MiMeDB: Showing metabocard for 16alpha-Hydroxy DHEA 3-sulfate (MMDBc0000696)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:52:57 UTC

Update Date

2024-04-30 19:33:33 UTC

Metabolite ID

MMDBc0000696

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>
MMDBc0000696

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₉H₂₈O₆S

Average Mass

384.49

Monoisotopic Mass

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

Not Available

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 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.088 g/L	ALOGPS
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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0cdl-0049000000-273a75dc3d6141b9788c	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0096-1049800000-47818e0e6c4513508f92	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0049000000-ae4f8e4741067f9517ce	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0091000000-5484c08bc6ae08337006	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0cdj-2690000000-0b46374982741b156bdc	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0019000000-23a63b39a7b42e2be350	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udr-0059000000-03cbbc461804a913280a	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f80-6093000000-9277a26e795d1d7493dd	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0019000000-8ae59fa662a1ec302469	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0292000000-e74355bcadf5363f37a1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-3941000000-8caacde77c9e4e47392a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0009000000-5c281ab6096b4ad82924	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1009000000-7f5e5a2d241c356bfa10	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002b-5009000000-1642eed98c9ed3da713b	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Placenta

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620

External Links

HMDB ID

HMDB0062611

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

References

Synthesis Reference

Not Available

General References

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 ]
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 ]
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 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
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. doi: 10.1002/hep.20238. [PubMed:15185309 ]
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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. 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 ]
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 (MMDBc0000696)

MOL for #<Metabolite:0x00007fdb4b912980>

3D MOL for #<Metabolite:0x00007fdb4b912980>

3D SDF for #<Metabolite:0x00007fdb4b912980>

3D-SDF for #<Metabolite:0x00007fdb4b912980>

PDB for #<Metabolite:0x00007fdb4b912980>

3D PDB for #<Metabolite:0x00007fdb4b912980>

SMILES for #<Metabolite:0x00007fdb4b912980>

INCHI for #<Metabolite:0x00007fdb4b912980>

Structure for #<Metabolite:0x00007fdb4b912980>

3D Structure for #<Metabolite:0x00007fdb4b912980>