A triterpene glycoside
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Gymnemic Acid I

Item No. 28495

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,4α,16β,21β,22α)-28-(acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl-β-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(Learn about Variance in 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.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $215

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    5 mg

    $962

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    Product Description

    Gymnemic acid I is a triterpene glycoside that has been found in G. sylvestre and has antihyperglycemic activities.1,2 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 β cells when used at a concentration of 5 µg/ml.1 Gymnemic acid I has been used as a reference compound to compare the potency of plant-derived sweet taste inhibitors.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wu, Y., Hu, Y., Yuan, Y., et al. Gymnemic acid I triggers mechanistic target of rapamycin-mediated β cells cytoprotection through the promotion of autophagy under high glucose stress. J. Cell. Physiol. 234(6), 9370-9377 (2019).

    2. Kinghorn, A.D., Chin, Y.-W., Pan, L., et al. Natural Products as Sweeteners and Sweetness Modifiers. Comprehensive Natural Products II 269-315 (2010).