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27-alkyne cholesterol

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Category Click Reagents
Catalog NO. BPG-3024
Product Name 27-alkyne cholesterol
CAS 1527467-07-7
Molecular Formula C28H44O
Molecular Weight 396.65
27-alkyne cholesterol
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Description 27-alkyne cholesterol is a modified lipid of omega terminal alkynes.
Synonyms 20R-[(4R)-4-methyl-5-hexyn-1-yl]-pregn-5-en-3beta-ol; 1527467-07-7; (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,6R)-6-methyloct-7-yn-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol; SCHEMBL15541841
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R,6R)-6-methyloct-7-yn-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Canonical SMILES CC(CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C#C
InChI InChI=1S/C28H44O/c1-6-19(2)8-7-9-20(3)24-12-13-25-23-11-10-21-18-22(29)14-16-27(21,4)26(23)15-17-28(24,25)5/h1,10,19-20,22-26,29H,7-9,11-18H2,2-5H3/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1
InChIKey HOUZLWCQDNDNNE-ZRUUVFCLSA-N
Boiling Point 494.5±18.0 °C at 760 mmHg
Purity >99%
Density 1.0±0.1 g/cm3
Appearance Powder
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 396.339
Hygroscopic No
Light Sensitive No
Percent Composition C 84.79%, H 11.18%, O 4.03%
References 1. Hofmann, K., C. Thiele, H.F. Schott, A. Gaebler, M. Schoene, Y. Kiver, S. Friedrichs, D. Lutjohann, and L. Kuerschner. (2014). A novel alkyne cholesterol to trace cellular cholesterol metabolism and localization. J Lipid Res 55:583-91. [PubMed]...PubMed ID: 24334219.

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