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Quercitrin

Quercitrin structure

Quercitrin 

structure
  • CAS No:

    522-12-3

  • Formula:

    C21H20O11

  • Chemical Name:

    Quercitrin

  • Synonyms:

    4H-1-Benzopyran-4-one,3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-;Quercitrin;3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one;C.I. 75720;3,3′,4′,5,7-Pentahydroxyflavone 3-α-L-rhamnoside;Quercetin 3-α-L-rhamnoside;Quercimelin;Quercitroside;Quercetin 3-rhamnoside;Quercetin 3-O-α-L-rhamnoside;Quercetin 3-O-α-L-rhamnopyranoside;NSC 9221;WA 17779;3-O-α-L-Rhamnopyranosylquercetin;Quercetin rhamnoside;5,7,3′,4′-Tetrahydroxyflavone 3-O-α-L-rhamnoside;Quercetin 3-α-rhamnoside;Quercetin 3-O-rhamnoside;Quercetin 3-O-α-rhamnopyranoside;Quercetin 3-O-α-rhamnoside;Quercetin 3-rhamnopyranoside;29660-86-4;52828-35-0;52882-53-8;64626-60-4;158800-81-8;124827-82-3;912616-94-5;1207354-36-6

  • Categories:

    Natural Products  >  Flavonoids

Description

Quercitrin is a natural compound found in Tartary buckwheat with a potential anti-inflammation effect that is used to treat heart and vascular conditions.IC50 value:Target:In vitro: There were significant increases in caspase-3 activity, loss of MMP, and increases in the apoptotic cell population in response to quercitrin in DLD-1 colon cancer cells in a time- and dose-dependent manner. [1] In vivo: ICR mice received CCl4 intraperitoneally with or without quercitrin co-administration for


Solid


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.

Quercitrin Basic Attributes

448.38

448.38

208-322-5

2Y8906LC5P

DTXSID50200230

YELLOW CRYSTALS FROM DIL METHANOL OR ETHANOL

29389090

Characteristics

186

0.9

Solid

1.8±0.1 g/cm3

170 °C

814°C at 760 mmHg

288.3±27.8 °C

1.776

0.064 mg/mL at 16 °C

2-8°C

205.9 Ų [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

NONH for all modes of transport

3

24/25

UZ5950000

IN AQ ALKALINE SOLN INTENSE YELLOW COLOR WHICH IS OXIDIZED BY AIR TO BROWN

Drug Information

YIELDS QUERCETIN IN ASPERGILLUS; WESTLAKE DWS, CAN J MICROBIOL 9: 211 (1963); YIELDS QUERCITRIN QUINONE PROBABLY IN POLYPORUS; PICKARD MA & WESTLAKE DWS, CAN J BIOCHEM 48: 1351 (1970). /FROM TABLE/|Quercitrin has known human metabolites that include L-Rhamnose, Quercetin, and alpha-L-Rhamnose.

quercetin 3-O-rhamnoside

Quercitrin Use and Manufacturing

Methods of Manufacturing

EXTRACTION (AS MIXTURE WITH QUERCETIN) FROM BARK OF QUECUS TINCTORIA WITH HIGH PRESSURE STEAM|FROM AESCULUS HIPPOCASTANUM L, HIPPOCASTANACEAE: HORHAMMER ET AL, ARCH PHARM 292, 113 (1959).

Uses

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).

Production

(1977) NOT PRODUCED COMMERCIALLY IN US|(1979) NOT PRODUCED COMMERCIALLY IN US

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 TEXTILE J 57, 44 (1941).

ONE OF THE CONSTITUENTS OF TETRAPANAX PAPYRIFERUM IDENTIFIED BY HIGH PERFORMANCE LIQUID CHROMATOGRAPHY WAS QUERCITRIN.

Computed Properties

Molecular Weight:448.4
XLogP3:0.9
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:3
Exact Mass:448.10056145
Monoisotopic Mass:448.10056145
Topological Polar Surface Area:186
Heavy Atom Count:32
Complexity:741
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Regulates blood and qi, promotes blood circulation, and has anti-inflammatory and antioxidant effects

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

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