CAS 535-96-6|Marein

Introduction:Basic information about CAS 535-96-6|Marein, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameMarein
CAS Number535-96-6Molecular Weight450.393
Density1.7±0.1 g/cm3Boiling Point835.4±65.0 °C at 760 mmHg
Molecular FormulaC21H22O11Melting Point197-202ºC
MSDS/Flash Point293.5±27.8 °C

Names

Namemarein
SynonymMore Synonyms

Marein BiologicalActivity

DescriptionMarein 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 CatalogSignaling Pathways >>Epigenetics >>AMPKResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>PI3K/Akt/mTOR >>AMPKResearch Areas >>Metabolic DiseaseSignaling Pathways >>Cell Cycle/DNA Damage >>HDACResearch Areas >>Neurological DiseaseSignaling 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

Density1.7±0.1 g/cm3
Boiling Point835.4±65.0 °C at 760 mmHg
Melting Point197-202ºC
Molecular FormulaC21H22O11
Molecular Weight450.393
Flash Point293.5±27.8 °C
Exact Mass450.116211
PSA197.37000
LogP-0.18
Vapour Pressure0.0±3.2 mmHg at 25°C
Index of Refraction1.751
InChIKeyXGEYXJDOVMEJNG-HTFDPZBKSA-N
SMILESO=C(C=Cc1ccc(O)c(O)c1)c1ccc(OC2OC(CO)C(O)C(O)C2O)c(O)c1O

Safety Information

Hazard CodesXi

Synonyms

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
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