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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:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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

Related Categories

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.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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