An intermediate in the biosynthesis of sterols
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2,3-Oxidosqualene

Item No. 36187

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,2-dimethyl-3-[(3E,7E,11E,15E)-3,7,12,16,20-pentamethyl-3,7,11,15,19-heneicosapentaen-1-yl]-oxirane
CAS Number
7200-26-2
Synonyms
  • (3R,S)-Oxidosqualene
  • Squalene 2,3-oxide
Molecular Formula
C30H50O
Formula Weight
426.7
Purity
≥90%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly soluble
SMILES
C/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C=C(C)/CC/C=C(C)/CCC1C(C)(O1)C
InChi Code
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
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    2,3-Oxidosqualene is an intermediate in the biosynthesis of sterols such as lanosterol (Item No. 19521), cycloartenol, and cholesterol (Item No. 9003100).1,2 It is also an intermediate in the biosynthesis of the triterpenoid β-amyrin (Item No. 20949).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nes, W.D. Biosynthesis of cholesterol and other sterols. Chem. Rev. 111(10), 6423-6451 (2011).

    2. Willett, J.D., Sharpless, K.B., Lord, K.E., et al. Squalene-2,3-oxide, an intermediate in the enzymatic conversion of squalene to lanosterol and cholesterol. The Journal of Biological Chemisty 242(18), 4182-4191 (1967).

    3. Kajikawa, M., Yamato, K.T., Fukuzawa, H., et al. Cloning and characterization of a cDNA encoding beta-amyrin synthase from petroleum plant Euphorbia tirucalli L. Phytochemistry 66(15), 1759-1766 (2005).