Metabolomics Structure Database

 
MW REGNO: 36940
Common Name:Cholesterol glucuronide
Systematic Name:(2S,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
RefMet Name:Cholesterol glucuronide
Synonyms: [PubChem Synonyms]
Exact Mass:
562.3870 (neutral)    Calculate m/z:
Formula:C33H54O7
InChIKey:IJLBJBCDNYOWPJ-MVMUGOIMSA-N
LIPID MAPS Category:Sterol Lipids [ST]
LIPID MAPS mainclass:Steroid conjugates [ST05]
LIPID MAPS subclass:Glucuronides [ST0501]
SMILES:CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O1)O)O)O
Studies:Available studies (via RefMet name)

Select appropriate tab below to view additional details:

External database links:

PubChem CID:44263367
LIPID MAPS ID:LMST05010043
CHEBI ID:166762
HMDB ID:HMDB0010330

Calculated physicochemical properties (?):

Heavy Atoms: 40  
Rings: 5  
Aromatic Rings: 0  
Rotatable Bonds: 8  
van der Waals Molecular volume: 573.91 Å3 molecule-1  
Toplogical Polar Sufrace Area: 118.52 Å2 molecule-1  
Hydrogen Bond Donors: 4  
Hydrogen Bond Acceptors: 7  
logP: 7.02  
Molar Refractivity: 155.31  
Fraction sp3 Carbons: 0.91  
sp3 Carbons: 30  

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

  logo