(3β)-7-Dehydro Cholesterol

• CAT Number: R050896
• CAS Number: 434-16-2
• Molecular Formula: C27H44O
• Molecular Weight: 384.65
• Purity: ≥95%
• Synonyms: Cholesta-5,7-dien-3β-ol; 7,8-Didehydrocholesterol; 7-Dehydrocholesterin; Provitamin D3.
• Target: Endogenous Metabolite
• Storage: -20°C
• IUPAC Name: (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• InChI: InChI=1S/C27H44O/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/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
• InChIKey: UCTLRSWJYQTBFZ-DDPQNLDTSA-N
• SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C

(3β)-7-Dehydrocholesterol(CAT: R050896) is a cholesterol precursor and a key intermediate in the biosynthesis of vitamin D3 (cholecalciferol). Structurally characterized by a double bond at the 7-position and a β-oriented hydroxyl group at carbon 3, it plays a vital role in skin photochemistry, where it undergoes UVB-induced conversion to previtamin D3. This sterol is widely used in dermatological, biochemical, and nutritional research to study cholesterol metabolism, vitamin D synthesis, and photobiological mechanisms. Its relevance also extends to the study of Smith-Lemli-Opitz syndrome.