Cholesteryl hemisuccinate

HCID 65082CAS 1510-21-0

Basic information

Standard SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)CCC(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey
WLNARFZDISHUGS-MIXBDBMTSA-N
Molecular formula
C31H50O4
Average molar mass
486.7 g/mol
Monoisotopic mass
486.37091008

Overview

Cholesteryl hemisuccinate is a dicarboxylic acid monoester resulting from the formal condensation of the hydroxy group of cholesterol with one of the carboxy groups of succinic acid. A detergent that is often used to replace cholesterol in protein crystallography, biochemical studies of proteins, and pharmacology. It has a role as a detergent. It is a cholestane ester, a hemisuccinate and a dicarboxylic acid monoester. It is functionally related to a cholesterol.

Names & identifiers

Preferred name
Cholesteryl hemisuccinate
IUPAC
4-[[(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]-4-oxobutanoic acid

Names & synonyms

Cholesteryl hemisuccinate1510-21-0Cholesteryl succinatemonocholesteryl succinateT3J4KS4201CHEBI:138742NSC-628321RefChem:576072216-148-6Cholesterol Hydrogen SuccinateCholesterol hemisuccinateCHEMS
Show more names
Cholesteryl hydrogen succinateMFCD000377054-[[(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]-4-oxobutanoic acidCholest-5-en-3beta-yl hydrogen succinateSuccinic Acid Monocholesterol Ester3-cholesteryloxycarbonylpropanoic acidCholest-5-en-3-ol (3.beta.)-, hydrogen butanedioateCholest-5-en-3-ol (3beta)-, 3-(hydrogen butanedioate)

Database identifiers

CAS
1510-21-0
PubChem CID
65082
DTXSID
DTXSID10934145
ChEBI
CHEBI:138742
UNII
T3J4KS4201
EC Number
216-148-6
Nikkaji
J206.716A

Properties

Computed structural properties

XLogP
8.5
Topological polar surface area
63.6 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
10
Heavy atoms
35

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Sens. 1 (100%)

Related reactions

6 records

Linked notes

Loading…