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