Kaurenoic acid

• CAT Number: R061212
• CAS Number: 6730-83-2
• Molecular Formula: C20H30O2
• Purity: ≥95%
• Target: Potassium Channel
• Storage: -20°C
• IUPAC Name: (1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1
• InChIKey: NIKHGUQULKYIGE-OTCXFQBHSA-N
• SMILES: CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O

Kaurenoic acid (CAS 6730-83-2)  is a diterpene that has been found in C. langsdorffii and has diverse biological activities, including anticancer, antibacterial, antioxidant, and anti-inflammatory properties. It is cytotoxic to 22Rv1 and LNCaP prostate, HT-29, HCT116, SW480, and SW620 colon, and MCF-7 breast cancer cells with IC50 values ranging from 15.03 to 48.87 μg/ml.  Kaurenoic acid (50 and 100 mg/kg) reduces colonic myeloperoxidase (MPO) activity and malondialdehyde (MDA) levels in a rat model of acetic acid-induced colitis, as well as colonic tissue damage, leukocytic infiltration, and submucosal edema when administered at a dose of 100 mg/kg.

Reference

1.Paiva, L. A. F., et al. "Anti-inflammatory effect of kaurenoic acid, a diterpene from Copaifera langsdorffii on acetic acid-induced colitis in rats." Vascular pharmacology 39.6 (2002): 303-307.
2.Soares, Ana Carolina Ferreira, et al. "Variability of the antibacterial potential among analogue diterpenes against Gram-positive bacteria: considerations on the structure–activity relationship." Canadian Journal of Chemistry 97.7 (2019): 568-575.