Quercitrin
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Quercitrin
structure -
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CAS No:
522-12-3
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Formula:
C21H20O11
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Chemical Name:
Quercitrin
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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
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CAS No:
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
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).
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).
(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
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