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.
41719
(S)-2,3-Oxidosqualen
≥97.5% (HPLC)
Synonym(e):
(S)-2,3-Epoxy-2,3-dihydrosqualen, (S)-22,23-Epoxy-2,6,10,15,19,23-hexamethyl-2,6,10,14,18-tetracosapentaen, (S)-Squalen-2,3-epoxid, (S)-Squalen-2,3-oxid
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Über diesen Artikel
Empirische Formel (Hill-System):
C30H50O
CAS-Nummer:
Molekulargewicht:
426.72
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
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Unterstützung erhaltenInChI key
QYIMSPSDBYKPPY-RSKUXYSASA-N
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
assay
≥97.5% (HPLC)
form
liquid
optical purity
enantiomeric excess: ≥90.0%
suitability
conforms to structure for Proton NMR spectrum
storage temp.
−20°C
Quality Level
1 of 4
Dieser Artikel | 41043 | 571326 | 300349 |
|---|---|---|---|
| assay ≥97.5% (HPLC) | assay ≥92.0% (HPLC) | assay 96% | assay 97% |
| form liquid | form - | form liquid | form liquid |
| 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. - |
| optical purity enantiomeric excess: ≥90.0% | optical purity - | optical purity - | optical purity ee: 99% (GLC) |
| suitability conforms to structure for Proton NMR spectrum | suitability - | suitability - | suitability - |
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.
Lagerklasse
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Xudong Han et al.
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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
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
Deletion of the Gly600 residue of Alicyclobacillus acidocaldarius squalene cyclase alters the substrate specificity into that of the eukaryotic-type cyclase specific to (3S)-2,3-oxidosqualene.
Tsutomu Hoshino et al.
Angewandte Chemie (International ed. in English), 43(48), 6700-6703 (2004-12-14)
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)
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What are the density and molecular weight of 41719 (3S)2,3-Oxidosqualene?
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