RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0159120
RefMet name	Dehydroepiandrosterone
Systematic name	3beta-hydroxyandrost-5-en-17-one
Synonyms	PubChem Synonyms
Sum Composition	ST 19:2;O2	View other entries in RefMet with this sum composition
Exact mass	288.208930 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C19H28O2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	35325 (Download molfile/View MW Metabolite Database details)
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	FMGSKLZLMKYGDP-USOAJAOKSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C[C@]12CC[C@@H](CC1=CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@H]21)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Sterol Lipids
Main Class	Steroids
Sub Class	C19 Steroids
Distribution of Dehydroepiandrosterone in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Dehydroepiandrosterone
External Links
Pubchem CID	5881
LIPID MAPS	LMST02020021
ChEBI ID	28689
KEGG ID	C01227
HMDB ID	HMDB0000077
MetaCyc ID	3-BETA-HYDROXYANDROST-5-EN-17-ONE
EPA CompTox	DTXCID00209036
Spectral data for Dehydroepiandrosterone standards
BMRB ID(NMR)	View NMR spectra
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Dehydroepiandrosterone

Rxn ID	KEGG Reaction	Enzyme
R01837	Dehydroepiandrosterone + NAD+ <=> Androstenedione + NADH + H+	3beta-Hydroxyandrost-5-en-17-one:NAD+ 3-oxidoreductase/delta5-delta-4 isomerase
R03404	Dehydroepiandrosterone sulfate + H2O <=> Dehydroepiandrosterone + Sulfate	3beta-Hydroxyandrost-5-en-17-one 3-sulfate sulfohydrolase
R03405	3'-Phosphoadenylyl sulfate + Dehydroepiandrosterone <=> Adenosine 3',5'-bisphosphate + Dehydroepiandrosterone sulfate	3'-phosphoadenylylsulfate:alcohol sulfotransferase
R03406	Androstenediol + NAD+ <=> Dehydroepiandrosterone + NADH + H+	Androst-5-ene-3beta,17beta-diol:NAD+ oxidoreductase
R03407	Androstenediol + NADP+ <=> Dehydroepiandrosterone + NADPH + H+	Androst-5-ene-3beta,17beta-diol:NADP+ oxidoreductase
R03408	Dehydroepiandrosterone + H+ + Oxygen + NADPH <=> 16alpha-Hydroxydehydroepiandrosterone + NADP+ + H2O	Dehydroepiandrosterone + H+ + Oxygen + NADPH <=> 16alpha-Hydroxydehydroepiandrosterone + NADP+ + H2O
R08517	17alpha-Hydroxypregnenolone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Dehydroepiandrosterone + Acetate + [Oxidized NADPH---hemoprotein reductase] + H2O	17alpha-Hydroxypregnenolone,NADPH---hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating, acetate-releasing)
R08961	Dehydroepiandrosterone + Oxygen + [Reduced NADPH---hemoprotein reductase] <=> 7alpha-Hydroxydehydroepiandrosterone + [Oxidized NADPH---hemoprotein reductase] + H2O	dehydroepiandrosterone,NADPH-hemoprotein reductase:oxygen oxidoreductase (7alpha-hydroxylating)

Table of KEGG human pathways containing Dehydroepiandrosterone

Pathway ID	Human Pathway	# of reactions
hsa00140	Steroid hormone biosynthesis	8