CAS 19942-02-0|Gymnestrogenin

Introduction:Basic information about CAS 19942-02-0|Gymnestrogenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameGymnestrogenin
CAS Number19942-02-0Molecular Weight490.71500
Density/Boiling Point/
Molecular FormulaC30H50O5Melting Point288-289 °C
MSDS/Flash Point/

Names

Name(3β,16β,21β)-olean-12-ene-3,16,21,23,28-pentol
SynonymMore Synonyms

Gymnestrogenin BiologicalActivity

DescriptionGymnestrogenin is a pentahydroxytriterpene from the leaves of Gymnema sylvestre R.Br[1]. Gymnestrogenin is a LXR antagonist with IC50s of 2.5 and 1.4 μM for LXRα and LXRβ transactivation, respectively. Gymnestrogenin reduces the transcriptional activity of LXR even on its own promoter, thus reducing the mRNA expression[2].
Related CatalogSignaling Pathways >>Metabolic Enzyme/Protease >>LXRResearch Areas >>Metabolic Disease
Target

IC50: 2.5 μM (LXRα) and 1.4 μM (LXRβ)[2]

In VitroGymnestrogenin, reducing the expression of SREBP1c and ABCA1 in vitro, is able to decrease lipid accumulation in HepG2 cells[2].
References

[1]. Stöcklin W, et al. [Gymnestrogenin, a new pentahydroxytriterpene from the leaves of Gymnema sylvestre R.Br]. Helv Chim Acta. 1968;51(6):1235-42.

[2]. Renga B, et al. Molecular decodification of gymnemic acids from Gymnema sylvestre. Discovery of a new class of liver X receptor antagonists. Steroids. 2015 Apr;96:121-31.

Chemical & Physical Properties

Melting Point288-289 °C
Molecular FormulaC30H50O5
Molecular Weight490.71500
Exact Mass490.36600
PSA101.15000
LogP4.05530
InChIKeySIBYGGBNBRCVQI-JGBRNIEFSA-N
SMILESCC1(C)CC2C3=CCC4C5(C)CCC(O)C(C)(CO)C5CCC4(C)C3(C)CC(O)C2(CO)CC1O

Synonyms

Gymnestrogenin
(3S,4aS,5S,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-4a,9-Bis-hydroxymethyl-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-3,5,10-triol
gymnestrogenin
3β,16β,21β,23,28-pentahydroxyolean-12-ene
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