ChemicalBook--->CAS DataBase List--->122168-40-5

122168-40-5

122168-40-5 Structure

122168-40-5 Structure
IdentificationBack Directory
[Name]

gyMneMic acid I
[CAS]

122168-40-5
[Synonyms]

gyMneMic acid I
GYMNEMIC ACID I,98%
(+)-Gymnemic Acid I
gyMneMic acid I USP/EP/BP
Gymnema Extract (Standard)
b-D-Glucopyranosiduronic acid, (3b,4a,16b,21b,22a)-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, (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
(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5
[Molecular Formula]

C43H66O14
[MDL Number]

MFCD12031624
[MOL File]

122168-40-5.mol
[Molecular Weight]

806.98
Chemical PropertiesBack Directory
[Boiling point ]

872.1±65.0 °C(Predicted)
[density ]

1.33±0.1 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: soluble
[form ]

A crystalline solid
[pka]

2.82±0.70(Predicted)
[color ]

White to light yellow
[LogP]

5.979 (est)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
Hazard InformationBack Directory
[Description]

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 β 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.
[Uses]

(+)-Gymnemic Acid I is one of the components extracted from the leaves of Gymnema sylvestre, known for inhibitory acitivity against glucose absorption. However, (+)-Gymnemic Acid I lacks this activity, unlike other forms of gymnemic acids.
[Definition]

ChEBI: Gymnemic acid I is a triterpenoid saponin.
[References]

[1] YANYANG WU. Gymnemic acid I triggers mechanistic target of rapamycin-mediated β cells cytoprotection through the promotion of autophagy under high glucose stress[J]. Journal of Cellular Physiology, 2018, 234 6: 9370-9377. DOI: 10.1002/jcp.27621
[2] KINGHORN A, CHIN Y, PAN L, et al. Natural Products as Sweeteners and Sweetness Modifiers[C]. 1900: 0. DOI: 10.1016/b978-008045382-8.00077-0
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