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41719

(3S)-2,3-Oxidosqualene

≥97.5% (HPLC)

Sinónimos:

(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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Acerca de este artículo

Fórmula empírica (notación de Hill):
C30H50O
Número CAS:
Peso molecular:
426.72
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Assay:
≥97.5% (HPLC)
Form:
liquid
Quality level:
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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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Este artículo
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)


Clase de almacenamiento

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
Dorianne A Castillo et al.
Journal of the American Chemical Society, 135(15), 5885-5894 (2013-04-11)
Plants allocate an estimated 15-25% of their proteome to specialized metabolic pathways that remain largely uncharacterized. Here, we describe a genome mining strategy for exploring such unknown pathways and demonstrate this approach for triterpenoids by functionally characterizing three cytochrome P450s
Enzymatic cyclization of squalene and oxidosqualene to sterols and triterpenes.
Abe, I., et al.
Chemical Reviews, 93, 2189-2206 (1993)



Número de artículo de comercio global

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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