Gymnestrogenin

Modify Date: 2024-01-09 08:32:22

Gymnestrogenin Structure
Gymnestrogenin structure
Common Name Gymnestrogenin
CAS Number 19942-02-0 Molecular Weight 490.71500
Density N/A Boiling Point N/A
Molecular Formula C30H50O5 Melting Point 288-289 °C
MSDS N/A Flash Point N/A

 Use of Gymnestrogenin


Gymnestrogenin 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].

 Names

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

 Gymnestrogenin Biological Activity

Description Gymnestrogenin 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 Catalog
Target

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

In Vitro Gymnestrogenin, 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 Point 288-289 °C
Molecular Formula C30H50O5
Molecular Weight 490.71500
Exact Mass 490.36600
PSA 101.15000
LogP 4.05530

 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