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SML2492

Engeletin

≥98% (HPLC)

Synonym(s):

(+)-(2R,3R)-Dihydrokaempferol 3-O-α-L-rhamnoside, (2R,3R)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, (2R,3R)-Engelitin, Dihydrokaempferol 3-O-α-L-rhamnopyranoside, Dihydrokaempferol 3-rhamnoside, Engelitin

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About This Item

Empirical Formula (Hill Notation):
C21H22O10
CAS Number:
572-31-6
Molecular Weight:
434.39
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD01632717
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -13 to -17°, c = 0.5 in pyridine

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H22O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-25,27-28H,1H3/t8-,15-,17+,18+,19+,20-,21-/m0/s1

InChI key

VQUPQWGKORWZII-WDPYGAQVSA-N

Biochem/physiol Actions

New MCE product August 2018. Engeletin is a flavanonol glycoside present in the skin of white grapes and white wine that exhibits anti-inflammatory activities. It inhibits LPS induced cytokines production in mouse J774A.1 macrophages. Also, engeletin attenuates LPS-induced endometritis in mice through inhibiting NF-κB activation, and inhibits inflammatory response in LPS-induced acute lung injury (ALI).

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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