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Names | |
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IUPAC name
(22E)-9β,10α-Ergosta-5,7,22-trien-3β-ol
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Systematic IUPAC name
(1R,3aR,7S,9aS,9bR,11aR)-1-[(2R,3E,5R)-5,6-Dimethylhept-3-en-2-yl]-9a,11a-dimethyl-2,3,3a,6,7,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthren-7-ol | |
Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.006.808 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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|
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Properties | |
C28H44O | |
Molar mass | 396.659 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
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.
Lumisterol has an analog based on 7-dehydrocholesterol, known as lumisterol 3. [3]
![]() | |
Names | |
---|---|
IUPAC name
(22E)-9β,10α-Ergosta-5,7,22-trien-3β-ol
| |
Systematic IUPAC name
(1R,3aR,7S,9aS,9bR,11aR)-1-[(2R,3E,5R)-5,6-Dimethylhept-3-en-2-yl]-9a,11a-dimethyl-2,3,3a,6,7,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthren-7-ol | |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.006.808 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C28H44O | |
Molar mass | 396.659 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
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.
Lumisterol has an analog based on 7-dehydrocholesterol, known as lumisterol 3. [3]