RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0138903
RefMet name	17alpha-Hydroxyprogesterone
Systematic name	17-hydroxypregn-4-ene-3,20-dione
Synonyms	PubChem Synonyms
Sum Composition	ST 21:3;O3	View other entries in RefMet with this sum composition
Exact mass	330.219495 (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	C21H30O3	View other entries in RefMet with this formula
Molecular descriptors
Molfile	35440 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+, 18+,19+,20+,21+/m1/s1
InChIKey	DBPWSSGDRRHUNT-CEGNMAFCSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC(=O)[C@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)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 17alpha-Hydroxyprogesterone 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 17alpha-Hydroxyprogesterone
External Links
Pubchem CID	6238
LIPID MAPS	LMST02030161
ChEBI ID	17252
KEGG ID	C01176
HMDB ID	HMDB0000374
Chemspider ID	6002
MetaCyc ID	17-ALPHA-HYDROXYPROGESTERONE
EPA CompTox	DTXCID80209675
Spectral data for 17alpha-Hydroxyprogesterone 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 17alpha-Hydroxyprogesterone

Rxn ID	KEGG Reaction	Enzyme
R02211	Progesterone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha-Hydroxyprogesterone + [Oxidized NADPH---hemoprotein reductase] + H2O	progesterone,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating)
R03325	17alpha,20alpha-Dihydroxypregn-4-en-3-one + NADP+ <=> 17alpha-Hydroxyprogesterone + NADPH + H+	17alpha,20alpha-Dihydroxypregn-4-en-3-one:NADP+ 20-oxidoreductase
R03326	17alpha-Hydroxyprogesterone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 11-Deoxycortisol + [Oxidized NADPH---hemoprotein reductase] + H2O	17alpha-hydroxyprogesterone,NADPH-hemoprotein reductase:oxygen oxidoreductase (21-hydroxylating)
R03327	17alpha-Hydroxypregnenolone + NAD+ <=> 17alpha-Hydroxyprogesterone + NADH + H+	17alpha-Hydroxypregnenolone:NAD+ 3-oxidoreductase
R03329	17alpha-Hydroxyprogesterone + 2 Reduced ferredoxin + Oxygen + 2 H+ <=> 21-Deoxycortisol + 2 Oxidized ferredoxin + H2O	steroid,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)

Table of KEGG human pathways containing 17alpha-Hydroxyprogesterone

Pathway ID	Human Pathway	# of reactions
hsa00140	Steroid hormone biosynthesis	6