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41043

Sigma-Aldrich

2,3-Oxidosqualene

≥92.0% (HPLC)

Synonym(s):

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

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About This Item

CAS Number:
7200-26-2
MDL number:
MFCD00871184
UNSPSC Code:
12352202
PubChem Substance ID:
329756051
NACRES:
NA.32

Assay

≥92.0% (HPLC)

storage temp.

−20°C

SMILES string

C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC1OC1(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+

InChI key

QYIMSPSDBYKPPY-BANQPHDMSA-N

Application


  • Lanosterol synthase deficiency promotes tumor progression by orchestrating PDL1-dependent tumor immunosuppressive microenvironment.: Demonstrates how lanosterol synthase, linked to 2,3-Oxidosqualene, influences tumor environments, potentially informing cancer treatment strategies (Gao et al., 2024).

  • Promiscuous Oxidosqualene Cyclases from Neoalsomitra integrifoliola Catalyzing the Formation of Tetracyclic, Pentacyclic, and Heterocyclic Triterpenes.: Investigates the versatility of oxidosqualene cyclases, which could have implications for synthetic applications of 2,3-Oxidosqualene in producing diverse triterpenes (Li et al., 2024).

Biochem/physiol Actions

2,3-Oxidosqualene is a substrate of the 2,3-oxidosqualene cyclase lanosterol synthase. 2,3-oxidosqualene cyclase has been shown to be suppressed by a high fat diet and high levels of cholesterol.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Huaixin Dang et al.
The Journal of biological chemistry, 284(10), 6218-6226 (2009-01-03)
The liver X receptors (LXRs) sense oxysterols and regulate genes involved in cholesterol metabolism. Synthetic agonists of LXRs are potent stimulators of fatty acid synthesis, which is mediated largely by sterol regulatory element-binding protein-1c (SREBP-1c). Paradoxically, an improved hepatic lipid

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