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522-12-3

522-12-3 Structure

522-12-3 Structure
IdentificationMore
[Name]

3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one
[CAS]

522-12-3
[Synonyms]

3,3',4',5,7-PENTAHYDROXYFLAVONE 3-L-RHAMNOPYRANOSIDE
3-[(6-deoxy-alpha-l-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-benzopyran-4-one
FLAVIN
QUERCETIN 3-L-RHAMNOSIDE
QUERCETIN-3-O-RHAMNOSIDE
QUERCETIN-3-RHAMMOSIDE
QUERCETIN-3-RHAMNOSIDE
QUERCETRIN
QUERCITRIN
QUERCITROSIDE
3,3’,4’,5,7-pentahydroxy-flavon3-(6-deoxy-alpha-l-mannopyranoside)
3,3’,4’,5,7-pentahydroxy-flavon3-rhamnoside
3,3’,4’,5,7-pentahydroxyflavone-3-l-rhamnoside
3-[(6-deoxy-alpha-l-mannopyranosyl)-oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy
-4h-1-benzopyran-4-one
4h-1-benzopyran-4-one,3-((6-deoxy-alpha-l-mannopyranosyl)oxy)-2-(3,4-dihydroxy
7-dihydroxy-phenyl)-
c.i.75720
ci75720
nci-c60102
[EINECS(EC#)]

208-322-5
[Molecular Formula]

C21H20O11
[MDL Number]

MFCD00016932
[Molecular Weight]

448.38
[MOL File]

522-12-3.mol
Chemical PropertiesBack Directory
[Melting point ]

174-183°C
[Boiling point ]

477.14°C (rough estimate)
[density ]

1.3943 (rough estimate)
[refractive index ]

1.5376 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly, Sonicated)
[Colour Index ]

75720
[form ]

Solid
[pka]

6.17±0.40(Predicted)
[color ]

Light Yellow to Dark Yellow
[Merck ]

8125
[BRN ]

68135
[Stability:]

Hygroscopic
[LogP]

0.579 (est)
[CAS DataBase Reference]

522-12-3(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

UZ5950000
[F ]

10-23
[HS Code ]

29389090
[Hazardous Substances Data]

522-12-3(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

Quercetin
Hazard InformationBack Directory
[Chemical Properties]

Quercitrin[522-12-3] is a yellow crystalline powder that can dissolve in ethanol and alkaline solutions. It is hardly soluble in cold water and ether. It is derived from the bark of Acacia, the leaves of lateral cypress and leucistic monkey earrings, as well as the flowers of grass cotton (Gossypiumherbaceum L.) of the mallow family. Quercitrin is also a constituent of th e dye quercitron.It is present in Tartary buckwheat and certain oak species like white oak or European red oak.
[Uses]

antiinflammatory, antioxidant, antihemmorrhagic
[Uses]

Quercitrin has been used as textile dye. Flavine yellow shade is prepared by extracting quercitron bark with high pressure steam and consists mainly of quercitrin: Tisdale, Can. Text. J. 57, 44 (1941).
[Uses]

Quercitrin is known as an bio flavonoid antioxidant and was investigated extensively in its antioxidant potential in streptrozotocin (STZ)-induced diabetic rats. Quercitrin is also a constituent of th e dye quercitron. Quercitrin can be found in Tartary buckwheat and in oaks species such as white oak or European red oak.
[Definition]

ChEBI: Quercitrin is a quercetin O-glycoside that is quercetin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. It has a role as an antioxidant, an antileishmanial agent, an EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor, an EC 1.1.1.21 (aldehyde reductase) inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor and a plant metabolite. It is a monosaccharide derivative, a tetrahydroxyflavone, an alpha-L-rhamnoside and a quercetin O-glycoside. It is a conjugate acid of a quercitrin-7-olate.
[General Description]

Quercitrin[522-12-3], also known as Quercetin 3-rhamnoside, is a flavonoid compound found in plants and is the primary active ingredient in Acacia. It possesses multiple beneficial effects such as antioxidant, antitumour, hypoglycaemic, and hypolipidemic properties. The 2010 edition of Chinese Pharmacopoeia selects quercetin as the control product for the identification and content determination of Acacia, which is used to control the quality of Acacia.
[Biochem/physiol Actions]

Quercitrin is a glycoside flavonoid with antioxidant properties. Quercitrin has been reported to have anti-viral and anti-inflammatory effects.
Spectrum DetailBack Directory
[Spectrum Detail]

QUERCITRIN(522-12-3)1HNMR
QUERCITRIN(522-12-3)13CNMR
QUERCITRIN(522-12-3)IR1
QUERCITRIN(522-12-3)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

522-12-3(sigmaaldrich)
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