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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
Quality level:
Pricing and availability is not currently available.
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Quality Level

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.

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This Item
41043571326300349
form

liquid

form

-

form

liquid

form

liquid

assay

≥97.5% (HPLC)

assay

≥92.0% (HPLC)

assay

96%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

suitability

conforms to structure for Proton NMR spectrum

suitability

-

suitability

-

suitability

-

optical purity

enantiomeric excess: ≥90.0%

optical purity

-

optical purity

-

optical purity

ee: 99% (GLC)


Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Z Shi et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(15), 7370-7374 (1994-07-19)
The ERG7 gene encoding oxidosqualene-lanosterol cyclase [(S)-2,3-epoxysqualene mutase (cyclizing, lanosterol forming), EC 5.4.99.7] from Saccharomyces cerevisiae has been cloned by genetic complementation of a cyclase-deficient erg7 strain. The DNA sequence of this gene has been determined and found to contain
Katherine A Mattos et al.
Cellular microbiology, 16(6), 797-815 (2014-02-21)
We recently showed that Mycobacterium leprae (ML) is able to induce lipid droplet formation in infected macrophages. We herein confirm that cholesterol (Cho) is one of the host lipid molecules that accumulate in ML-infected macrophages and investigate the effects of
Xudong Han et al.
Frontiers in oncology, 10, 1549-1549 (2020-10-20)
Glioblastoma, also known as glioblastoma multiforme (GBM), is the most malignant form of glioma and represents 81% of malignant brain and central nervous system (CNS) tumors. Like most cancers, GBM causes metabolic recombination to promote cell survival, proliferation, and invasion



Global Trade Item Number

SKUGTIN
41719-10MG04061832393773
41719-50MG04061832393797
41719-1MG04061826010006
41719-5MG04061832393803
41719-25MG04061832393780

Questions

  1. What are the density and molecular weight of 41719 (3S)2,3-Oxidosqualene?

    1 answer
    1. The molecular weight of this compound is 426.72 g/mol. The density of this product has not been reported. However, the racemic product, 41043, 2,3-Oxidosqualene, reports a density of 0.882 +/- 0.06 g/cm3 at a temperature of 20°C. A very similar density would be expected for this material.

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