Desmosterol

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Desmosterol
Skeletal formula of desmosterol
Ball-and-stick model of the desmosterol molecule
Names
IUPAC name
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Other names
Cholesta-5,24-dien-3β-ol
Identifiers
313-04-2 YesY
ChEBI CHEBI:17737 YesY
ChEMBL ChEMBL455876 YesY
ChemSpider 388662 YesY
2748
Jmol-3D images Image
PubChem 439577
Properties
C27H44O
Molar mass 384.64 g/mol
Appearance White powder
Melting point 121.5 °C (250.7 °F; 394.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Desmosterol is a molecule similar to cholesterol. Desmosterol is the immediate precursor of cholesterol in the Bloch pathway of cholesterol biosynthesis.[1] 24-dehydrocholesterol reductase catalyses the reduction of desmosterol to cholesterol.[2] It is accumulated in desmosterolosis.

In 2014, it was named the Molecule of the Year 2012 by the International Society for Molecular and Cell Biology and Biotechnology Protocols and Researches (ISMCBBPR).[3]

References[edit]

  1. ^ Vainio, S.; Jansen, M.; Koivusalo, M.; Rog, T.; Karttunen, M.; Vattulainen, I.; Ikonen, E. (25 October 2005). "Significance of Sterol Structural Specificity: DESMOSTEROL CANNOT REPLACE CHOLESTEROL IN LIPID RAFTS". Journal of Biological Chemistry 281 (1): 348–355. doi:10.1074/jbc.M509530200. PMID 16249181. Retrieved 30 June 2015. 
  2. ^ Keber, R.; Rozman, D.; Horvat, S. (23 October 2012). "Sterols in spermatogenesis and sperm maturation". The Journal of Lipid Research 54 (1): 20–33. doi:10.1194/jlr.R032326. PMID 23093550. Retrieved 30 June 2015. 
  3. ^ Announcing ISMCBBPR's Molecule of the Year 2012