Lumisterol

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Lumisterol
Lumisterol
Names
IUPAC name
(3S,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5,6-Dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Identifiers
3D model (Jmol)
ChemSpider
ECHA InfoCard 100.006.808
Properties
C28H44O
Molar mass 396.66 g·mol−1
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

Lumisterol is a compound that is part of the vitamin D family of steroid compounds. It is the (9β,10α) stereoisomer of ergosterol and was produced as a photochemical by-product in the preparation of vitamin D1, which was a mixture of vitamin D2 and lumisterol.[1][2] Vitamin D2 can be formed from lumisterol by an electrocyclic ring opening and subsequent sigmatropic [1,7] hydride shift.

References[edit]

  1. ^ Dewick, Paul M. (2002). Medicinal Natural Products. A Biosynthetic Approach (PDF) (Second ed.). New York: John Wiley & Sons. p. 259. ISBN 0-471-49640-5. 
  2. ^ Friedmann, Ernst (1989). Neurath, Hans, ed. Vitamin D. Perspectives in Biochemistry. Volume 1. Washington, DC: American Chemical Society. ISBN 978-0-8412-1621-1.