Gymnemic Acid I

Gymnemic acid I is a triterpene glycoside that has been found in G. sylvestre and has antihyperglycemic activities. It inhibits glucose-induced phosphorylation of serine 70 on S6 kinase (S6K1) and serine 2448 on mTOR, caspase-3 activity, and apoptosis, as well as increases autophagy in MIN-6 pancreatic beta cells when used at a concentration of 5 µg/ml. Gymnemic acid I has been used as a reference compound to compare the potency of plant-derived sweet taste inhibitors.Formal Name: (3beta,4alpha,16beta,21beta,22alpha)-28-(acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl-beta-D-glucopyranosiduronic acid. CAS Number: 122168-40-5. Synonyms: (+)-Gymnemic Acid I. Molecular Formula: C43H66O14. Formula Weight: 807.0. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: soluble. SMILES: CC1(C)[C@@H](OC(/C(C)=C/C)=O)[C@H](O)[C@]2(COC(C)=O)[C@@H](O)C[C@@]3(C)[C@]4(C)CC[C@@]5([H])[C@](C)(CO)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O6)CC[C@]5(C)[C@@]4([H])CC=C3[C@]2([H])C1. InChi Code: InChI=1S/C43H66O14/c1-10-21(2)36(53)57-34-33(50)43(20-54-22(3)45)24(17-38(34,4)5)23-11-12-26-39(6)15-14-28(55-37-31(49)29(47)30(48)32(56-37)35(51)52)40(7,19-44)25(39)13-16-41(26,8)42(23,9)18-27(43)46/h10-11,24-34,37,44,46-50H,12-20H2,1-9H3,(H,51,52)/b21-10+/t24-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,37+,39-,40-,41+,42+,43-/m0/s1. InChi Key: VEFSVJGWJQPWFS-ZXKKMYOJSA-N. Origin: Plant/Gymnema sylvestre (Retz.) Schult..