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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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MetaCyc Compound: dehydroepiandrosterone

Synonyms: 3-β-hydroxyandrost-5-en-17-one, dehydroisoandrosterone, DHA, DHEA, androst-5-en-17-one, 3-hydroxy-, (3β)-, androstenolone

Superclasses: a steroid a hydroxysteroid a sterol a 3beta-hydroxy-delta5-steroid

Chemical Formula: C19H28O2

Molecular Weight: 288.43 Daltons

Monoisotopic Molecular Weight: 288.208930143 Daltons

SMILES: CC24(CCC(O)CC(=CC[CH]1([CH]3(CCC(=O)C(CC[CH]12)(C)3)))4)

InChI: InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1

InChIKey: InChIKey=FMGSKLZLMKYGDP-USOAJAOKSA-N

Unification Links: CAS:53-43-0 , ChEBI:28689 , ChemSpider:5670 , DrugBank:DB01708 , HMDB:HMDB00077 , KEGG:C01227 , LIPID MAPS:LMST02020021 , MetaboLights:MTBLC28689 , NCI:9896 , PubChem:5881

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 254.22136 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

androgen biosynthesis :
dehydroepiandrosterone + NAD+ → 5-androstene-3,17-dione + NADH + H+

Not in pathways:
a steroid + 2 a reduced adrenodoxin + oxygen + 2 H+ → an 11-β-hydroxysteroid + 2 an oxidized adrenodoxin + H2O

Reactions known to produce the compound:

androgen biosynthesis :
17-α-hydroxypregnenolone → dehydroepiandrosterone + acetaldehyde

Not in pathways:
3-β-hydroxyandrost-5-en-17-one 3-sulfate + H2O → sulfate + dehydroepiandrosterone + 3 H+

sphingolipid biosynthesis (plants) :
a dihydroceramide + an O-glucosylsterol → a D-glucosyl-N-acylsphinganine + a sterol


a steryl-ester + H2O → a fatty acid + a sterol + H+

In Reactions of unknown directionality:

Not in pathways:
androsterone + NADP+ = dehydroepiandrosterone + NADPH + H+


a 3β-hydroxy-δ5-steroid + NAD+ = a 3-oxo-δ5-steroid + NADH + H+


a sterol + a phosphatidylcholine = a 2-lyso-phosphatidylcholine + a steryl-ester
a sterol + a 1,2-diacyl-sn-glycerol = 1-acyl-sn-glycerol + a steryl-ester
UDP-α-D-glucose + a sterol = UDP + an O-glucosylsterol + H+


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Sun Dec 21, 2014, BIOCYC14A.