Chebulic Acid

Chebulic acid is a phenol that has been found in T. chebular and has diverse biological activities. It reduces production of reactive oxygen species (ROS) in human umbilical vein endothelial cells (HUVECs) induced by glyceraldehyde-related advanced glycation end products (glycer-AGEs) when used at a concentration of 100 µg/ml. Chebulic acid reduces glycer-AGE-induced adhesion of HUVECs to THP-1 monocytes. It induces Nrf2 nuclear translocation and glutathione (GSH) synthesis and inhibits glycer-AGE-induced collagen accumulation, a marker of fibrosis, in LX-2 hepatic stellate cells. In vivo, chebulic acid (25 and 50 mg/kg) increases serum insulin levels and reduces blood urea nitrogen levels, proteinuria, albuminuria, and serum glucose levels in a diabetic rat model of ischemia-reperfusion-induced nephropathy.Formal Name: (2S)-[(3S,4S)-3-carboxy-3,4-dihydro-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4-yl]-butanedioic acid. CAS Number: 23725-05-5. Synonyms: (-)-Chebulic Acid. Molecular Formula: C14H12O11. Formula Weight: 356.2. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Methanol: soluble. lambdamax: 225, 287 nm. SMILES: OC1=C(O)C(O)=CC2=C1[C@@]([C@H](CC(O)=O)C(O)=O)([H])[C@@H](C(O)=O)OC2=O. InChi Code: InChI=1S/C14H12O11/c15-5-1-4-7(10(19)9(5)18)8(3(12(20)21)2-6(16)17)11(13(22)23)25-14(4)24/h1,3,8,11,15,18-19H,2H2,(H,16,17)(H,20,21)(H,22,23)/t3?,8-,11?/m0/s1. InChi Key: COZMWVAACFYLBI-CFHUBPRQSA-N. Origin: Plant/Chebulae Fructus.