Marein

Names

[ CAS No. ]:
535-96-6

[ Name ]:
Marein

[Synonym ]:
4-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-2,3-dihydroxyphenyl β-D-glucopyranoside
β-D-Glucopyranoside de 4-[(2E)-3-(3,4-dihydroxyphényl)-2-propènan-1-oyl]-2,3-dihydroxyphényle
Okanin-4'-O-glucoside
(2E)-3-(3,4-Dihydroxyphenyl)-1-(2,3-dihydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}phenyl)-2-propen-1-one
(E)-3-(3,4-Dihydroxyphenyl)-1-(4-(β-D-glucopyranosyloxy)-2,3-dihydroxyphenyl)-2-propen-1-one
2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-(β-D-glucopyranosyloxy)-2,3-dihydroxyphenyl)-, (E)-
(2E)-3-(3,4-Dihydroxyphényl)-1-(2,3-dihydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}phényl)-2-propén-1-one
4-[(2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenyl β-D-glucopyranoside
(2E)-3-(3,4-Dihydroxyphenyl)-1-(2,3-dihydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}phenyl)-2-propen-1-on
2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-[4-(β-D-glucopyranosyloxy)-2,3-dihydroxyphenyl]-, (2E)-
4-[(2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenyl b-D-glucopyranoside
Okanin-4'-glucoside
4-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-2,3-dihydroxyphenyl-β-D-glucopyranoside
Marein
2',3,3',4,4'-pentahydroxy-4'-glucosylchalcone

Biological Activity

[Description]:

Marein has the neuroprotective effect due to a reduction of damage to mitochondria function and activation of the AMPK signal pathway. Marein improves insulin resistance induced by high glucose in HepG2 cells through CaMKK/AMPK/GLUT1 to promote glucose uptake, through IRS/Akt/GSK-3β to increase glycogen synthesis, and through Akt/FoxO1 to decrease gluconeogenesis. Marein is a HDAC inhibitor with an IC50 of 100 µM. Marein has beneficial antioxidative, antihypertensive, antihyperlipidemic and antidiabetic effects[1][2][3].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> AMPK

Research Areas >> Cardiovascular Disease

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

Research Areas >> Metabolic Disease

Signaling Pathways >> Cell Cycle/DNA Damage >> HDAC

Research Areas >> Neurological Disease

Signaling Pathways >> Epigenetics >> HDAC

[Target]

IC50: 100 µM (HDAC)[3]

[References]

[1]. Baoping Jiang, et al. Protective effects of marein on high glucose-induced glucose metabolic disorder in HepG2 cells. Phytomedicine. 2016 Aug 15;23(9):891-900.

[2]. Baoping Jiang, et al. Marein protects against methylglyoxal-induced apoptosis by activating the AMPK pathway in PC12 cells. Free Radic Res. 2016;50(11):1173-1187.

[3]. B Orlikova, et al. Natural chalcones as dual inhibitors of HDACs and NF-κB. Oncol Rep. 2012 Sep;28(3):797-805.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
835.4±65.0 °C at 760 mmHg

[ Melting Point ]:
197-202ºC

[ Molecular Formula ]:
C₂₁H₂₂O₁₁

[ Molecular Weight ]:
450.393

[ Flash Point ]:
293.5±27.8 °C

[ Exact Mass ]:
450.116211

[ PSA ]:
197.37000

[ LogP ]:
-0.18

[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C

[ Index of Refraction ]:
1.751

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.