ChemicalBook > CAS DataBase List > (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

(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

Product 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 No.: 572-31-6
Chemical 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
Synonyms: Enticing;Engelitin;Engeletin, 10 mM in DMSO;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)-
CBNumber: CB71463403
Molecular Formula: C21H22O10
Formula Weight: 434.39
MOL File: 572-31-6.mol

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(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 Property

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)
pka: 7.37±0.60(Predicted)
form: powder
color: White
optical activity: [α]/D -13 to -17°, c =0.5 in pyridine

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Safety

HS Code: 29389090

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical

Product number: E1533
Product name: Engeletin
Packaging: 25MG
Price: $186
Updated: 2025/07/31

TRC

Product number: E555700
Product name: Engeletin
Packaging: 100mg
Price: $450
Updated: 2021/12/16

ApexBio Technology

Product number: N2269
Product name: Engeletin
Packaging: 20mg
Price: $450
Updated: 2021/12/16

ChemScene

Product number: CS-0008955
Product name: Engeletin
Purity: 99.72%
Packaging: 100mg
Price: $520
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 57731
Product name: Engeletin
Packaging: 10mg
Price: $575
Updated: 2021/12/16

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(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 Chemical Properties,Usage,Production

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. Also, engeletin attenuates LPS-induced endometritis in mice through inhibiting NF-KB activation, and 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

(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 Preparation Products And Raw materials

Raw materials

Preparation Products

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(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 Suppliers

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View Lastest Price from (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 manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Engeletin 572-31-6
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2019-12-18

Career Henan Chemical Co

Product: (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 572-31-6
Price: US $9.80/KG
Min. Order: 1g
Purity: ≥99%
Supply Ability: 100kg
Release date: 2020-01-08

572-31-6, (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-oneRelated Search:

L-Epicatechin methyl-oxido-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4 ,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethylimino]azanium Naringenin 7-O-β-D-Glucuronide (Mixture of Diastereomers) PONCIRIN 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one 4',5-DIHYDROXY-7-METHOXYFLAVONE Naringenin GARDENIN B MEDICAGOL hydroxygenkwanin Quercetin-7-O-β-D-glucopyranoside MOSLOFLAVONE DIHYDROKAEMPFEROL L-(-)-MANNOSE TAXIFOLIN 3-O-RHAMNOSIDE PINOBANKSIN (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

(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

(+)-(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

Dihydrokaempferol 3-O-alpha-L-rhamnopyranoside

Dihydrokaempferol 3-rhamnoside

Engelitin

AroMadendrin 3-rhaMnoside

3-((6-Deoxy-alpha-L-Mannopyranosyl)oxy)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one(2R-trans)

4H-1-Benzopyran-4-one,3-[(6-deoxy-a-L-mannopyranosyl)oxy]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-,(2R,3R)-

Engeletin, 98%, from Engelhardtia Roxb.iana Lindl.

4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2R,3R)-

Enticing

(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one

(2R,3R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)chroman-4-one

Engeletin, 10 mM in DMSO

572-31-6

chemical reagent

pharmaceutical intermediate

phytochemical

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract