RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0128390
RefMet name	Pregnenolone
Systematic name	3beta-hydroxypregn-5-en-20-one
Synonyms	PubChem Synonyms
Sum Composition	ST 21:2;O2	View other entries in RefMet with this sum composition
Exact mass	316.240230 (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	C21H32O2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	35392 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+, 18-,19-,20-,21+/m0/s1
InChIKey	ORNBQBCIOKFOEO-QGVNFLHTSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Sterol Lipids
Main Class	Steroids
Sub Class	C21 Steroids
Distribution of Pregnenolone 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 Pregnenolone
External Links
Pubchem CID	8955
LIPID MAPS	LMST02030088
ChEBI ID	16581
KEGG ID	C01953
HMDB ID	HMDB0000253
MetaCyc ID	PREGNENOLONE
EPA CompTox	DTXCID40209570
Spectral data for Pregnenolone standards
BMRB 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 Pregnenolone

Rxn ID	KEGG Reaction	Enzyme
R02216	Pregnenolone + NAD+ <=> Progesterone + NADH + H+	Pregnenolone:NAD+ 3-oxidoreductase
R03783	Pregnenolone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha-Hydroxypregnenolone + [Oxidized NADPH---hemoprotein reductase] + H2O	pregnenolone,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating)
R03784	Pregnenolone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 21-Hydroxypregnenolone + [Oxidized NADPH---hemoprotein reductase] + H2O	pregnenolone,NADPH-hemoprotein reductase:oxygen oxidoreductase (21-hydroxylating)
R03933	20alpha,22beta-Dihydroxycholesterol + Oxygen + 2 Reduced adrenal ferredoxin + 2 H+ <=> 4-Methylpentanal + Pregnenolone + 2 H2O + 2 Oxidized adrenal ferredoxin	20alpha,22beta-Dihydroxycholesterol,ferredoxin:oxygen oxidoreductase (side-chain-cleaving)
R08942	Pregnenolone + Sulfate <=> 3beta-Hydroxypregn-5-en-20-one sulfate + H2O	Pregnenolone-sulfate sulfohydrolase
R08943	Pregnenolone + NADPH + H+ + Oxygen <=> 7alpha-Hydroxypregnenolone + NADP+ + H2O	pregnenolone,NADPH:oxygen oxidoreductase (7alpha-hydroxylating)
R08978	Pregnenolone + 3'-Phosphoadenylyl sulfate <=> 3beta-Hydroxypregn-5-en-20-one sulfate + Adenosine 3',5'-bisphosphate	3'-phosphoadenylyl-sulfate:pregnenolone sulfotransferase

Table of KEGG human pathways containing Pregnenolone

Pathway ID	Human Pathway	# of reactions
hsa00140	Steroid hormone biosynthesis	7