Oleanolic Acid

Oleanolic acid is a pentacyclic triterpenoid that has been found in O. europaea and has diverse biological activities. It is active against S. aureus, B. thuringiensis, E. coli, S. enterica, and S. dysenteriae (MICs = 1.9, 1.9, 7.8, 3.9, and 1.9 µg/ml, respectively) and scavenges hydroxyl and superoxide radicals in cell-free assays when used at a concentration of 1 mg/ml. Oleanolic acid is cytotoxic to DU145 prostate and MCF-7 breast cancer cells, as well as U87 glioblastoma cells, with IC50 values of 112.57, 132.29, and 163.6 µg/ml. It reduces LPS-induced adherence of THP-1 monocytes to human umbilical vein endothelial cells (HUVECs) in a co-culture model of monocyte-endothelial cell adhesion when used at concentrations ranging from 10 to 50 µM. Oleanolic acid (200 µmol/kg) decreases liver necrosis in several mouse models of liver injury, including those induced by acetaminophen (Cay-10024), carbon tetrachloride (CCl4), or LPS/D-galactosamine.Formal Name: 3beta-hydroxy-olean-12-en-28-oic acid. CAS Number: 508-02-1. Synonyms: Astrantiagenin C, Caryophyllin, Giganteumgenin C, Gledigenin 1, NSC 114945, Oleanoic Acid, Virgaureagenin B. Molecular Formula: C30H48O3. Formula Weight: 456.7. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS(pH7.2) (1:2): 0.3 mg/ml, DMSO: 3 mg/ml, Ethanol: 5 mg/ml. SMILES: CC1(C)CC[C@]2(C(O)=O)CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC=C3[C@]2([H])C1. InChi Code: InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1. InChi Key: MIJYXULNPSFWEK-GTOFXWBISA-N.