RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0128368
RefMet name	7alpha,27-Dihydroxycholesterol
Systematic name	5-Cholestene-3beta,7alpha,26-triol
Synonyms	PubChem Synonyms
Sum Composition	ST 27:1;O3	View other entries in RefMet with this sum composition
Exact mass	418.344695 (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	C27H46O3	View other entries in RefMet with this formula
Molecular descriptors
Molfile	36756 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28 -30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1
InChIKey	RXMHNAKZMGJANZ-DTTSCKGMSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@@]1(C)CC[C@@H](CC1=C[C@H]3O)O)CO Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Sterol Lipids
Main Class	Bile acids
Sub Class	C27 Bile acids
Distribution of 7alpha,27-Dihydroxycholesterol 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 7alpha,27-Dihydroxycholesterol
External Links
Pubchem CID	440985
LIPID MAPS	LMST04030081
ChEBI ID	18431
KEGG ID	C06341
HMDB ID	HMDB0006281
Chemspider ID	389810
MetaCyc ID	7-ALPHA27-DIHYDROXYCHOLESTEROL
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 7alpha,27-Dihydroxycholesterol

Rxn ID	KEGG Reaction	Enzyme
R07372	Cholest-5-ene-3beta,26-diol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 7alpha,27-Dihydroxycholesterol + [Oxidized NADPH---hemoprotein reductase] + H2O	cholest-5-ene-3beta,26-diol,[NADPH---hemoprotein reductase]:oxygen oxidoreductase (7alpha-hydroxylating)
R08724	7alpha,27-Dihydroxycholesterol + NAD+ <=> 7alpha,26-Dihydroxy-4-cholesten-3-one + NADH + H+	7alpha,27-dihydroxycholesterol:NAD+ 3-oxidoreductase

Table of KEGG human pathways containing 7alpha,27-Dihydroxycholesterol

Pathway ID	Human Pathway	# of reactions
hsa00120	Primary bile acid biosynthesis	2