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Details

Stereochemistry ABSOLUTE
Molecular Formula C43H68O14
Molecular Weight 808.9916
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GYMNEMIC ACID II

SMILES

CC[C@H](C)C(=O)O[C@H]1[C@H](O)[C@]2(COC(C)=O)[C@@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2CC1(C)C

InChI

InChIKey=IWLKKMZNFBKYCF-GAZXINLWSA-N
InChI=1S/C43H68O14/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/h11,21,24-34,37,44,46-50H,10,12-20H2,1-9H3,(H,51,52)/t21-,24-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,37+,39-,40-,41+,42+,43-/m0/s1

HIDE SMILES / InChI

Description

Gymnemic acid II is a glycoside isolated from the leaves of Gymnema sylvestre (Asclepiadaceae), it has being shown to be a glucose uptake inhibitor and to have a potent antidiabetic activity. Gymnemic acids are triterpene glycosides that selectively suppress taste responses to various sweet substances in humans.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
0.5 mM of a solution of gymnemic acids I and II led a complete suppression of sweetness induced by 0.4 mM sucrose. Application of a 1 mM solution of gymnemic acids I and II orally led to a complete suppression of sweetness induced by 0.2 and 0.4 M sucrose,
Route of Administration: Oral
In Vitro Use Guide
Gymnemic acids (100 ug/ml) inhibited the [Ca2]i responses to sweet compounds in HEK293 cells heterologously expressing hT1R2 hT1R3 but not in those expressing the mouse (m) sweet receptor mT1R2 mT1R3. T