522-12-3 Usage
Description
3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one, also known as Quercitrin, is a quercetin O-glycoside derived from the flavonoid quercetin. It is characterized by the presence of an alpha-L-rhamnosyl moiety at position 3, which is connected to the quercetin molecule via a glycosidic linkage. Quercitrin is a yellow solid with various applications in different industries due to its unique chemical properties and biological activities.
Uses
1. Used in Pharmaceutical Applications:
Quercitrin is employed as an anti-inflammatory, antioxidant, and anti-hemorrhagic agent. Its antioxidant properties have been extensively investigated, particularly in streptozotocin (STZ)-induced diabetic rats. 3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one has shown potential in modulating various biological pathways and providing therapeutic benefits in various conditions.
2. Used in Textile Industry:
Quercitrin has been used as a textile dye, specifically in the preparation of the flavine yellow shade. It is extracted from quercitron bark using high-pressure steam, and its presence in the dye is primarily responsible for its color properties.
3. Used in Food Industry:
Quercitrin can be found in various food sources, such as Tartary buckwheat and oak species like white oak or European red oak. Its presence in these food items contributes to their antioxidant and anti-inflammatory properties, making it a valuable component in the human diet.
4. Used in Research and Development:
Produced and qualified by HWI Pharma Services GmbH, Quercitrin is used in research and development for its exact content determination through quantitative NMR analysis. This allows for a better understanding of its chemical properties and potential applications in various industries.
Biochem/physiol Actions
Quercitrin is a glycoside flavonoid with antioxidant properties. Quercitrin has been reported to have anti-viral and anti-inflammatory effects.
Check Digit Verification of cas no
The CAS Registry Mumber 522-12-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 2 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 522-12:
(5*5)+(4*2)+(3*2)+(2*1)+(1*2)=43
43 % 10 = 3
So 522-12-3 is a valid CAS Registry Number.
InChI:InChI=1/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7?,15-,17+,18+,21-/m0/s1
522-12-3Relevant articles and documents
Flavonoids of Polygonum sieboldi and P. filiforme
Isobe, Takahiko,Kanazawa, Keiji,Fujimura, Makoto,Noda, Yukinao
, p. 3239 (1981)
Five flavonoids containing a new flavonol glycoside were isolated from Polygonum sieboldi and P. filiforme.The structure of the new compound was determined as quercetin 3-rhamnoside 2"-gallate by chemical and spectroscopic data.
QUERCETIN-3-O-α-, AN AGLYCONE-LIKE FLAVONOL GLYCOSIDE FROM LIBOCEDRUS BIDWILLII
Franke, Adrian,Markham, Kenneth R.
, p. 3566 - 3568 (2007/10/02)
Quercetin-3-O-α-, a new natural product with unusual mixed acylation, has been found accompanying the biflavonoids in L. bidwillii.Aglycone-like chromatographic properties resulted in this compound being missed in the initial chemotaxonomic screening of flavonoid glycosides in Libocedrus, Key Word Index - Libocedrus bidwillii; Cupressaceae; leaf; quercetin 3-O-rhamnoside; mixed acylation; p-coumaroyl; p-hydroxybenzoyl; aglycon-like.