136115

Thiocholesterol

• Synonym(s): 5-Cholestene-3β-thiol, Cholesteryl mercaptan
• Empirical Formula (Hill Notation): C₂₇H₄₆S
• CAS Number: 1249-81-6
• Molecular Weight: 402.72
• EC Number: 215-003-4
• MDL number: MFCD00003647
• UNSPSC Code: 12352002
• PubChem Substance ID: 24848256
• NACRES: NA.22

Properties

• form: powder
• optical activity: [α]20/D −23°, c = 1 in chloroform
• mp: 97-99 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](S)CC[C@]4(C)[C@H]3CC[C@]12C
• InChI: 1S/C27H46S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
• InChI key: QGVQZRDQPDLHHV-DPAQBDIFSA-N

Description

General description

Thiocholesterol is a lipid similar to cholesterol except that the hydroxyl group is replaced with thiol group.

Application

Thiocholesterol is used in biological cross-linking and membrane studies.
It can also be used as a chain transfer agent (CTA) for the radical polymerization of HPMA monolactate and HPMA dilactate monomers to form copolymers. [HPMA=N-(2-hydroxypropyl)methacrylamide]

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves