| Identification | Back Directory | [Name]
(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-chroman-4-one | [CAS]
572-31-6 | [Synonyms]
Engelitin
AroMadendrin 3-rhaMnoside
Dihydrokaempferol 3-rhamnoside
Dihydrokaempferol 3-O-alpha-L-rhamnopyranoside
Engeletin, 98%, from Engelhardtia Roxb.iana Lindl.
(+)-(2R,3R)-Dihydrokaempferol 3-O-alpha-L-rhamnoside
(2R,3R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside
4H-1-Benzopyran-4-one,3-[(6-deoxy-a-L-mannopyranosyl)oxy]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-,(2R,3R)-
(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-chroman-4-one
4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2R,3R)-
3-((6-Deoxy-alpha-L-Mannopyranosyl)oxy)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one(2R-trans) | [EINECS(EC#)]
300-009-2 | [Molecular Formula]
C21H22O10 | [MDL Number]
MFCD01632717 | [MOL File]
572-31-6.mol | [Molecular Weight]
434.39 |
| Chemical Properties | Back Directory | [Melting point ]
176-177℃ | [Boiling point ]
763.4±60.0 °C(Predicted) | [density ]
1.66 | [storage temp. ]
-20°C | [solubility ]
DMSO:93.0(Max Conc. mg/mL);214.09(Max Conc. mM) | [form ]
powder | [pka]
7.37±0.60(Predicted) | [color ]
White | [Optical Rotation]
[α]/D -13 to -17°, c =0.5 in pyridine | [InChIKey]
VQUPQWGKORWZII-WDPYGAQVSA-N | [SMILES]
O1[C@H]([C@@H]([C@@H]([C@H]([C@@H]1C)O)O)O)O[C@@H]2[C@H](Oc4c(c(cc(c4)O)O)C2=O)c3ccc(cc3)O |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Smilax glabra. | [Uses]
Engeletin is a polyphenol compound used as an anti-oxidant. | [Biological Activity]
New MCE product August 2018. Engeletin is a flavanonol glycoside present in the skin of white grapes and white wine th at exhibits anti-inflammatory activities. It inhibits LPS induced cytokines production in mouse J774A.1 macrophages. Alsoengeletin attenuates LPS-induced endometritis in mice through inhibiting NF-KB activationand inhibits inflammatory response in LPS-induced acute lung injury (ALI). | [in vivo]
Engeletin (25, 50, 100 mg/kg, i.p.) markedly reduces LPS-increased myeloperoxidase activity in mice, activates NF-κB-pathway activation, decreases the production of inflammatory mediators (iNOS and COX-2), and suppresses the expression of TLR4-signaling downstream molecules such as MyD88, IRAK1, TRAF6, and TAK1 proteins[1]. | [IC 50]
NF-κB |
|
|