RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0135687
RefMet name	(20R,22R)-20,22-Dihydroxycholesterol
Systematic name	cholest-5-en-3beta,20R,22R-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	34488 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C27H46O3/c1-17(2)6-11-24(29)27(5,30)23-10-9-21-20-8-7-18-16-19(28)12-14-25(18,3)22(20)13-15-26(21,23)4/h7,17,19-24,28-30H ,6,8-16H2,1-5H3/t19-,20-,21-,22-,23-,24+,25-,26-,27+/m0/s1
InChIKey	ISBSSBGEYIBVTO-TYKWNDPBSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC(C)CC[C@H]([C@@](C)([C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O)O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Sterol Lipids
Main Class	Sterols
Sub Class	Cholesterols
Distribution of (20R,22R)-20,22-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 (20R,22R)-20,22-Dihydroxycholesterol
External Links
Pubchem CID	6453841
LIPID MAPS	LMST01010200
ChEBI ID	1294
KEGG ID	C05501
HMDB ID	HMDB0006763
MetaCyc ID	20A-20B-DIHYDROXY-CHOLESTEROL
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 (20R,22R)-20,22-Dihydroxycholesterol

Rxn ID	KEGG Reaction	Enzyme
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)
R04854	20alpha-Hydroxycholesterol + Oxygen + 2 Reduced adrenal ferredoxin + 2 H+ <=> 20alpha,22beta-Dihydroxycholesterol + H2O + 2 Oxidized adrenal ferredoxin	20alpha-Hydroxycholesterol:oxygen oxidoreductase (side-chain-cleaving)
R04855	22(R)-Hydroxycholesterol + Oxygen + 2 Reduced adrenal ferredoxin + 2 H+ <=> 20alpha,22beta-Dihydroxycholesterol + H2O + 2 Oxidized adrenal ferredoxin	22beta-Hydroxycholesterol:oxygen oxidoreductase (side-chain-cleaving)

Table of KEGG human pathways containing (20R,22R)-20,22-Dihydroxycholesterol

Pathway ID	Human Pathway	# of reactions
hsa00140	Steroid hormone biosynthesis	3