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@]2(C)C1=O	3908.6	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[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@]2(C)C1=O	4151.0	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]2C1	3742.1	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]2C1	3774.5	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]2C1	4211.8	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C[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	3679.8	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C[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	3787.2	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C[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	4128.1	Standard polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@@]43C)[C@@H]2C1	3907.0	Semi standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@@]43C)[C@@H]2C1	4227.8	Standard non polar	33892256
16alpha-Hydroxy DHEA 3-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)[C@@]2(C)CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@@]43C)[C@@H]2C1	4083.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0cdl-0049000000-273a75dc3d6141b9788c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate GC-MS (1 TMS) - 70eV, Positive	splash10-0096-1049800000-47818e0e6c4513508f92	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16alpha-Hydroxy DHEA 3-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 - 16alpha-Hydroxy DHEA 3-sulfate 10V, Positive-QTOF	splash10-000i-0049000000-ae4f8e4741067f9517ce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 20V, Positive-QTOF	splash10-000i-0091000000-5484c08bc6ae08337006	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 40V, Positive-QTOF	splash10-0cdj-2690000000-0b46374982741b156bdc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 10V, Negative-QTOF	splash10-001i-0019000000-23a63b39a7b42e2be350	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 20V, Negative-QTOF	splash10-0udr-0059000000-03cbbc461804a913280a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 40V, Negative-QTOF	splash10-0f80-6093000000-9277a26e795d1d7493dd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 10V, Positive-QTOF	splash10-000i-0019000000-8ae59fa662a1ec302469	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 20V, Positive-QTOF	splash10-000i-0292000000-e74355bcadf5363f37a1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 40V, Positive-QTOF	splash10-052f-3941000000-8caacde77c9e4e47392a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 10V, Negative-QTOF	splash10-001i-0009000000-5c281ab6096b4ad82924	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 20V, Negative-QTOF	splash10-001i-1009000000-7f5e5a2d241c356bfa10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16alpha-Hydroxy DHEA 3-sulfate 40V, Negative-QTOF	splash10-002b-5009000000-1642eed98c9ed3da713b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.432 +/- 0.0468 uM	Adult (>18 years old)	Female	Pregnancy (not in labour)	6444637	details
Blood	Detected and Quantified	0.349 +/- 0.0416 uM	Adult (>18 years old)	Female	Pregnancy (onset of labour)	6444637	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB034847

KNApSAcK ID

Not Available

Chemspider ID

24850136

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20848951

PDB ID

Not Available

ChEBI ID

87774

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Easterling, William E., Jr.; Simmer, Hans H.; Dignam, William J.; Frankland, Marjorie V.; Naftolin, Frederick. Neutral C19 steroids and steroid sulfates in human pregnancy. II. Dehydroepiandrosterone sulfate, 16a-hydroxydehydroepiandrosterone, and 16a-hydroxydehydroepiandrosterone sulfate in maternal and fetal blood of pregnancies with anencephalic and normal fetuses. Steroids (1966), 8(2), 157-78.

Material Safety Data Sheet (MSDS)

Not Available

General References

Smith JL, Lewindon PJ, Hoskins AC, Pereira TN, Setchell KD, O'Connell NC, Shepherd RW, Ramm GA: Endogenous ursodeoxycholic acid and cholic acid in liver disease due to cystic fibrosis. Hepatology. 2004 Jun;39(6):1673-82. [PubMed:15185309 ]
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 ]
Schweigmann H, Sanchez-Guijo A, Ugele B, Hartmann K, Hartmann MF, Bergmann M, Pfarrer C, Doring B, Wudy SA, Petzinger E, Geyer J, Grosser G: Transport of the placental estriol precursor 16alpha-hydroxy-dehydroepiandrosterone sulfate (16alpha-OH-DHEAS) by stably transfected OAT4-, SOAT-, and NTCP-HEK293 cells. J Steroid Biochem Mol Biol. 2014 Sep;143:259-65. doi: 10.1016/j.jsbmb.2014.03.013. Epub 2014 Apr 6. [PubMed:24717977 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Branchaud CL, Goodyer CG, Lipowski LS: Progesterone and estrogen production by placental monolayer cultures: effect of dehydroepiandrosterone and luteinizing hormone-releasing hormone. J Clin Endocrinol Metab. 1983 Apr;56(4):761-6. doi: 10.1210/jcem-56-4-761. [PubMed:6220027 ]
Matsumura I, Hashino M, Maruyama S, Yanaihara T, Nakayama T: [Relation between size of fetal and neonatal adrenal glands and steroid levels in maternal and neonatal serum]. Nihon Sanka Fujinka Gakkai Zasshi. 1987 Dec;39(12):2125-32. [PubMed:2963083 ]
Raju U, Levitz M, Jacobowitz G, Fleisher M, Bencsath FA, Field FH, Breed CN, Naganuma H, Bradlow HL: Quantification of the sulfates of 16 alpha-hydroxy androgens that are possible precursors of estriol-3-sulfate in human breast cyst fluid. Steroids. 1987 Oct-Dec;50(4-6):559-74. doi: 10.1016/0039-128x(87)90039-0. [PubMed:2974194 ]
Nakayama T, Yanaihara T: Placental sulfatase deficiency. Biochemical and clinical aspects. Contrib Gynecol Obstet. 1982;9:145-56. [PubMed:6216072 ]
Dibbelt L, Kuss E: Human placental steroid-sulfatase. Kinetics of the in-vitro hydrolysis of dehydroepiandrosterone 3-sulfate and of 16 alpha-hydroxydehydroepiandrosterone 3-sulfate. Hoppe Seylers Z Physiol Chem. 1983 Feb;364(2):187-91. [PubMed:6220952 ]
Yamaji T, Ishibashi M, Katayama S, Kosaka K: Serum 16 beta-hydroxydehydroepiandrosterone sulfate in man. J Clin Endocrinol Metab. 1980 May;50(5):955-60. doi: 10.1210/jcem-50-5-955. [PubMed:6445373 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 16alpha-Hydroxy DHEA 3-sulfate (HMDB0062544)

MOL for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

3D MOL for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

3D SDF for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

3D-SDF for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

PDB for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

3D PDB for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

SMILES for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

INCHI for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

Structure for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

3D Structure for HMDB0062544 (16alpha-Hydroxy DHEA 3-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra