RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0159794
RefMet name	Androstenedione
Systematic name	androst-4-ene-3,17-dione
Synonyms	PubChem Synonyms
Sum Composition	ST 19:3;O2	View other entries in RefMet with this sum composition
Exact mass	286.193280 (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	C19H26O2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	35317 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C19H26O2/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/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/ m0/s1
InChIKey	AEMFNILZOJDQLW-QAGGRKNESA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@H]21 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 Androstenedione 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 Androstenedione
External Links
Pubchem CID	6128
LIPID MAPS	LMST02020007
ChEBI ID	16422
KEGG ID	C00280
HMDB ID	HMDB0000053
Chemspider ID	5898
MetaCyc ID	ANDROST4ENE
EPA CompTox	DTXCID50209364
Spectral data for Androstenedione standards
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 Androstenedione

Rxn ID	KEGG Reaction	Enzyme
R01835	5beta-Androstane-3,17-dione + NADP+ <=> H+ + NADPH + Androstenedione	5beta-androstane-3,17-dione:NADP+ 4,5-oxidoreductase
R01836	Testosterone + NAD+ <=> Androstenedione + NADH + H+	testosterone:NAD+ 17-oxidoreductase
R01837	Dehydroepiandrosterone + NAD+ <=> Androstenedione + NADH + H+	3beta-Hydroxyandrost-5-en-17-one:NAD+ 3-oxidoreductase/delta5-delta-4 isomerase
R01838	Testosterone + NADP+ <=> Androstenedione + NADPH + H+	testosterone:NADP+ 17-oxidoreductase
R01840	Androstenedione + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 19-Hydroxyandrost-4-ene-3,17-dione + [Oxidized NADPH---hemoprotein reductase] + H2O	androstenedione,NADPH---hemoprotein reductase:oxygen oxidoreductase (19-hydroxylating)
R02725	2 Reduced adrenal ferredoxin + Androstenedione + Oxygen + 2 H+ <=> 11beta-Hydroxyandrost-4-ene-3,17-dione + 2 Oxidized adrenal ferredoxin + H2O	Androstenedione,reduced-adrenal-ferredoxin:oxygen oxidoreductase (11-hydroxylating)
R08518	17alpha-Hydroxyprogesterone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Androstenedione + Acetate + [Oxidized NADPH---hemoprotein reductase] + H2O	17alpha-hydroxyprogesterone,NADPH---hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating, acetate-releasing)
R10242	5alpha-Androstane-3,17-dione + NADP+ <=> Androstenedione + NADPH + H+	5alpha-androstane-3,17-dione:NADP+ delta4-oxidoreductase

Table of KEGG human pathways containing Androstenedione

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