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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

[H][C@@]6(O[C@H]1CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C4[C@]5([H])CC(C)(C)[C@@H](OC(=O)[C@@H](C)CC)[C@H](O)[C@]5(COC(C)=O)[C@@H](O)C[C@@]34C)[C@]1(C)CO)O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O

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

Molecular Formula C43H68O14
Molecular Weight 808.9916
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 18 / 18
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/16508237

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

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Structure Activity Relationship Studies of Gymnemic Acid Analogues for Antidiabetic Activity Targeting PPARγ.
2015
Patents

Patents

Sample Use Guides

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
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:06:35 GMT 2023
Edited
by admin
on Sat Dec 16 02:06:35 GMT 2023
Record UNII
CUN60G2ITS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GYMNEMIC ACID II
Common Name English
(+)-GYMNEMIC ACID II
Common Name English
GYMNEMIC ACID II, (+)-
Common Name English
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.ALPHA.,16.BETA.,21.BETA.,22.ALPHA.)-28-(ACETYLOXY)-16,22,23-TRIHYDROXY-21-((2S)-2-METHYL-1-OXOBUTOXY)OLEAN-12-EN-3-YL
Systematic Name English
GYMNEMIC ACID II (CONSTITUENT OF GYMNEMA) [DSC]
Common Name English
Classification Tree Code System Code
DSLD 2860 (Number of products:2)
Created by admin on Sat Dec 16 02:06:35 GMT 2023 , Edited by admin on Sat Dec 16 02:06:35 GMT 2023
Code System Code Type Description
PUBCHEM
91617872
Created by admin on Sat Dec 16 02:06:35 GMT 2023 , Edited by admin on Sat Dec 16 02:06:35 GMT 2023
PRIMARY
FDA UNII
CUN60G2ITS
Created by admin on Sat Dec 16 02:06:35 GMT 2023 , Edited by admin on Sat Dec 16 02:06:35 GMT 2023
PRIMARY
CAS
122144-48-3
Created by admin on Sat Dec 16 02:06:35 GMT 2023 , Edited by admin on Sat Dec 16 02:06:35 GMT 2023
PRIMARY