Chebulinic Acid

CAS: 18942-26-2

Ref. TR-C291895

Product Information

• Name: Chebulinic Acid
• Synonyms: ß-D-Glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate), cyclic 2?2:4?1-ester with (2S)-[(3R,4S)-5-carboxy-3,4-dihydro-3,7,8-trihydroxy-2-oxo-2H-1-benzopyran-4-yl]butanedioic acid, 7,11-Methanopyrano[4,3,2-kl][2,5,8]benzotrioxacyclotridecin, ß-D-glucopyranose deriv., Eutannin, NSC 69862, (3,15,16-Trihydroxy-2,5,13-Trioxo-10,17-Bis[(3,4,5-Trihydroxybenzoyl)Oxy]-8-{[(3,4,5-Trihydroxybenzoyl)Oxy]Methyl}-2,3,3A,4,5,7,8,10,11,13-Decahydro-7,11-Methano[1,4,7]Trioxacyclotridecino[11,10,9-De]Chromen-4-Yl)Acetic Acid, 7,11-Methanopyrano[4,3,2-kl][2,5,8]benzotrioxacyclotridecin, β-<span class="text-smallcaps">D</span>-glucopyranose deriv., Nsc69862, [(3S,3aS,4R,7R,8R,10S,11R,17S)-3,15,16-trihydroxy-2,5,13-trioxo-10,17-bis[(3,4,5-trihydroxybenzoyl)oxy]-8-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-2,3,3a,4,5,7,8,10,11,13-decahydro-7,11-methano[1,4,7]trioxacyclotridecino[11,10,9-de]chromen-4-yl]acetic acid, [(3S,3aS,4S,7R,8R,10S,11R,17S)-3,15,16-trihydroxy-2,5,13-trioxo-10,17-bis[(3,4,5-trihydroxybenzoyl)oxy]-8-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-2,3,3a,4,5,7,8,10,11,13-decahydro-7,11-methano[1,4,7]trioxacyclotridecino[11,10,9-de]chromen-4-yl]acetic acid, [(3S,4S)-3,15,16-trihydroxy-2,5,13-trioxo-10,17-bis[(3,4,5-trihydroxybenzoyl)oxy]-8-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-2,3,3a,4,5,7,8,10,11,13-decahydro-7,11-methano[1,4,7]trioxacyclotridecino[11,10,9-de]chromen-4-yl]acetic acid, β-<span class="text-smallcaps">D</span>-Glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate), cyclic 2→2:4→1-ester with (2S)-[(3R,4S)-5-carboxy-3,4-dihydro-3,7,8-trihydroxy-2-oxo-2H-1-benzopyran-4-yl]butanedioic acid

Description

Applications Chebulinic Acid has been shown to prevent epithelial mesenchymal transition in retinal pigment epithelial cells through inhibition of SMAD-3 phosphorylation. This prevents retinal detachment in the process of proliferative vitreoretinopathy.
References Sivasankar, S. et al.: PLoS One., 10, e0120512 (2015);

• Brand: TRC

Chemical properties

• Molecular weight: 956.68
• Formula: C₄₁H₃₂O₂₇
• Color/Form: Off-White
• InChI: InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22+,24-,30+,31+,33-,34+,41-/m0/s1
• InChI key: InChIKey=YIJUMWSAXPLYOX-HXUWFJFHSA-N
• SMILES: COc1cc(O)cc([C@@H](NC(=O)c2cccc(Cl)c2)C(=O)c2ccc(O)cc2O)c1