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8-Dehydrocholesterol

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Category Oxysterols
Catalog NO. BPG-3305
Product Name 8-Dehydrocholesterol
CAS 70741-38-7
Molecular Formula C27H44O
Molecular Weight 384.64
8-Dehydrocholesterol
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Product Information

Description 8-Dehydrocholesterol is an intermediate in the synthesis of Zymostenol. It accumulates in tissues and plasma in patients with Smith-Lemli-Opitz syndrome (SLOS), a disorder characterized by a mutation in DHCR7, the gene encoding 3β-hydroxysterol-Δ7-reductase, and decreased cholesterol levels in bodily tissues and fluids, as well as microcephaly, intellectual disability, and distinctive dysmorphic features.
Synonyms Cholesta-5,8-dien-3beta-ol; Cholesta-5,8-dien-3-ol,(3b)-; (3beta)-Cholesta-5,8-dien-3-ol; cholesta-5,8(9)-dien-3β-ol; 8(9)-dehydrocholesterol
IUPAC Name (3S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Canonical SMILES CC(C)CCCC(C)C1CCC2C1(CCC3=C2CC=C4C3(CCC(C4)O)C)C
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/h9,18-19,21,23-24,28H,6-8,10-17H2,1-5H3/t19-,21+,23-,24+,26+,27-/m1/s1
InChIKey VUKORTMHZDZZFR-BXAZICILSA-N
Melting Point >100°C (dec.)
Purity >99%
Solubility Soluble in Chloroform (Slightly), Methanol (Slightly)
Appearance White to Pale Yellow Solid
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 384.339
Hygroscopic No
Light Sensitive No
Percent Composition C 84.31%, H 11.53%, O 4.16%

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