Metabolomics Structure Database

 
MW REGNO: 36839
Common Name:(20R)-17alpha,20-dihydroxycholesterol
Systematic Name:(20R)-cholest-5-en-3beta,17alpha,20-triol
Synonyms:17alpha,20alpha-Dihydroxycholesterol [PubChem Synonyms]
Exact Mass:
418.3447 (neutral)    Calculate m/z:
Formula:C27H46O3
InChIKey:PRZXKPDANWDCNC-IBQHSZKZSA-N
LIPID MAPS Category:Sterol Lipids [ST]
LIPID MAPS mainclass:Bile acids and derivatives [ST04]
LIPID MAPS subclass:C27 bile acids, alcohols, and derivatives [ST0403]
SMILES:CC(C)CCC[C@](C)([C@]1(CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O)O)O
Studies:-

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External database links:

PubChem CID:5460687
LIPID MAPS ID:LMST04030176
CHEBI ID:783
KEGG ID:C05499
Plant Metabolite Hub(Pmhub):MS000018748

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: 6.48  
Molar Refractivity: 123.51  
Fraction sp3 Carbons: 0.93  
sp3 Carbons: 25  

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

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