lumisterol

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. Vitamin D2 can be formed from lumisterol by an electrocyclic ring opening and subsequent [[Sigmatropic reaction#.5B1.2C7.5D_Shifts|sigmatropic [1,7] hydride shift]].

In the Vinony graph

Vinony's link graph records 6 inbound references to lumisterol, and connects out to International Standard Book Number, chemical formula and vitamin D.

It is catalogued under topics including Chembox image size set, ECHA InfoCard ID from Wikidata and Sterols.

Vinony links it to 12 Wikipedia language editions.

Chemical data

Formula: C28H44O
Molecular weight: 396.6 g/mol
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
SMILES: C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@@H]3C2=CC=C4[C@]3(CC[C@@H](C4)O)C)C
InChIKey: DNVPQKQSNYMLRS-YAPGYIAOSA-N
XLogP: 7.4
Polar surface area: 20.2 Å²
H-bond donors: 1
H-bond acceptors: 1
Formal charge: 0

via PubChem

Wikidata facts

Has part: oxygen
Mass: 396.339

Show 4 more facts

chemical formula: C₂₈H₄₄O
isomeric SMILES: C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@@H]3C2=CC=C4[C@]3(CC[C@@H](C4)O)C)C
canonical SMILES: CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
Commons category: Lumisterol

Sources (2)

via Wikidata · CC0

~1 min read