Bryonolic acid

Modify Date: 2024-01-13 21:12:59

Bryonolic acid Structure
Bryonolic acid structure
 Common Name Bryonolic acid
CAS Number 24480-45-3 Molecular Weight 456.700
Density 1.1±0.1 g/cm3 Boiling Point 553.3±50.0 °C at 760 mmHg
Molecular Formula C30H48O3 Melting Point N/A
MSDS N/A Flash Point 302.5±26.6 °C

 Use of Bryonolic acid


Bryonolic acid is an active triterpenoid compound with immunomodulatory, anti-inflammatory, antioxidant and anticancer activities[1][2][3].

 Names

Name Bryonolic acid
Synonym More Synonyms

 Bryonolic acid Biological Activity

Description Bryonolic acid is an active triterpenoid compound with immunomodulatory, anti-inflammatory, antioxidant and anticancer activities[1][2][3].
Related Catalog
In Vitro Bryonolic acid exerts anti-allergic activity by inhibiting homologous passive cutaneous anaphylaxis and delayed hypersensitivity. Bryonolic acid reduces nitric oxide by suppressing inducible nitric oxide synthase expression, indicating anti-inflammatory activity[1]. In rat adrenal pheochromocytoma (PC12) cells, Bryonolic acid against N-methyl-D-aspartate (NMDA)-induced neurotoxicity, indicating it as a candidate neuroprotective agent for cerebral ischemic treatment[1]. Bryonolic acid (1-200 μM) inhibits acyl-coA: cholesterol acyl transferase (ACAT) activity in rat liver microsomes in a concentration-dependent manner, blocking the biosynthesis of the cholesterol fatty acid ester tumour promoter. Bryonolic acid inhibits ACAT in intact cancer cells with an IC50 of 12.6 µM[2]. Bryonolic acid inhibits both clonogenicity and invasiveness in MCF-7 MB-231, U87 and 3T3-EA cells[2].
In Vivo Bryonolic acid (500 mg/kg; i.p.; once) potently induces HO-1 in a manner dependent on the Nrf2-Keap1 pathway[3]. Animal Model: Wild-type and Nrf2-/- mice[3] Dosage: 500 mg/kg Administration: i.p.; once Result: Induced HO-1 in a manner dependent on the Nrf2-Keap1 pathway.
References

[1]. Pornpatsorn Lertphadungkit, et al. Enhanced Production of Bryonolic Acid in Trichosanthes cucumerina L. (Thai Cultivar) Cell Cultures by Elicitors and Their Biological Activities. Plants (Basel). 2020 Jun 2;9(6):709.

[2]. Farid Khallouki, et al. Bryonolic Acid Blocks Cancer Cell Clonogenicity and Invasiveness through the Inhibition of Fatty Acid: Cholesteryl Ester Formation. Biomedicines. 2018 Feb 12;6(1):21.

[3]. Tonibelle N Gatbonton-Schwager , et al. Bryonolic acid transcriptional control of anti-inflammatory and antioxidant genes in macrophages in vitro and in vivo. J Nat Prod. 2012 Apr 27;75(4):591-8.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 553.3±50.0 °C at 760 mmHg
Molecular Formula C30H48O3
Molecular Weight 456.700
Flash Point 302.5±26.6 °C
Exact Mass 456.360352
PSA 57.53000
LogP 8.99
Vapour Pressure 0.0±3.4 mmHg at 25°C
Index of Refraction 1.557

 Safety Information

Hazard Codes Xi

 Synonyms

(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-Hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydro-2-picenecarboxylic acid
(2S,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-Hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid
(2S,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-Hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydro-2-picenecarboxylic acid
2-Picenecarboxylic acid, 1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-eicosahydro-10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-, (2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-
2-Picenecarboxylic acid, 1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-eicosahydro-10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-, (2S,4aS,6aS,8aR,10S,12aS,14aS,14bR)-
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