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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:41:24 UTC

HMDB ID

HMDB0001032

Secondary Accession Numbers

HMDB01032

Metabolite Identification

Common Name

Dehydroepiandrosterone sulfate

Description

Dehydroepiandrosterone sulfate or DHEA-S is the sulfated form of dehydroepiandrosterone (DHEA). This sulfation is reversibly catalyzed by sulfotransferase 2A1 (SULT2A1) primarily in the adrenals, the liver, and small intestine. In the blood, most DHEA is found as DHEA-S with levels that are about 300 times higher than those of free DHEA. Orally-ingested DHEA is converted into its sulfate when passing through the intestines and liver. Whereas DHEA levels naturally reach their peak in the early morning hours, DHEAS levels show no diurnal variation. From a practical point of view, measurement of DHEA-S is preferable to DHEA since levels are more stable. DHEA (from which DHEA-S comes from) is a natural steroid prohormone produced from cholesterol by the adrenal glands, the gonads, adipose tissue, brain, and in the skin (by an autocrine mechanism). DHEA is the precursor of androstenedione, which can undergo further conversion to produce the androgen testosterone and the estrogens estrone and estradiol. DHEA is also a potent sigma-1 agonist. Serum dehydroepiandrosterone sulfate is a classic marker for adrenarche, and subsequently for the individual hormonal milieu (PMID: 10599744 ). Dehydroepiandrosterone sulfate is an endogenously produced sex steroid that has been hypothesized to have anti-aging effects (PMID: 16960027 ). It also has been inversely associated with the development of atherosclerosis (PMID: 8956025 ).

Structure

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


  Mrv1652306191804272D          

 28 31  0  0  0  0            999 V2000
10000.004110000.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.144510001.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1445 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8632 9998.1238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1483 9998.5377    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7344 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5600 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4291 9998.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.430310000.1945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.7162 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2912 9999.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5767 9999.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5767 9998.5410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2912 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.430810001.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.716310000.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7163 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4308 9999.3746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.1453 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.145310000.6121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0029 9999.3661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0029 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7174 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4319 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9299 9999.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.414810000.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.930010000.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.185010001.6515    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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 13  4  1  1  0  0  0
 11 21  1  0  0  0  0
 14 22  1  0  0  0  0
 21  1  1  1  0  0  0
 20  2  1  1  0  0  0
 19  3  1  6  0  0  0
 17 21  1  0  0  0  0
 24 18  1  0  0  0  0
 18  9  1  1  0  0  0
 17 10  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 19 25  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

HMDB0001032
     RDKit          3D
Dehydroepiandrosterone sulfate
 53 56  0  0  0  0  0  0  0  0999 V2000
   -3.5475   -0.4532   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3419    0.5452   -0.6798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5573    1.7536   -1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913    1.4550   -1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    0.6524   -0.1252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3561   -0.5598    0.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7083   -1.3071    1.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6389   -1.7385    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3720   -0.9883    0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180   -1.4544   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -0.4351    0.2590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6290    0.0046   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1489   -0.4515   -0.1262 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.0877   -1.6994    0.7291 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0591   -0.7949   -1.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8670    0.7986    0.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.7122    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8863    1.3450    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.3267   -0.4126 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2052    0.3632   -1.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -0.0302    0.5520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110   -0.9905    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269   -0.2602    0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835    0.8942   -0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3948    1.8394   -0.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1700   -1.2757   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1478    0.0429   -2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6253   -0.8153   -2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7580    2.6114   -0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9360    2.0389   -2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    0.9252   -2.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5496    2.4160   -1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5400    1.3035    0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.2015   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2573   -2.2237    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -0.6651    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688   -2.6982    1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -1.6249   -1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -2.4681    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2534   -0.9659    1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2035    1.0614    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6952    0.4346    2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833    1.4998    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9325    0.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2600    2.0586   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2925    0.1829   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    1.4107   -2.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -0.3963   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    0.7869    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060   -1.1153    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7000   -1.9760    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4671    0.1201    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -0.9264    0.2952 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  6
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  1
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  1
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
M  END


  Mrv1652306191804272D          

 28 31  0  0  0  0            999 V2000
10000.004110000.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.144510001.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1445 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8632 9998.1238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1483 9998.5377    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7344 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5600 9999.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4291 9998.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.430310000.1945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.7162 9998.9596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2912 9999.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5767 9999.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5767 9998.5410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2912 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.430810001.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.716310000.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7163 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4308 9999.3746    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.1453 9999.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.145310000.6121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0029 9999.3661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0029 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7174 9998.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4319 9998.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9299 9999.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.414810000.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.930010000.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.185010001.6515    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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 13  4  1  1  0  0  0
 11 21  1  0  0  0  0
 14 22  1  0  0  0  0
 21  1  1  1  0  0  0
 20  2  1  1  0  0  0
 19  3  1  6  0  0  0
 17 21  1  0  0  0  0
 24 18  1  0  0  0  0
 18  9  1  1  0  0  0
 17 10  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 19 25  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001032

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(=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/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1

> <INCHI_KEY>
CZWCKYRVOZZJNM-USOAJAOKSA-N

> <FORMULA>
C19H28O5S

> <MOLECULAR_WEIGHT>
368.488

> <EXACT_MASS>
368.165744696

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
39.8474725985752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.49

> <JCHEM_LOGP>
3.416690823333334

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.957705855662745

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3632754765266997

> <JCHEM_PKA_STRONGEST_BASIC>
-7.4756492107864165

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
94.6507

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,5S,10R,11S,15S)-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

$$$$

HMDB0001032
     RDKit          3D
Dehydroepiandrosterone sulfate
 53 56  0  0  0  0  0  0  0  0999 V2000
   -3.5475   -0.4532   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3419    0.5452   -0.6798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5573    1.7536   -1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913    1.4550   -1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    0.6524   -0.1252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3561   -0.5598    0.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7083   -1.3071    1.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6389   -1.7385    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3720   -0.9883    0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180   -1.4544   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -0.4351    0.2590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6290    0.0046   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1489   -0.4515   -0.1262 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.0877   -1.6994    0.7291 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0591   -0.7949   -1.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8670    0.7986    0.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.7122    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8863    1.3450    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.3267   -0.4126 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2052    0.3632   -1.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -0.0302    0.5520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110   -0.9905    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269   -0.2602    0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835    0.8942   -0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3948    1.8394   -0.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1700   -1.2757   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1478    0.0429   -2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6253   -0.8153   -2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7580    2.6114   -0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9360    2.0389   -2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    0.9252   -2.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5496    2.4160   -1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5400    1.3035    0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.2015   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2573   -2.2237    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -0.6651    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688   -2.6982    1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -1.6249   -1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -2.4681    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2534   -0.9659    1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2035    1.0614    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6952    0.4346    2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833    1.4998    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9325    0.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2600    2.0586   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2925    0.1829   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    1.4107   -2.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -0.3963   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    0.7869    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060   -1.1153    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7000   -1.9760    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4671    0.1201    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -0.9264    0.2952 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  6
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  1
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  1
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 19-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-18         0                                  
HETATM    1  C   UNK     0    8666.6748667.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8670.6708669.361   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0    8670.6708664.725   0.000  0.00  0.00           H+0
HETATM    4  O   UNK     0    8662.6788663.164   0.000  0.00  0.00           O+0
HETATM    5  S   UNK     0    8661.3438663.937   0.000  0.00  0.00           S+0
HETATM    6  O   UNK     0    8660.5718665.272   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8662.1128665.272   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8660.0018663.161   0.000  0.00  0.00           O+0
HETATM    9  H   UNK     0    8669.3378667.030   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0    8668.0048664.725   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0    8665.3448666.253   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0108665.483   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.0108663.943   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.3448663.173   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.3378668.579   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.0048667.809   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.0048666.269   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8669.3378665.499   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8670.6718666.269   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.6718667.809   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8666.6728665.483   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8666.6728663.943   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.0068663.173   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8669.3408663.943   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8672.1368665.793   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8673.0418667.039   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8672.1368668.285   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0    8672.6128669.749   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   20                                                            
CONECT    3   19                                                            
CONECT    4    5   13                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9   18                                                            
CONECT   10   17                                                            
CONECT   11   12   21                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14    4                                                  
CONECT   14   13   22                                                       
CONECT   15   16   20                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21   10                                             
CONECT   18   17   19   24    9                                             
CONECT   19   18   20    3   25                                             
CONECT   20   15   19    2   27                                             
CONECT   21   22   11    1   17                                             
CONECT   22   21   23   14                                                  
CONECT   23   22   24                                                       
CONECT   24   23   18                                                       
CONECT   25   26   19                                                       
CONECT   26   25   27                                                       
CONECT   27   26   20   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0001032
HETATM    1  C1  UNL     1      -3.548  -0.453  -1.771  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.342   0.545  -0.680  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.557   1.754  -1.125  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.091   1.455  -1.264  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.511   0.652  -0.125  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.356  -0.560   0.202  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.708  -1.307   1.314  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.639  -1.738   0.881  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.372  -0.988   0.092  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.718  -1.454  -0.317  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.688  -0.435   0.259  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.629   0.005  -0.657  1.00  0.00           O  
HETATM   13  S1  UNL     1       6.149  -0.452  -0.126  1.00  0.00           S  
HETATM   14  O2  UNL     1       6.088  -1.699   0.729  1.00  0.00           O  
HETATM   15  O3  UNL     1       7.059  -0.795  -1.291  1.00  0.00           O  
HETATM   16  O4  UNL     1       6.867   0.799   0.767  1.00  0.00           O  
HETATM   17  C12 UNL     1       2.998   0.712   0.948  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.886   1.345   0.186  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.918   0.327  -0.413  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.205   0.363  -1.919  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.707  -0.030   0.552  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.711  -0.990   1.033  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.027  -0.260   0.774  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.684   0.894  -0.137  1.00  0.00           C  
HETATM   25  O5  UNL     1      -5.395   1.839  -0.321  1.00  0.00           O  
HETATM   26  H1  UNL     1      -4.170  -1.276  -1.364  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.148   0.043  -2.570  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.625  -0.815  -2.246  1.00  0.00           H  
HETATM   29  H4  UNL     1      -2.758   2.611  -0.455  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.936   2.039  -2.128  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.871   0.925  -2.224  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.550   2.416  -1.302  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.540   1.303   0.785  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.353  -1.202  -0.696  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.257  -2.224   1.615  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.554  -0.665   2.226  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.069  -2.698   1.204  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.841  -1.625  -1.394  1.00  0.00           H  
HETATM   39  H14 UNL     1       2.903  -2.468   0.148  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.253  -0.966   1.079  1.00  0.00           H  
HETATM   41  H16 UNL     1       6.203   1.061   1.463  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.695   0.435   2.000  1.00  0.00           H  
HETATM   43  H18 UNL     1       3.783   1.500   1.095  1.00  0.00           H  
HETATM   44  H19 UNL     1       1.275   1.933   0.915  1.00  0.00           H  
HETATM   45  H20 UNL     1       2.260   2.059  -0.553  1.00  0.00           H  
HETATM   46  H21 UNL     1       2.292   0.183  -2.029  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.062   1.411  -2.307  1.00  0.00           H  
HETATM   48  H23 UNL     1       0.650  -0.396  -2.478  1.00  0.00           H  
HETATM   49  H24 UNL     1      -2.588   0.787   1.283  1.00  0.00           H  
HETATM   50  H25 UNL     1      -3.606  -1.115   2.135  1.00  0.00           H  
HETATM   51  H26 UNL     1      -3.700  -1.976   0.525  1.00  0.00           H  
HETATM   52  H27 UNL     1      -5.467   0.120   1.725  1.00  0.00           H  
HETATM   53  H28 UNL     1      -5.745  -0.926   0.295  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   21   24
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   19   33
CONECT    6    7   21   34
CONECT    7    8   35   36
CONECT    8    9    9   37
CONECT    9   10   19
CONECT   10   11   38   39
CONECT   11   12   17   40
CONECT   12   13
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   41
CONECT   17   18   42   43
CONECT   18   19   44   45
CONECT   19   20
CONECT   20   46   47   48
CONECT   21   22   49
CONECT   22   23   50   51
CONECT   23   24   52   53
CONECT   24   25   25
END

HMDB0001032
     RDKit          3D
Dehydroepiandrosterone sulfate
 53 56  0  0  0  0  0  0  0  0999 V2000
   -3.5475   -0.4532   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3419    0.5452   -0.6798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5573    1.7536   -1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913    1.4550   -1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110    0.6524   -0.1252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3561   -0.5598    0.2015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7083   -1.3071    1.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6389   -1.7385    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3720   -0.9883    0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180   -1.4544   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883   -0.4351    0.2590 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6290    0.0046   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1489   -0.4515   -0.1262 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.0877   -1.6994    0.7291 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0591   -0.7949   -1.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8670    0.7986    0.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.7122    0.9477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8863    1.3450    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.3267   -0.4126 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2052    0.3632   -1.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072   -0.0302    0.5520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110   -0.9905    1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269   -0.2602    0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6835    0.8942   -0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3948    1.8394   -0.3213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1700   -1.2757   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1478    0.0429   -2.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6253   -0.8153   -2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7580    2.6114   -0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9360    2.0389   -2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705    0.9252   -2.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5496    2.4160   -1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5400    1.3035    0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -1.2015   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2573   -2.2237    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536   -0.6651    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688   -2.6982    1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -1.6249   -1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -2.4681    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2534   -0.9659    1.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2035    1.0614    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6952    0.4346    2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833    1.4998    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754    1.9325    0.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2600    2.0586   -0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2925    0.1829   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    1.4107   -2.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -0.3963   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    0.7869    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060   -1.1153    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7000   -1.9760    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4671    0.1201    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -0.9264    0.2952 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  6
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  1
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  1
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3-beta)-3-(Sulfooxy)androst-5-en-17-one	ChEBI
17-Ketoandrost-5-en-3beta-yl sulfate	ChEBI
17-Oxoandrost-5-en-3beta-yl hydrogen sulphate	ChEBI
3-O-Sulfodehydroepiandrosterone	ChEBI
3beta-Hydroxyandrost-5-en-17-one 3-sulfate	ChEBI
Androst-5-en-17-on-3beta-yl sulfuric acid	ChEBI
Dehydroepiandrosterone 3-sulfate	ChEBI
Dehydroepiandrosterone monosulfate	ChEBI
Dehydroepiandrosterone sulphate	ChEBI
Dehydroisoandrosterone sulfate	ChEBI
Dehydroisoandrosterone-3-sulfate	ChEBI
DHEA sulfate	ChEBI
DHEA-S	ChEBI
DHEAS	ChEBI
Prasterone sulfate	ChEBI
(3-b)-3-(Sulfooxy)androst-5-en-17-one	Generator
(3-b)-3-(Sulphooxy)androst-5-en-17-one	Generator
(3-beta)-3-(Sulphooxy)androst-5-en-17-one	Generator
(3-Β)-3-(sulfooxy)androst-5-en-17-one	Generator
(3-Β)-3-(sulphooxy)androst-5-en-17-one	Generator
17-Ketoandrost-5-en-3b-yl sulfate	Generator
17-Ketoandrost-5-en-3b-yl sulfuric acid	Generator
17-Ketoandrost-5-en-3b-yl sulphate	Generator
17-Ketoandrost-5-en-3b-yl sulphuric acid	Generator
17-Ketoandrost-5-en-3beta-yl sulfuric acid	Generator
17-Ketoandrost-5-en-3beta-yl sulphate	Generator
17-Ketoandrost-5-en-3beta-yl sulphuric acid	Generator
17-Ketoandrost-5-en-3β-yl sulfate	Generator
17-Ketoandrost-5-en-3β-yl sulfuric acid	Generator
17-Ketoandrost-5-en-3β-yl sulphate	Generator
17-Ketoandrost-5-en-3β-yl sulphuric acid	Generator
17-Oxoandrost-5-en-3b-yl hydrogen sulfate	Generator
17-Oxoandrost-5-en-3b-yl hydrogen sulfuric acid	Generator
17-Oxoandrost-5-en-3b-yl hydrogen sulphate	Generator
17-Oxoandrost-5-en-3b-yl hydrogen sulphuric acid	Generator
17-Oxoandrost-5-en-3beta-yl hydrogen sulfate	Generator
17-Oxoandrost-5-en-3beta-yl hydrogen sulfuric acid	Generator
17-Oxoandrost-5-en-3beta-yl hydrogen sulphuric acid	Generator
17-Oxoandrost-5-en-3β-yl hydrogen sulfate	Generator
17-Oxoandrost-5-en-3β-yl hydrogen sulfuric acid	Generator
17-Oxoandrost-5-en-3β-yl hydrogen sulphate	Generator
17-Oxoandrost-5-en-3β-yl hydrogen sulphuric acid	Generator
3-O-Sulphodehydroepiandrosterone	Generator
3b-Hydroxyandrost-5-en-17-one 3-sulfate	Generator
3b-Hydroxyandrost-5-en-17-one 3-sulfuric acid	Generator
3b-Hydroxyandrost-5-en-17-one 3-sulphate	Generator
3b-Hydroxyandrost-5-en-17-one 3-sulphuric acid	Generator
3beta-Hydroxyandrost-5-en-17-one 3-sulfuric acid	Generator
3beta-Hydroxyandrost-5-en-17-one 3-sulphate	Generator
3beta-Hydroxyandrost-5-en-17-one 3-sulphuric acid	Generator
3Β-hydroxyandrost-5-en-17-one 3-sulfate	Generator
3Β-hydroxyandrost-5-en-17-one 3-sulfuric acid	Generator
3Β-hydroxyandrost-5-en-17-one 3-sulphate	Generator
3Β-hydroxyandrost-5-en-17-one 3-sulphuric acid	Generator
Androst-5-en-17-on-3b-yl sulfate	Generator
Androst-5-en-17-on-3b-yl sulfuric acid	Generator
Androst-5-en-17-on-3b-yl sulphate	Generator
Androst-5-en-17-on-3b-yl sulphuric acid	Generator
Androst-5-en-17-on-3beta-yl sulfate	Generator
Androst-5-en-17-on-3beta-yl sulphate	Generator
Androst-5-en-17-on-3beta-yl sulphuric acid	Generator
Androst-5-en-17-on-3β-yl sulfate	Generator
Androst-5-en-17-on-3β-yl sulfuric acid	Generator
Androst-5-en-17-on-3β-yl sulphate	Generator
Androst-5-en-17-on-3β-yl sulphuric acid	Generator
Dehydroepiandrosterone 3-sulfuric acid	Generator
Dehydroepiandrosterone 3-sulphate	Generator
Dehydroepiandrosterone 3-sulphuric acid	Generator
Dehydroepiandrosterone monosulfuric acid	Generator
Dehydroepiandrosterone monosulphate	Generator
Dehydroepiandrosterone monosulphuric acid	Generator
Dehydroepiandrosterone sulfuric acid	Generator
Dehydroepiandrosterone sulphuric acid	Generator
Dehydroisoandrosterone sulfuric acid	Generator
Dehydroisoandrosterone sulphate	Generator
Dehydroisoandrosterone sulphuric acid	Generator
Dehydroisoandrosterone-3-sulfuric acid	Generator
Dehydroisoandrosterone-3-sulphate	Generator
Dehydroisoandrosterone-3-sulphuric acid	Generator
DHEA sulfuric acid	Generator
DHEA sulphate	Generator
DHEA sulphuric acid	Generator
Prasterone sulfuric acid	Generator
Prasterone sulphate	Generator
Prasterone sulphuric acid	Generator
(3beta)-3-(Sulfooxy)-androst-5-en-17-one	HMDB
17-Oxoandrost-5-en-3-yl hydrogen sulfate	HMDB
17-Oxoandrost-5-en-3-yl hydrogen sulphate	HMDB
3-b-Hydroxyandrost-5-en-17-one 3-sulfate	HMDB
3-b-Hydroxyandrost-5-en-17-one 3-sulphate	HMDB
3-beta-Hydroxyandrost-5-en-17-one 3-sulfate	HMDB
3-beta-Hydroxyandrost-5-en-17-one 3-sulphate	HMDB
3b-Hydroxy-androst-5-en-17-one hydrogen sulfate	HMDB
3b-Hydroxy-androst-5-en-17-one hydrogen sulphate	HMDB
3beta-Hydroxy-androst-5-en-17-one hydrogen sulfate	HMDB
3beta-Hydroxy-androst-5-en-17-one hydrogen sulphate	HMDB
Dehydroepiandrosterone-3-sulfate	HMDB
Dehydroepiandrosterone-3-sulphate	HMDB
Formylisoglutamic acid	HMDB
Prasterone-3-sulfate	HMDB
Prasterone-3-sulphate	HMDB
DHA sulfate	HMDB
Sulfate, dehydroisoandrosterone	HMDB
Sulfate, prasterone	HMDB
Sulfate, dhea	HMDB
Sulfate, dehydroepiandrosterone	HMDB
Sulfate, dha	HMDB

Chemical Formula

C₁₉H₂₈O₅S

Average Molecular Weight

368.488

Monoisotopic Molecular Weight

368.165744696

IUPAC Name

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

CAS Registry Number

651-48-9

SMILES

[H][C@@]12CCC(=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/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1

InChI Key

CZWCKYRVOZZJNM-USOAJAOKSA-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
17-oxosteroid
Oxosteroid
Delta-5-steroid
Sulfuric acid ester
Alkyl sulfate
Sulfuric acid monoester
Sulfate-ester
Organic sulfuric acid or derivatives
Ketone
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:16814 )
17-oxo steroid (CHEBI:16814 )
sulfates (C04555 )
C19 steroids (androgens) and derivatives (C04555 )
Androgens (C04555 )
Sulfates (LMST05020010 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Stroke (HMDB: HMDB0001032)

Central nervous system disorder

Psychiatric disorder

Irritability (HMDB: HMDB0001032)

Schizophrenia (HMDB: HMDB0001032)
Polycystic ovary syndrome (HMDB: HMDB0001032)
Hair loss (HMDB: HMDB0001032)
Benign prostatic hyperplasia (HMDB: HMDB0001032)
Acne (HMDB: HMDB0001032)

Circulatory system disorder

Cardiac disorder

Heart disease (HMDB: HMDB0001032)

Non-excretory biofluid

Blood (PMID: 15531511)

Excreta

Urine (PMID: 18501914)
Feces (PMID: 27275383)

Cellular substructure

Tissue substructure

Hepatic tissue (HMDB: HMDB0001032)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001032)

Source

Endogenous

Endogenous (HMDB: HMDB0001032)

Exogenous

Food

Food (HMDB: HMDB0001032)

Animal origin

Poultry

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

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Lagomorph

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Role

Biological role

metabolite (HMDB: HMDB0001032)
Membrane stabilizer (HMDB: HMDB0001032)

Modulator

Inhibitor

Enzyme inhibitor

EC 2.7.1.33 (pantothenate kinase) inhibitor (HMDB: HMDB0001032)

Molecular messenger

Signaling molecule (HMDB: HMDB0001032)

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001032)

Biomarker

Alzheimer's Disease (MarkerDB: MDB00000294)
11-beta-hydroxylase deficiency (MarkerDB: MDB00000294)
Polycystic ovary syndrome (MarkerDB: MDB00000294)
X-Linked Ichthyosis (MarkerDB: MDB00000294)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001032)

Emulsifier (HMDB: HMDB0001032)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0081 g/L	ALOGPS
logP	0.49	ALOGPS
logP	3.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.65 m³·mol⁻¹	ChemAxon
Polarizability	39.85 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.833	31661259
DarkChem	[M-H]-	181.107	31661259
AllCCS	[M+H]+	189.648	32859911
AllCCS	[M-H]-	187.354	32859911
DeepCCS	[M-2H]-	226.52	30932474
DeepCCS	[M+Na]+	201.611	30932474
AllCCS	[M+H]+	189.6	32859911
AllCCS	[M+H-H2O]+	187.1	32859911
AllCCS	[M+NH4]+	192.0	32859911
AllCCS	[M+Na]+	192.7	32859911
AllCCS	[M-H]-	187.4	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	188.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dehydroepiandrosterone sulfate	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	3440.0	Standard polar	33892256
Dehydroepiandrosterone sulfate	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	2821.6	Standard non polar	33892256
Dehydroepiandrosterone sulfate	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	3146.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dehydroepiandrosterone sulfate,1TMS,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]1CCC2=O	3118.3	Semi standard non polar	33892256
Dehydroepiandrosterone sulfate,1TMS,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]1CCC2=O	3010.5	Standard non polar	33892256
Dehydroepiandrosterone sulfate,1TMS,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]1CCC2=O	3791.2	Standard polar	33892256
Dehydroepiandrosterone sulfate,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3095.6	Semi standard non polar	33892256
Dehydroepiandrosterone sulfate,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2859.8	Standard non polar	33892256
Dehydroepiandrosterone sulfate,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3817.0	Standard polar	33892256
Dehydroepiandrosterone 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]1CC=C2O[Si](C)(C)C	3141.2	Semi standard non polar	33892256
Dehydroepiandrosterone 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]1CC=C2O[Si](C)(C)C	3073.5	Standard non polar	33892256
Dehydroepiandrosterone 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]1CC=C2O[Si](C)(C)C	3741.8	Standard polar	33892256
Dehydroepiandrosterone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@@H]32)C1	3356.5	Semi standard non polar	33892256
Dehydroepiandrosterone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@@H]32)C1	3326.6	Standard non polar	33892256
Dehydroepiandrosterone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@@H]32)C1	3905.0	Standard polar	33892256
Dehydroepiandrosterone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3357.9	Semi standard non polar	33892256
Dehydroepiandrosterone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3123.0	Standard non polar	33892256
Dehydroepiandrosterone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3966.8	Standard polar	33892256
Dehydroepiandrosterone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[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	3605.0	Semi standard non polar	33892256
Dehydroepiandrosterone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[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	3611.8	Standard non polar	33892256
Dehydroepiandrosterone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[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	3917.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroepiandrosterone sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-0097000000-e6d4f60e9803940d2f55	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroepiandrosterone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 10V, Negative-QTOF	splash10-014i-0009000000-d49a8b7164a230745f20	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 20V, Negative-QTOF	splash10-014i-3009000000-bd7e895ed74eba8a0f23	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 40V, Negative-QTOF	splash10-0002-9000000000-8d7ea5bd8a8a0d5219c7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 30V, Negative-QTOF	splash10-0002-9001000000-5d89a4081c0f6b0c3324	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 10V, Positive-QTOF	splash10-014i-0049000000-f9a938b029283c157bdf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 20V, Positive-QTOF	splash10-00di-0091000000-c2b83d86ae8174524e1d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 40V, Positive-QTOF	splash10-0udi-5792000000-20638b1484fe342eb3c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 10V, Negative-QTOF	splash10-014i-0029000000-79344bc1ba3ea2c26db7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 20V, Negative-QTOF	splash10-00kr-1092000000-3b129a6c30b2629e1661	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 40V, Negative-QTOF	splash10-008i-6090000000-35cc2726715438281170	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 10V, Negative-QTOF	splash10-014i-0009000000-c58c9c29bacda1fca240	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 20V, Negative-QTOF	splash10-014i-1009000000-d5f9b663138c7975150b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 40V, Negative-QTOF	splash10-0002-9105000000-a5c4a9d21c991c730dab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 10V, Positive-QTOF	splash10-014i-0019000000-e7315ac14210f0dc3930	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 20V, Positive-QTOF	splash10-0uk9-0292000000-06a461930592bd575f19	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroepiandrosterone sulfate 40V, Positive-QTOF	splash10-0a4m-4920000000-e6055497e2f92515f76a	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Kidney
Liver
Placenta
Prostate

Pathways

Name	SMPDB/PathBank	KEGG
Androgen and Estrogen Metabolism
17-Beta Hydroxysteroid Dehydrogenase III Deficiency		Not Available
Aromatase deficiency		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	3.47 +/- 1.20 uM	Adult (>18 years old)	Female	Normal	15531511	details
Blood	Detected and Quantified	28.9-40.7 uM	Newborn (0-30 days old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.81-16.28 uM	Infant (2 - <6 months old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.27-4.89 uM	Infant (6 months - <1 year old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0-3.26 uM	Children (1 - <6 years old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.27-4.34 uM	Children (6 - <9 years old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	0.81-7.60 uM	Children (9 - <13 years old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	1.63-13.03 uM	Adolescent (13 - <16 years old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	4.07-16.01 uM	Adolescent (16 - <19 years old)	Female	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	3.53-16.01 uM	Adolescent (16 - <19 years old)	Male	Normal	CALIPER Paediatri...	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	22944140	details
Blood	Detected and Quantified	<0.500 uM	Not Specified	Both	Normal	8933406	details
Blood	Detected and Quantified	0.950-11.669 uM	Adult (>18 years old)	Female	Normal	26161337	details
Blood	Detected and Quantified	4.5 (1.4-8.2) uM	Adult (>18 years old)	Female	Normal	8187312	details
Blood	Detected and Quantified	0.950 - 1.167 uM	Adult (>18 years old)	Both	Normal	Vancouver Co...	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected and Quantified	1.25 (0.0026-2.52) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18501914	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	1.34 +/- 0.23 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15249323	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	42.0638-105.0238 uM	Newborn (0-30 days old)	Male	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	27476613	details
Blood	Detected and Quantified	3.63 +/- 2.14 uM	Adult (>18 years old)	Female	Polycystic ovary syndrome (PCOS)	15531511	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Lung cancer	25961003	details
Blood	Detected and Quantified	3.400-15 uM	Adult (>18 years old)	Male	X-linked ichthyosis	3864567	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Schizophrenia	22944140	details
Blood	Detected and Quantified	5.493 uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	7951484	details
Blood	Detected and Quantified	6.54 +/- 2.55 uM	Adult (>18 years old)	Female	Alzheimer's disease	8478958	details
Blood	Detected and Quantified	20 uM	Newborn (0-30 days old)	Female	11-beta-hydroxylase deficiency	8933406	details
Blood	Detected and Quantified	2.000-10.400 uM	Children (1-13 years old)	Both	11-beta-hydroxylase deficiency	8933406	details
Blood	Detected and Quantified	<0.02 uM	Adult (>18 years old)	Female	Lipoid Adrenal Hyperplasia	9077535	details
Blood	Detected and Quantified	<0.02 uM	Adolescent (13-18 years old)	Female	Lipoid Adrenal Hyperplasia	9077535	details
Blood	Detected and Quantified	<0.810 uM	Children (1-13 years old)	Female	Aromatase deficiency	9177373	details
Blood	Detected and Quantified	0.0621 uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 17-alpha-hydroxylase deficiency	26161337	details
Blood	Detected and Quantified	0.104 uM	Adolescent (13-18 years old)	Female	Adrenal hyperplasia, congenital, due to 17-alpha-hydroxylase deficiency	26161337	details
Blood	Detected and Quantified	9.8 +/- 1.3 uM	Adult (>18 years old)	Female	Hirsutism	8187312	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Epithelial ovarian cancer	23163809	details
Urine	Detected and Quantified	0.28 +/- 0.082 umol/mmol creatinine	Adult (>18 years old)	Both	Rheumatoid arthritis	15249323	details
Urine	Detected and Quantified	0.84 +/- 0.51 umol/mmol creatinine	Adult (>18 years old)	Both	Rheumatoid arthritis	15249323	details
Urine	Detected and Quantified	0.43 +/- 0.10 umol/mmol creatinine	Adult (>18 years old)	Both	Systemic lupus erythematosus (SLE)	15249323	details
Urine	Detected and Quantified	1.56 +/- 0.041 umol/mmol creatinine	Adult (>18 years old)	Both	Systemic lupus erythematosus (SLE)	15249323	details

Associated Disorders and Diseases

Disease References

Polycystic ovary syndrome
Yildiz BO, Woods KS, Stanczyk F, Bartolucci A, Azziz R: Stability of adrenocortical steroidogenesis over time in healthy women and women with polycystic ovary syndrome. J Clin Endocrinol Metab. 2004 Nov;89(11):5558-62. [PubMed:15531511 ]
Hirsutism
Gilad S, Chayen R, Tordjman K, Kisch E, Stern N: Assessment of 5 alpha-reductase activity in hirsute women: comparison of serum androstanediol glucuronide with urinary androsterone and aetiocholanolone excretion. Clin Endocrinol (Oxf). 1994 Apr;40(4):459-64. [PubMed:8187312 ]
Alzheimer's disease
Reichman ME, Judd JT, Longcope C, Schatzkin A, Clevidence BA, Nair PP, Campbell WS, Taylor PR: Effects of alcohol consumption on plasma and urinary hormone concentrations in premenopausal women. J Natl Cancer Inst. 1993 May 5;85(9):722-7. [PubMed:8478958 ]
Lung Cancer
Chen Y, Ma Z, Min L, Li H, Wang B, Zhong J, Dai L: Biomarker identification and pathway analysis by serum metabolomics of lung cancer. Biomed Res Int. 2015;2015:183624. doi: 10.1155/2015/183624. Epub 2015 Apr 16. [PubMed:25961003 ]
Schizophrenia
Bicikova M, Hill M, Ripova D, Mohr P, Hampl R: Determination of steroid metabolome as a possible tool for laboratory diagnosis of schizophrenia. J Steroid Biochem Mol Biol. 2013 Jan;133:77-83. doi: 10.1016/j.jsbmb.2012.08.009. Epub 2012 Aug 24. [PubMed:22944140 ]
Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency
Hattori N, Ishihara T, Moridera K, Hino M, Ikekubo K, Kurahachi H: A case of late-onset congenital adrenal hyperplasia due to partial 3 beta-hydroxysteroid dehydrogenase deficiency. Endocr J. 1993 Feb;40(1):107-9. [PubMed:7951484 ] Guven A, Polat S: Testicular Adrenal Rest Tumor in Two Brothers with a Novel Mutation in the 3-Beta-Hydroxysteroid Dehydrogenase-2 Gene. J Clin Res Pediatr Endocrinol. 2017 Mar 1;9(1):85-90. doi: 10.4274/jcrpe.3306. Epub 2016 Jul 29. [PubMed:27476613 ]
11-beta-Hydroxylase deficiency
Burren CP, Montalto J, Yong AB, Batch JA: CYP11 beta 1 (11-beta-hydroxylase) deficiency in congenital adrenal hyperplasia. J Paediatr Child Health. 1996 Oct;32(5):433-8. [PubMed:8933406 ]
Aromatase deficiency
Mullis PE, Yoshimura N, Kuhlmann B, Lippuner K, Jaeger P, Harada H: Aromatase deficiency in a female who is compound heterozygote for two new point mutations in the P450arom gene: impact of estrogens on hypergonadotropic hypogonadism, multicystic ovaries, and bone densitometry in childhood. J Clin Endocrinol Metab. 1997 Jun;82(6):1739-45. doi: 10.1210/jcem.82.6.3994. [PubMed:9177373 ]
Congenital Adrenal Hyperplasia, due to 17-Hydroxylase-Deficiency
Kim SM, Rhee JH: A case of 17 alpha-hydroxylase deficiency. Clin Exp Reprod Med. 2015 Jun;42(2):72-6. doi: 10.5653/cerm.2015.42.2.72. Epub 2015 Jun 30. [PubMed:26161337 ]
X-linked ichthyosis
Lykkesfeldt G, Bennett P, Lykkesfeldt AE, Micic S, Moller S, Svenstrup B: Abnormal androgen and oestrogen metabolism in men with steroid sulphatase deficiency and recessive X-linked ichthyosis. Clin Endocrinol (Oxf). 1985 Oct;23(4):385-93. [PubMed:3864567 ]
Lipoid Congenital Adrenal Hyperplasia
Fujieda K, Tajima T, Nakae J, Sageshima S, Tachibana K, Suwa S, Sugawara T, Strauss JF 3rd: Spontaneous puberty in 46,XX subjects with congenital lipoid adrenal hyperplasia. Ovarian steroidogenesis is spared to some extent despite inactivating mutations in the steroidogenic acute regulatory protein (StAR) gene. J Clin Invest. 1997 Mar 15;99(6):1265-71. doi: 10.1172/JCI119284. [PubMed:9077535 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Rheumatoid arthritis
Straub RH, Weidler C, Demmel B, Herrmann M, Kees F, Schmidt M, Scholmerich J, Schedel J: Renal clearance and daily excretion of cortisol and adrenal androgens in patients with rheumatoid arthritis and systemic lupus erythematosus. Ann Rheum Dis. 2004 Aug;63(8):961-8. [PubMed:15249323 ]

Associated OMIM IDs

184700 (Polycystic ovary syndrome)
104300 (Alzheimer's disease)
211980 (Lung Cancer)
181500 (Schizophrenia)
201810 (Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency)
202010 (11-beta-Hydroxylase deficiency)
613546 (Aromatase deficiency)
202110 (Congenital Adrenal Hyperplasia, due to 17-Hydroxylase-Deficiency)
308100 (X-linked ichthyosis)
201710 (Lipoid Congenital Adrenal Hyperplasia)
114500 (Colorectal cancer)
180300 (Rheumatoid arthritis)

External Links

DrugBank ID

DB05804

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022381

KNApSAcK ID

Not Available

Chemspider ID

12074

KEGG Compound ID

C04555

BioCyc ID

DEHYDRO-EPIANDROSTERONE-SULFATE

BiGG ID

44038

Wikipedia Link

Dehydroepiandrosterone_sulfate

METLIN ID

4095

PubChem Compound

12594

PDB ID

Not Available

ChEBI ID

16814

Food Biomarker Ontology

Not Available

VMH ID

DHEAS

MarkerDB ID

MDB00000294

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Chang HJ, Shi R, Rehse P, Lin SX: Identifying androsterone (ADT) as a cognate substrate for human dehydroepiandrosterone sulfotransferase (DHEA-ST) important for steroid homeostasis: structure of the enzyme-ADT complex. J Biol Chem. 2004 Jan 23;279(4):2689-96. Epub 2003 Oct 21. [PubMed:14573603 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Cutolo M, Sulli A, Capellino S, Villaggio B, Montagna P, Pizzorni C, Paolino S, Seriolo B, Felli L, Straub RH: Anti-TNF and sex hormones. Ann N Y Acad Sci. 2006 Jun;1069:391-400. [PubMed:16855166 ]
Clauss SB, Holmes KW, Hopkins P, Stein E, Cho M, Tate A, Johnson-Levonas AO, Kwiterovich PO: Efficacy and safety of lovastatin therapy in adolescent girls with heterozygous familial hypercholesterolemia. Pediatrics. 2005 Sep;116(3):682-8. [PubMed:16140708 ]
Gordon GB, Bush TL, Helzlsouer KJ, Miller SR, Comstock GW: Relationship of serum levels of dehydroepiandrosterone and dehydroepiandrosterone sulfate to the risk of developing postmenopausal breast cancer. Cancer Res. 1990 Jul 1;50(13):3859-62. [PubMed:2141293 ]
Roberts E: The importance of being dehydroepiandrosterone sulfate (in the blood of primates): a longer and healthier life? Biochem Pharmacol. 1999 Feb 15;57(4):329-46. [PubMed:9933021 ]
Gu H, Li Y, Rong L: [The effect of sodium prasterone sulfate on lactation]. Zhonghua Fu Chan Ke Za Zhi. 1995 Apr;30(4):197-9. [PubMed:7664601 ]
Milewich L, Sontheimer RD, Herndon JH Jr: Steroid sulfatase activity in epidermis of acne-prone and non-acne-prone skin of patients with acne vulgaris. Arch Dermatol. 1990 Oct;126(10):1312-4. [PubMed:2145810 ]
Dalla Valle L, Toffolo V, Nardi A, Fiore C, Bernante P, Di Liddo R, Parnigotto PP, Colombo L: Tissue-specific transcriptional initiation and activity of steroid sulfatase complementing dehydroepiandrosterone sulfate uptake and intracrine steroid activations in human adipose tissue. J Endocrinol. 2006 Jul;190(1):129-39. [PubMed:16837617 ]
Zappulla F, Ventura D, Capelli M, Cassio A, Balsamo A, Frejaville E, Bolelli G, Cacciari E: Gonadal and adrenal secretion of dehydroepiandrosterone sulfate in prepubertal and pubertal subjects. J Endocrinol Invest. 1981 Apr-Jun;4(2):197-202. [PubMed:6268694 ]
Ankarberg C, Norjavaara E: Diurnal rhythm of testosterone secretion before and throughout puberty in healthy girls: correlation with 17beta-estradiol and dehydroepiandrosterone sulfate. J Clin Endocrinol Metab. 1999 Mar;84(3):975-84. [PubMed:10084582 ]
Sipila S, Heikkinen E, Cheng S, Suominen H, Saari P, Kovanen V, Alen M, Rantanen T: Endogenous hormones, muscle strength, and risk of fall-related fractures in older women. J Gerontol A Biol Sci Med Sci. 2006 Jan;61(1):92-6. [PubMed:16456199 ]
Benvenga S, Smedile G, Lo Giudice F, Trimarchi F: Testicular adrenal rests: evidence for luteinizing hormone receptors and for distinct types of testicular nodules differing for their autonomization. Eur J Endocrinol. 1999 Sep;141(3):231-7. [PubMed:10474120 ]
Rainey WE, Rehman KS, Carr BR: The human fetal adrenal: making adrenal androgens for placental estrogens. Semin Reprod Med. 2004 Nov;22(4):327-36. [PubMed:15635500 ]
Zouboulis CC, Degitz K: Androgen action on human skin -- from basic research to clinical significance. Exp Dermatol. 2004;13 Suppl 4:5-10. [PubMed:15507105 ]
De Pergola G, Zamboni M, Sciaraffia M, Turcato E, Pannacciulli N, Armellini F, Giorgino F, Perrini S, Bosello O, Giorgino R: Body fat accumulation is possibly responsible for lower dehydroepiandrosterone circulating levels in premenopausal obese women. Int J Obes Relat Metab Disord. 1996 Dec;20(12):1105-10. [PubMed:8968856 ]
Coulter CL, Jaffe RB: Functional maturation of the primate fetal adrenal in vivo: 3. Specific zonal localization and developmental regulation of CYP21A2 (P450c21) and CYP11B1/CYP11B2 (P450c11/aldosterone synthase) lead to integrated concept of zonal and temporal steroid biosynthesis. Endocrinology. 1998 Dec;139(12):5144-50. [PubMed:9832454 ]
Wang HS, Wang TH, Soong YK: Low dose flutamide in the treatment of acne vulgaris in women with or without oligomenorrhea or amenorrhea. Changgeng Yi Xue Za Zhi. 1999 Sep;22(3):423-32. [PubMed:10584414 ]
Ibanez L, Potau N, Marcos MV, de Zegher F: Exaggerated adrenarche and hyperinsulinism in adolescent girls born small for gestational age. J Clin Endocrinol Metab. 1999 Dec;84(12):4739-41. [PubMed:10599744 ]
Cappola AR, Xue QL, Walston JD, Leng SX, Ferrucci L, Guralnik J, Fried LP: DHEAS levels and mortality in disabled older women: the Women's Health and Aging Study I. J Gerontol A Biol Sci Med Sci. 2006 Sep;61(9):957-62. [PubMed:16960027 ]
Jaquish CE, Blangero J, Haffner SM, Stern MP, Maccluer JW: Quantitative genetics of dehydroepiandrosterone sulfate and its relation to possible cardiovascular disease risk factors in Mexican Americans. Hum Hered. 1996 Nov-Dec;46(6):301-9. [PubMed:8956025 ]
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 ]

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

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

Reactions

Phosphoadenosine phosphosulfate + Dehydroepiandrosterone → Adenosine 3',5'-diphosphate + Dehydroepiandrosterone sulfate	details

Enzyme Details

2. Steryl-sulfatase

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

Reactions

Dehydroepiandrosterone sulfate + Water → Dehydroepiandrosterone + Oat gum	details
Dehydroepiandrosterone sulfate + Water → Dehydroepiandrosterone + Oat gum	details

Showing metabocard for Dehydroepiandrosterone sulfate (HMDB0001032)

MOL for HMDB0001032 (Dehydroepiandrosterone sulfate)

3D MOL for HMDB0001032 (Dehydroepiandrosterone sulfate)

3D SDF for HMDB0001032 (Dehydroepiandrosterone sulfate)

3D-SDF for HMDB0001032 (Dehydroepiandrosterone sulfate)

PDB for HMDB0001032 (Dehydroepiandrosterone sulfate)

3D PDB for HMDB0001032 (Dehydroepiandrosterone sulfate)

SMILES for HMDB0001032 (Dehydroepiandrosterone sulfate)

INCHI for HMDB0001032 (Dehydroepiandrosterone sulfate)

Structure for HMDB0001032 (Dehydroepiandrosterone sulfate)

3D Structure for HMDB0001032 (Dehydroepiandrosterone sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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Reactions