C6512

Cholesteryl hemisuccinate

• Synonym(s): 3β-Hydroxy-5-cholestene 3-hemisuccinate, 5-Cholesten-3β-ol 3-hemisuccinate, Cholesteryl hydrogen succinate
• Empirical Formula (Hill Notation): C₃₁H₅₀O₄
• CAS Number: 1510-21-0
• Molecular Weight: 486.73
• NACRES: NA.23
• PubChem Substance ID: 24892873
• UNSPSC Code: 12352103
• EC Number: 216-148-6
• MDL number: MFCD00037705

Properties

• form: liquid crystal
• Quality Segment: 200
• SMILES string: [H][C@@]([C@H](C)CCCC(C)C)([C@@]1(C)CC[C@@]23[H])CC[C@]1([C@](CC=C4C[C@H](CC[C@]34C)OC(CCC(O)=O)=O)2[H])[H]
• 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

Description

General description

Cholesteryl hemisuccinate (CHEMS) is an acidic cholesterol ester. It self assembles into bilayers in alkaline and neutral aqueous media. CHEMS exhibits pH sensitive polymorphism. It consists of succinic acid esterified to the beta-hydroxyl group of cholesterol. This chemical modification results in the ability of CHEMS to adopt a lamellar assembly in suitable aqueous media, whereas cholesterol forms monohydrate crystals in an aqueous environment.

Application

• Experimental determination and computational interpretation of biophysical properties of lipid bilayers enriched by Cholesteryl Hemisuccinate: Provides insights into the effects of Cholesteryl Hemisuccinate on phospholipid bilayers, contributing to a deeper understanding of its biophysical properties (W Kulig et al., 2015).

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)