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SML2492

Sigma-Aldrich

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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5 MG
$55.20
25 MG
$224.00

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5 MG
$55.20
25 MG
$224.00

About This Item

Empirical Formula (Hill Notation):
C21H22O10
CAS Number:
572-31-6
Molecular Weight:
434.39
MDL number:
MFCD01632717
UNSPSC Code:
12352200
NACRES:
NA.77

$55.20

Available to ship onApril 29, 2025Details

Request a Bulk Order

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

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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).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Haichong Wu et al.
Journal of agricultural and food chemistry, 64(31), 6171-6178 (2016-07-15)
Engeletin (dihydrokaempferol 3-rhamnoside) is a flavanonol glycoside. It can be found in the skin of white grapes and white wine and is widely distributed in southeast Asia, and the leaves are used in a tea. Here, we explored the impact
Xian Jiang et al.
Inflammation, 41(4), 1259-1265 (2018-04-29)
Acute lung injury (ALI) is a serious disease with morbidity and mortality in patients. Engeletin (dihydrokaempferol 3-rhamnoside) is a flavanonol glycoside. It can be found in the skin of white grapes and white wine and is widely distributed in southeast
Srisopa Ruangnoo et al.
Asian Pacific journal of allergy and immunology, 30(4), 268-274 (2013-02-12)
Smilax corbularia is a Thai medicinal plant locally known as 'Hua-Khao-Yen Neua', which is used for treating inflammatory conditions. To evaluate the anti-inflammatory effect of S. corbularia extracts and its isolated compounds by determination of inhibitory effects on lipopolysaccharide-stimulated PGE2

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