Description

Cholesteryl Succinate (CAS No. 1510-21-0) is a high-purity sterol derivative widely utilized in biochemical and pharmaceutical research. With the molecular formula C₃₁H₅₀O₄, this compound is synthesized by the esterification of cholesterol with succinic acid, yielding a versatile amphiphilic molecule. Its IUPAC name is 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. Cholesteryl Succinate is known for its role in membrane studies, lipid bilayer stabilization, and as a precursor in drug delivery systems. Available in crystalline or powder form, it is characterized by its high solubility in organic solvents such as chloroform and methanol, making it ideal for laboratory applications. Store in a cool, dry place away from light to ensure stability.

Properties

• CAS Number: 1510-21-0
• Complexity: 815
• IUPAC Name: 4-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-oxo-butanoic acid
• InChI: InChI=1S/C31H50O4/c1-20(2)7-6-8-21(3)25-11-12-26-24-10-9-22-19-23(35-29(34)14-13-28(32)33)15-17-30(22,4)27(24)16-18-31(25,26)5/h9,20-21,23-27H,6-8,10-19H2,1-5H3,(H,32,33)/t21-,23+,24+,25-,26+,27+,30+,31-/m1/s1
• InChI Key: WLNARFZDISHUGS-MIXBDBMTSA-N
• Exact Mass: 486.37091007
• Molecular Formula: C31H50O4
• Molecular Weight: 486.7
• SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)CCC(=O)O)C)C
• Topological: 63.6
• Monoisotopic Mass: 486.37091007
• Synonyms: Cholesteryl hemisuccinate, 1510-21-0, Cholesterol Hydrogen Succinate, Cholesteryl succinate, Cholesterol hemisuccinate, Cholest-5-en-3-ol (3beta)-, 3-(hydrogen butanedioate), 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, monocholesteryl succinate, T3J4KS4201, EINECS 216-148-6, NSC 628321, Cholest-5-en-3-ol (3.beta.)-, hydrogen butanedioate, CHEBI:138742, CHOLESTEROL, HYDROGEN SUCCINATE, NSC-628321, 4-[(3beta)-Cholest-5-en-3-yloxy]-4-oxobutanoic acid, SUCCINIC ACID MONOCHOLESTERYL ESTER, 3beta-Hydroxy-5-cholestene 3-hemisuccinate, 3-(3-CHOLESTERYLOXYCARBONYL)PROPIONIC ACID, CHOLEST-5-EN-3-OL (3.BETA.)-, 3-(HYDROGEN BUTANEDIOATE), cholesterol-hemisuccinate, 4-((3beta)-cholest-5-en-3-yloxy)-4-oxobutanoic acid, 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, CHOLESTERYL SUCCINATE [INCI], CHOLEST-5-EN-3-OL (3BETA)-, HYDROGEN BUTANEDIOATE, CHEMS, Cholesteryl hydrogen succinate, Cholest-5-en-3beta-yl hydrogen succinate, Succinic Acid Monocholesterol Ester, 3-cholesteryloxycarbonylpropanoic acid, MFCD00037705, Cholesterylhemisuccinate, UNII-T3J4KS4201, 3-(3-Cholesteryloxycarbonyl)propionic Acid; 3-Cholesteryloxycarbonylpropanoic Acid;, 3-[(Cholest-5-en-3ss-yl)oxycarbonyl]propionic Acid; Cholesterol Hemisuccinate;, Y01, SCHEMBL330610, DTXSID10934145, AKOS015839518, CS-W011516, FC61971, HY-W010800, AS-46683, BP-29634, 5-Cholesten-3.beta.-ol hydrogen succinate, NS00045568, 3.beta.-(3-Carboxypropanoyloxy)cholest-5-ene, E10155, 4-[(Cholest-5-en-3-yl)oxy]-4-oxobutanoic acid, Q27289619, Cholest-5-en-3-ol (3|A)-, 3-(hydrogen butanedioate)

Application

Cholesteryl Succinate is extensively used in biophysical research for modulating membrane fluidity and stability in lipid bilayer models. It serves as a key component in liposome formulations for targeted drug delivery due to its amphiphilic properties. Researchers also employ it in cholesterol metabolism studies and as a synthetic intermediate for sterol-based pharmaceuticals.

Safety and Hazards

GHS Hazard Statements

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

Precautionary Statements

• P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501

Hazard Classes and Categories

• Skin Sens. 1 (100%)

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