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β-Amyrenonol

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β-Amyrenonol Basic information

Product Name:
β-Amyrenonol
Synonyms:
  • 3β-Hydroxy-5α-olean-12-en-11-one
  • β-Amyrenonol
  • 3β-Hydroxyoleana-12-ene-11-one
  • beta-AMyrenonol
  • Olean-12-en-11-one, 3-hydroxy-, (3b)-
  • Olean-12-en-11-one, 3-hydroxy-, (3β)-
  • 11-Oxo-β-amyrin
  • 3β-Hydroxyolean-12-en-11-one
CAS:
38242-02-3
MF:
C30H48O2
MW:
440.71
EINECS:
233-305-4
Mol File:
38242-02-3.mol
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β-Amyrenonol Chemical Properties

Melting point:
175 °C
Boiling point:
524.0±49.0 °C(Predicted)
Density 
1.05±0.1 g/cm3(Predicted)
pka
15.12±0.70(Predicted)
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β-Amyrenonol Usage And Synthesis

Uses

β-Amyrenonol (11-Oxo-β-amyrin), an oleanolic-type triterpenoid in licorice roots, is a precursor of Glycyrrhetinic acid. β-Amyrenonol has anti-proliferative and anti-inflammatory activities, and β-Amyrenonol could function as the skeleton for the synthesis of many triterpenoids[1][2].

Definition

ChEBI: 11-oxo-beta-amyrin is the pentacyclic triterpenoid that is the 11-oxo derivative of beta-amyrin. It is a pentacyclic triterpenoid and a cyclic terpene ketone. It is functionally related to a beta-amyrin.

References

[1] James Reed, et al. A Translational Synthetic Biology Platform for Rapid Access to Gram-Scale Quantities of Novel Drug-Like Molecules. Metab Eng. 2017 Jul;42:185-193. DOI:10.1016/j.ymben.2017.06.012
[2] Ming Zhu, et al. Boosting 11-oxo-β-amyrin and Glycyrrhetinic Acid Synthesis in Saccharomyces Cerevisiae via Pairing Novel Oxidation and Reduction System From Legume Plants. Metab Eng. 2018 Jan;45:43-50. DOI:10.1016/j.ymben.2017.11.009
[3] Hikaru Seki, et al. Licorice Beta-Amyrin 11-oxidase, a Cytochrome P450 With a Key Role in the Biosynthesis of the Triterpene Sweetener Glycyrrhizin. Proc Natl Acad Sci U S A. 2008 Sep 16;105(37):14204-9. DOI:10.1073/pnas.0803876105

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