| Identification | Back Directory | [Name]
MAREIN | [CAS]
535-96-6 | [Synonyms]
MAREIN
MAREIN hplc
MAREIN WITH HPLC
OKANIN-4'-O-GLUCOSIDE
Okaini 4’-O-β-D-glucopyranoside
2',3,3',4,4'-PENTAHYDROXY-4'-GLUCOSYLCHALCONE
(E)-4'-(β-D-Glucopyranosyloxy)-2',3,3',4-tetrahydroxychalcone
(E)-3-(3,4-dihydroxyphenyl)-1-[4-(beta-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]-, (2E)- | [EINECS(EC#)]
208-623-1 | [Molecular Formula]
C21H22O11 | [MDL Number]
MFCD00017496 | [MOL File]
535-96-6.mol | [Molecular Weight]
450.39 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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