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7-Dehydrocholesterol-25,26,26,26,27,27,27-[d7]

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Category	Neutral Lipids - Deuterated
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

7-Dehydrocholesterol-25,26,26,26,27,27,27-[d7]

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Product Information

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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