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38242-02-3

38242-02-3 structure
38242-02-3 structure
  • Name: β-Amyrenonol
  • Chemical Name: (4aR,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,2,4a,6a,6b,9,9,12a-octamethyl-1,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,14b-octadecahydropicen-13(2H)-one
  • CAS Number: 38242-02-3
  • Molecular Formula: C30H48O2
  • Molecular Weight: 440.701
  • Catalog: Natural product Moss
  • Create Date: 2017-08-14 12:07:03
  • Modify Date: 2025-08-25 17:56:04
  • 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].
Name (4aR,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,2,4a,6a,6b,9,9,12a-octamethyl-1,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,14b-octadecahydropicen-13(2H)-one
Synonyms β-Amyrenonol
Olean-12-en-11-one, 3-hydroxy-, (3β)-
b-Amyrenonol
(3β)-3-Hydroxyolean-12-en-11-one
11-oxo-β-amyrin
Description 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].
Related Catalog
In Vitro β-Amyrenonol (11-Oxo-β-amyrin) inhibits cell growth of HL60 cells with an IC50 value of 26.3 µM[1]. β-Amyrenonol (11-Oxo-β-amyrin) (100 μM) significantly reduces lipopolysaccharide-induced TNFα release in THP-1 cells[1]. CYP88D6 is characterized by in vitro enzymatic activity assays and shown to catalyze the sequential two-step oxidation of β-amyrin at C-11 to produce β-Amyrenonol (11-Oxo-β-amyrin). CYP88D6 coexpressed with β-amyrin synthase in yeast also catalyzed in vivo oxidation of β-amyrin to β-Amyrenonol[3].
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.

[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.

[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.
Density 1.1±0.1 g/cm3
Boiling Point 524.0±49.0 °C at 760 mmHg
Molecular Formula C30H48O2
Molecular Weight 440.701
Flash Point 221.3±22.4 °C
Exact Mass 440.365417
PSA 37.30000
LogP 8.61
Vapour Pressure 0.0±3.1 mmHg at 25°C
Index of Refraction 1.545
Hazard Codes Xi
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