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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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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

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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

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