Gomisin J

Names

[ Name ]:
Gomisin J

[Synonym ]:
(-)-gomisin J
(6R,7S)-1,2,11,12-Tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulene-3,10-diol
UNII:X13A57600T
6(S),7(R)-Dibenzo(a,c)cyclooctene-3,10-diol,5,6,7,8-tetrahydro-1,2,11,12-tetramethoxy-6,7-dimethyl
Dibenzo(a,c)cyclooctene-3,10-diol,5,6,7,8-tetrahydro-1,2,11,12-tetramethoxy-6,7-dimethyl-,stereoisomer

Biological Activity

[Description]:

Gomisin J is a small molecular weight lignan found in Schisandra chinensis and has been demonstrated to have vasodilatory activity[1]. Gomisin J suppresses lipid accumulation by regulating the expression of lipogenic and lipolytic enzymes and inflammatory molecules through activation of AMPK, LKB1 and Ca2+/calmodulin-dependent protein kinase II and inhibition of fetuin-A in HepG2 cells. gomisin J has potential benefits in treating nonalcoholic fatty liver disease[2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel

Signaling Pathways >> Epigenetics >> AMPK

Research Areas >> Cardiovascular Disease

Signaling Pathways >> PI3K/Akt/mTOR >> AMPK

Research Areas >> Metabolic Disease

[Target]

AMPK

Ca2+

[References]

[1]. Ye BH, et al. Preventive effect of gomisin J from Schisandra chinensis on angiotensin II-induced hypertension via an increased nitric oxide bioavailability. Hypertens Res. 2015 Mar;38(3):169-77.

[2]. Kim M, et al. Gomisin J Inhibits Oleic Acid-Induced Hepatic Lipogenesis by Activation of the AMPK-Dependent Pathway and Inhibition of the Hepatokine Fetuin-A in HepG2 Cells. J Agric Food Chem. 2015 Nov 11;63(44):9729-39.

Chemical & Physical Properties

[ Density]:
1.161

[ Boiling Point ]:
587.5±50.0 °C at 760 mmHg

[ Melting Point ]:
148-149 ºC

[ Molecular Formula ]:
C₂₂H₂₈O₆

[ Molecular Weight ]:
388.454

[ Flash Point ]:
309.1±30.1 °C

[ Exact Mass ]:
388.188599

[ PSA ]:
77.38000

[ LogP ]:
4.80

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.556

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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