Skip to Content
MilliporeSigma

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

Slide 1 of 1
Sign In to View Organizational & Contract Pricing

Select a Size

5 MG

$59.10

25 MG

$240.00

$59.10

Available to ship TODAYDetails

Request a Bulk Order

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

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
PHL83279SML1853SML2800
Engeletin ≥98% (HPLC)

Sigma-Aldrich

SML2492

Engeletin

Engeletin phyproof® Reference Substance

PHL83279

Engeletin

Kaempferitrin ≥97% (NMR)

Sigma-Aldrich

SML1853

Kaempferitrin

Proscillaridin A ≥90% (HPLC)

Sigma-Aldrich

SML2800

Proscillaridin A

assay

≥98% (HPLC)

assay

≥98.0% (HPLC)

assay

≥97% (NMR)

assay

≥90% (HPLC)

form

powder

form

-

form

powder

form

powder

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: 2 mg/mL, clear

solubility

-

solubility

-

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

-

color

white to beige

color

white to beige

optical activity

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

optical activity

-

optical activity

-

optical activity

-

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000065933
0000065934
0000057444

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service