MAREIN Chemical Properties

Melting point:

197-202°C

Boiling point:

835.4±65.0 °C(Predicted)

Density 

1.664±0.06 g/cm3(Predicted)

storage temp. 

4°C, protect from light

solubility 

DMSO: soluble

form 

A crystalline solid

pka

6.92±0.40(Predicted)

color 

Light yellow to yellow

InChIKey

XGEYXJDOVMEJNG-UOWIVAOKNA-N

SMILES

[C@@H]1([C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)OC1C=CC(C(=O)/C=C/C2C=CC(O)=C(O)C=2)=C(O)C=1O |&1:0,1,3,4,6,r|

LogP

-0.180 (est)

Safety Information

Hazard Codes 

Xi

MAREIN Usage And Synthesis

Uses

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].

Definition

ChEBI: Marein is a member of flavonoids and a glycoside.

References

[1] B Orlikova, et al. Natural chalcones as dual inhibitors of HDACs and NF-κB. Oncol Rep. 2012 Sep;28(3):797-805. DOI:10.3892/or.2012.1870
[2] 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. DOI:10.1016/j.phymed.2016.05.004
[3] 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. DOI:10.1080/10715762.2016.1222374

MAREIN(535-96-6)Related Product Information

• hydroxygenkwanin
• Quercetin-7-O-β-D-glucopyranoside
• Naringenin 7-O-β-D-Glucuronide (Mixture of Diastereomers)
• 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one
• OKANIN
• Taxifolin 7-O-β-D-glucoside
• MOSLOFLAVONE
• MEDICAGOL
• PONCIRIN
• MARITIMEIN
• nepitrin
• MAREIN
• Quercetagetin-7-O-glucoside
• centaurein
• 6-HYDROXYLUTEOLIN-7-BETA-D-GLUCOSE
• MAREIN(P)
• MAREIN(SH)
• MAREIN(SECONDARY STANDARD)