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522-12-3

Basic Information
CAS No.: 522-12-3
Name: 3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one
Article Data: 2
Molecular Structure:
Molecular Structure of 522-12-3 (3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one)
Formula: C21H20O11
Molecular Weight: 448.383
Synonyms: Quercitrin(7CI,8CI);3,3',4',5,7-Pentahydroxyflavone 3-L-rhamnoside;3-O-Rhamnosylquercetin;5,7,3',4'-Tetrahydroxyflavonol3-O-rhamnoside;C.I. 75720;NSC 9221;Quercetin 3-L-rhamnoside;Quercetin 3-O-a-L-rhamnopyranoside;Quercetin 3-O-a-rhamnopyranoside;Quercetin 3-rhamnoside;Quercimelin;Quercitroside;WA 17779;
EINECS: 208-322-5
Density: 1.79 g/cm3
Melting Point: 174-183 °C
Boiling Point: 814 °C at 760 mmHg
Flash Point: 288.3 °C
Safety: 24/25
PSA: 190.28000
LogP: 0.48870
Synthetic route
80229-08-9

3-O-(2′′-O-galloyl-α-L-rhamnopyranosyl) quercetin

522-12-3

quercitrin

Conditions
ConditionsYield
With ammonium hydroxide In methanol for 24h; Ambient temperature;
17912-87-7

myricitrin

522-12-3

quercitrin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogen; sodium hydroxide; 5%-palladium/activated carbon / 28 h / 40 °C / 15001.5 Torr
2.1: sodium hydroxide / 1 h / Reflux
2.2: 1 h / Reflux
3.1: N,N-dimethyl-formamide
3.2: 5 h / 80 - 100 °C
View Scheme

C14H18O9

139-85-5

3,4-dihydroxybenzaldehyde

522-12-3

quercitrin

Conditions
ConditionsYield
Stage #1: C14H18O9; 3,4-dihydroxybenzaldehyde In N,N-dimethyl-formamide
Stage #2: With L-proline In N,N-dimethyl-formamide at 80 - 100℃; for 5h; Solvent; Temperature;
28.9 g
67-64-1

acetone

522-12-3

quercitrin

69711-90-6

2''',3'''-isopropylidenequercitrin

Conditions
ConditionsYield
With hydrogenchloride In methanol
522-12-3

quercitrin

73-34-7

L-rhamnose

Conditions
ConditionsYield
With ethanol; sulfuric acid for 3h; Heating;
With α-L-rhamnosidase from Pichia angusta X349 In acetate buffer at 30℃; for 18h; pH=6.5; Enzymatic reaction;
Stage #1: quercitrin With sulfuric acid In 1,4-dioxane at 100℃; for 1h;
Stage #2: With pyridine; D-cysteine In water at 60℃; for 1h;
Stage #3: With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane at 60℃; for 0.5h;
522-12-3

quercitrin

117-39-5

quercetol

Conditions
ConditionsYield
With hydrogenchloride; ethanol for 1h; Heating;122 mg
With naringinase In acetate buffer at 20℃; for 3h; pH=5.5; Enzymatic reaction;
Stage #1: quercitrin With sodium hydroxide; ascorbic acid at 20℃; for 2h; Darkness;
Stage #2: With hydrogenchloride; water In methanol at 100℃; for 2h;
With flavonol 3-O-rhamnosyltransferase UGT78D1 from arabidopsis thaliana; UDP
522-12-3

quercitrin

A

6014-42-2

L-rhamnose

B

117-39-5

quercetol

Conditions
ConditionsYield
With sulfuric acid In water at 100℃; for 1h; Product distribution;
Product distribution; acid hydrolysis;
522-12-3

quercitrin

A

73-34-7

L-rhamnose

B

117-39-5

quercetol

Conditions
ConditionsYield
With hydrogenchloride In hydrogenchloride for 1h; Product distribution; Heating;
108-24-7

acetic anhydride

522-12-3

quercitrin

19229-45-9

quercitrin heptaacetate

Conditions
ConditionsYield
With pyridine at 25℃; for 24h;
522-12-3

quercitrin

A

3615-41-6

L-Rhamnose

B

117-39-5

quercetol

Conditions
ConditionsYield
With hydrogenchloride; water In methanol for 2h; Reflux;
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  • 3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one

  • Casno:

    522-12-3

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

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  • Quercitrin

  • Casno:

    522-12-3

    Quercitrin

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    FOB Price:  USD $ 0.0-0.0

    We are committed to providing our customers with the best products and services at the most competitive prices.Appearance:off-white powder Storage:Room temperature with sealed well Package:according to the clients requirement Application:Use as prima

    BOC Sciences is a brand of BOCSCI Inc. We leverage our wide spectrum of business in the fields of development, manufacturing, marketing, and distribution to help you make best-info

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    Business Type:Trading Company

    Tel:1-631-485-4226

    Address:Ramsey Road

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  • Quercitrin cas  522-12-3

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    522-12-3

    Quercitrin cas 522-12-3

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    Quercitrin cas 522-12-3Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

    Welcome to Hangzhou Fandachem Co.,Ltd (www.FandaChem.com) Hangzhou Fandachem Co.,Ltd (Fandachem),an experienced and professional China-based Fine Chemical supplier. We supply the

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    Address:Room 5010, No.9 YanAn Road,Hangzhou,Zhejiang,China

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  • quercetin-3-rhamnoside

  • Casno:

    522-12-3

    quercetin-3-rhamnoside

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    Best quality with low price Storage:ln stock Package:25kg/Barrel Application:Chemicals Transportation:Express/Sea/Air Port:Shanghai

    Sartort Biopharma is a leading company engaging in the production of Intermediates, fine chemicals, Ionic liquids and 3D printing materials. It has such controlled subsidiaries as

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    Tel:86-571-28069376

    Address:914-915, Bldg. 16, No. 57, Tech Park Road, Baiyang Street, Economic And Technological Development Zone

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  • QUERCITRIN

  • Casno:

    522-12-3

    QUERCITRIN

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    FOB Price:  USD $ 0.0-0.0

    1, High quality with competitive price:2, Fast and safe delivery3.Excellent pre-sales and after-sales service4. Well-trained and professional technologist and sales with rich experience in the field for 5-10 years Storage:Room temperature storage Pac

    Chongqing Ihlen Biotechnology Co., LTD., located in the first economic and technological development zone in Southwest China, is a young company mainly engaged in the research, dev

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Specification

The IUPAC name of Quercitrin is 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one. With the CAS registry number 522-12-3, it is also named as 3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one. The product's categories are Flavanols; Biochemistry; Flavonoids; Biochemicals Found in Plants; Bioflavonoids; Nutrition Research. Besides, it is a glycoside formed from the flavonoid quercetin and the deoxy sugar rhamnose, which should be stored at 2-8 °C. In addition, its molecular formula is C21H20O11 and molecular weight is 448.38.

The other characteristics of Quercitrin can be summarized as: (1)EINECS: 208-322-5; (2)ACD/LogP: 2.17; (3)# of Rule of 5 Violations: 2; (4)ACD/LogD (pH 5.5): 2.05; (5)ACD/LogD (pH 7.4): 0.52; (6)ACD/BCF (pH 5.5): 19.77; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 271.71; (9)ACD/KOC (pH 7.4): 8.14; (10)#H bond acceptors: 11; (11)#H bond donors: 7; (12)#Freely Rotating Bonds: 10; (13)Index of Refraction: 1.775; (14)Molar Refractivity: 104.45 cm3; (15)Molar Volume: 249.9 cm3; (16)Surface Tension: 118.9 dyne/cm; (17)Density: 1.79 g/cm3; (18)Flash Point: 288.3 °C; (19)Melting Point: 170 °C; (20)Water Solubility: 64 mg/L at 16 °C; (21)Enthalpy of Vaporization: 124.05 kJ/mol; (22)Boiling Point: 814 °C at 760 mmHg; (23)Vapour Pressure: 5.22E-28 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C2C(\O[C@@H]1O[C@H]([C@H](O)[C@@H](O)[C@H]1O)C)=C(/Oc3cc(O)cc(O)c23)c4ccc(O)c(O)c4
(2)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
(3)InChIKey: OXGUCUVFOIWWQJ-HQBVPOQABA
(4)Std. InChI: InChI=1S/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
(5)Std. InChIKey: OXGUCUVFOIWWQJ-HQBVPOQASA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,
rabbit LD intravenous > 150mg/kg (150mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 41, Pg. 119, 1952.