| Identification | Back Directory | [Name]
3(S)-Oxidosqualene | [CAS]
54910-48-4 | [Synonyms]
3(S)-Oxidosqualene
(3S)-2,3-Oxidosqualene
(S)-Squalene 2,3-oxide
(S)-Squalene 2,3-epoxide
(S)-2,3-Epoxy-2,3-dihydrosqualene
(S)-22,23-Epoxy-2,6,10,15,19,23-hexamethyl-2,6,10,14,18-tetracosapentaene
(3S)-2,2-dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaenyl]oxirane
Oxirane, 2,2-dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethyl-3,7,11,15,19-heneicosapentaen-1-yl]-, (3S)- | [Molecular Formula]
C30H50O | [MDL Number]
MFCD28100799 | [MOL File]
54910-48-4.mol | [Molecular Weight]
426.72 |
| Chemical Properties | Back Directory | [Boiling point ]
164-165 °C(Press: 10 Torr) | [density ]
0.882±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Oil | [color ]
Colourless |
| Hazard Information | Back Directory | [Uses]
3(S)-Oxidosqualene is used in the synthesis of lanosterol, a precursor to cholesterol. | [Definition]
ChEBI: (S)-2,3-epoxysqualene is a 2,3-epoxysqualene in which the chiral centre has S configuration. It is converted into lanosterol by lanosterol synthase (EC 5.4.99.7) in a key rate-limiting step in the biosynthesis of chloesterol, steroid hormones, and vitamin D. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It derives from a hydride of a squalene. | [Biochem/physiol Actions]
(S)-2,3-Epoxysqualene is an intermediate of many metabolic pathways such as the steroid biosynthesis, sesquiterpenoid and triterpenoid biosynthesis, biosynthesis of plant secondary metabolites, biosynthesis of terpenoids and steroids, biosynthesis of plant hormones, biosynthesis of secondary metabolites, and biosynthesis of antibiotics. |
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