7-Dehydrocholesterol-25,26,26,26,27,27,27-[d7]
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Category | Cholesterol |
Catalog NO. | BPG-3275 |
Product Name | 7-Dehydrocholesterol-25,26,26,26,27,27,27-[d7] |
CAS | 388622-58-0 |
Molecular Formula | C27H37D7O |
Molecular Weight | 391.68 |
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Description | 7-Dehydrocholesterol-25,26,26,26,27,27,27-[d7] is intended for use as an internal standard for 7-Dehydrocholesterol. 7-Dehydrocholesterol is a biosynthetic precursor of cholesterol and vitamin D3. |
Synonyms | (3β)-Cholesta-5,7-dien-25,26,26,26,27,27,27-d7-3-ol |
IUPAC Name | (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6,7,7,7-tetradeuterio-6-(trideuteriomethyl)heptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol |
Canonical SMILES | CC(C)CCCC(C)C1CCC2C1(CCC3C2=CC=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/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1/i1D3,2D3,18D |
InChIKey | UCTLRSWJYQTBFZ-UDEPUTHCSA-N |
Purity | ≥98% by CP; ≥99% atom D |
Related CAS | 434-16-2 (unlabelled) |
Appearance | A crystalline Solid |
Shelf Life | 1 Year |
Storage | -80°C |
Exact Mass | 391.383 |
Hygroscopic | No |
Light Sensitive | No |
Percent Composition | C 82.79%, H 13.12%, O 4.08% |
References | 1. Akiyama H, Nakajima K, Itoh Y, Sayano T, Ohashi Y, Yamaguchi Y, Greimel P, Hirabayashi Y. Aglycon diversity of brain sterylglucosides: structure determination of cholesteryl- and sitosterylglucoside. J Lipid Res. 2016 Nov;57(11):2061-2072. doi: 10.1194/jlr.M071480. Epub 2016 Oct 3. PMID: 27697915; PMCID: PMC5087873. PubMed ID: 27697915. 2. Staneva G, Osipenko DS, Galimzyanov TR, Pavlov KV, Akimov SA. Metabolic Precursor of Cholesterol Causes Formation of Chained Aggregates of Liquid-Ordered Domains. Langmuir. 2016 Feb 16;32(6):1591-600. doi: 10.1021/acs.langmuir.5b03990. Epub 2016 Feb 2. PMID: 26783730. PubMed ID: 26783730. |
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