Kahweol

Kahweol is a natural diterpene that is isolated from coffee beans. It increases glutathione S-transferase activity in the gut mucosa of mice and, with the diterpene cafestol, induces glutathione S-transferase expression in rat livers. Kahweol has anti-inflammatory effects in RAW macrophages, inhibiting LPS-induced nitric oxide and prostaglandin E2 production (IC50 = 54 and 23 µM, respectively). Kahweol also is antiangiogenic, blocking the proliferation of endothelial cells (IC50 = 50 µM) and inhibiting endothelial migration, invasion, and tube formation. Kahweol is easily oxidized in the presence of air.Formal Name: 3bS,4,5,6,7R,8R,9,10,10aR,10bS-decahydro-7-hydroxy-10b-methyl-5aS,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol. CAS Number: 6894-43-5. Molecular Formula: C20H26O3. Formula Weight: 314.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMSO: 3 mg/ml, Ethanol: 5 mg/ml, Ethanol:PBS (pH7.2)(1:50): 0.02 mg/ml. lambdamax: 289 nm. SMILES: OC[C@]1(O)[C@@]2([H])C[C@]3(C1)CCC4C5=C(OC=C5)C=C[C@@]4(C)C3CC2. InChi Code: InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3/t13-,15?,17?,18-,19+,20+/m1/s1. InChi Key: JEKMKNDURXDJAD-JUKDXYPLSA-N.