Introduction：Basic information about CAS 38242-02-3|β-Amyrenonol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | β-Amyrenonol |
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| CAS Number | 38242-02-3 | Molecular Weight | 440.701 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 524.0±49.0 °C at 760 mmHg |
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| Molecular Formula | C30H48O2 | Melting Point | / |
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| MSDS | / | Flash Point | 221.3±22.4 °C |
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Names
| 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 |
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| Synonym | More Synonyms |
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β-Amyrenonol BiologicalActivity
| 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]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Research Areas >>Inflammation/Immunology |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 524.0±49.0 °C at 760 mmHg |
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| Molecular Formula | C30H48O2 |
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| Molecular Weight | 440.701 |
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| Flash Point | 221.3±22.4 °C |
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| Exact Mass | 440.365417 |
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| PSA | 37.30000 |
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| LogP | 8.61 |
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| Vapour Pressure | 0.0±3.1 mmHg at 25°C |
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| Index of Refraction | 1.545 |
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| InChIKey | UKAIYBGRLWQHDQ-KWRVYEIKSA-N |
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| SMILES | CC1(C)CCC2(C)CCC3(C)C(=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1 |
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Safety Information
Synonyms
| β-Amyrenonol |
| Olean-12-en-11-one, 3-hydroxy-, (3β)- |
| b-Amyrenonol |
| (3β)-3-Hydroxyolean-12-en-11-one |
| 11-oxo-β-amyrin |
