Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	34488
Common Name:	(20R,22R)-20,22-dihydroxycholesterol
Systematic Name:	cholest-5-en-3beta,20R,22R-triol
RefMet Name:	(20R,22R)-20,22-Dihydroxycholesterol
Synonyms:	(20R,22R)-20,22-Dihydroxycholesterol; (22R)-20alpha,22-Dihydroxycholesterol; 20,22-Dihydroxycholesterol; 20R,22R-Dihydroxycholesterol; 20alpha,22beta-Dihydroxycholesterol [PubChem Synonyms]
Exact Mass:	418.3447 (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-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C27H46O3
InChIKey:	ISBSSBGEYIBVTO-TYKWNDPBSA-N
LIPID MAPS Category:	Sterol Lipids [ST]
LIPID MAPS mainclass:	Sterols [ST01]
LIPID MAPS subclass:	Cholesterol and derivatives [ST0101]
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
Studies:	Available studies (via RefMet name)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	6453841
LIPID MAPS ID:	LMST01010200
CHEBI ID:	1294
HMDB ID:	HMDB0006763
KEGG ID:	C05501
MetaCyc ID:	20A-20B-DIHYDROXY-CHOLESTEROL
Plant Metabolite Hub(Pmhub):	MS000018750

Calculated physicochemical properties (?):

Heavy Atoms:	30
Rings:	4
Aromatic Rings:	0
Rotatable Bonds:	5
van der Waals Molecular volume:	449.95 Å3 molecule-1
Toplogical Polar Sufrace Area:	60.69 Å2 molecule-1
Hydrogen Bond Donors:	3
Hydrogen Bond Acceptors:	3
logP:	6.33
Molar Refractivity:	123.44
Fraction sp3 Carbons:	0.93
sp3 Carbons:	25

Human Pathway links:

REACTOME pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y