6-keto-5alpha-hydroxycholesterol
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| Category | Oxysterols |
| Catalog NO. | BPG-3307 |
| Product Name | 6-keto-5alpha-hydroxycholesterol |
| CAS | 13027-33-3 |
| Molecular Formula | C27H46O3 |
| Molecular Weight | 418.65 |
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| Description | 6-keto-5alpha-hydroxycholesterol represents a pivotal step in the intricate pathway of bile acid and steroid hormone production, serving as a vital biomarker in the clinical diagnosis of Smith-Lemli-Opitz syndrome, a genetic anomaly adversely impacting cholesterol homeostasis. |
| Synonyms | 3b,5a-dihydroxy-cholestan-6-one; cholestan-6-oxo-3,5-diol |
| IUPAC Name | (3S,5R,8S,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one |
| Canonical SMILES | CC(C)CCCC(C)C1CCC2C1(CCC3C2CC(=O)C4(C3(CCC(C4)O)C)O)C |
| InChI | InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-23,28,30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,25-,26-,27+/m1/s1 |
| InChIKey | SJZZRXMQSAXCFD-ZCBMJONGSA-N |
| Boiling Point | 528.9ºC at 760mmHg |
| Purity | 95% |
| Density | 1.061 g/cm3 |
| Appearance | Powder |
| Shelf Life | 1 Year |
| Storage | Store at -20°C |
| Exact Mass | 418.345 |
| Hygroscopic | No |
| Light Sensitive | No |
| Percent Composition | C 77.46%, H 11.07%, O 11.46% |
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