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Merck
CN

41719

(3S)-2,3-Oxidosqualene

≥97.5% (HPLC)

Synonym(s):

(S)-2,3-Epoxy-2,3-dihydrosqualene, (S)-22,23-Epoxy-2,6,10,15,19,23-hexamethyl-2,6,10,14,18-tetracosapentaene, (S)-Squalene 2,3-epoxide, (S)-Squalene 2,3-oxide

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About This Item

Empirical Formula (Hill Notation):
C30H50O
CAS Number:
Molecular Weight:
426.72
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Assay:
≥97.5% (HPLC)
Form:
liquid
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Quality Segment

assay

≥97.5% (HPLC)

form

liquid

optical purity

enantiomeric excess: ≥90.0%

suitability

conforms to structure for Proton NMR spectrum

storage temp.

−20°C

SMILES string

CC1(C)O[C@H]1CC/C(C)=C/CC/C(C)=C/CC/C=C(C)/CC/C=C(C)/CCC=C(C)C

InChI

1S/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+/t29-/m0/s1

InChI key

QYIMSPSDBYKPPY-RSKUXYSASA-N

Application


  • Schizophrenic behavior of 2,3-Oxidosqualene Sterol Cyclase from pig liver towards 2,3-oxidosqualene analogues. Alain Krief and colleagues discuss the variable catalytic behaviors of oxidosqualene cyclase when interacting with different oxidosqualene analogues, suggesting implications for sterol production efficiency and specificity (Krief et al., 2021).


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.


Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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