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Cas Database

Name	Quercitrin	EINECS	208-322-5
CAS No.	522-12-3	Density	1.79 g/cm³
PSA	190.28000	LogP	0.48870
Solubility	N/A	Melting Point	174-183 °C
Formula	C₂₁H₂₀O₁₁	Boiling Point	814 °C at 760 mmHg
Molecular Weight	448.383	Flash Point	288.3 °C
Transport Information	N/A	Appearance	N/A
Safety	24/25	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
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;	Article Data	2

Quercitrin Synthetic route

: 80229-08-9
3-O-(2′′-O-galloyl-α-L-rhamnopyranosyl) quercetin

: 522-12-3
quercitrin

Conditions

Conditions	Yield
With ammonium hydroxide In methanol for 24h; Ambient temperature;

: 17912-87-7
myricitrin

: 522-12-3
quercitrin

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride In methanol

: 522-12-3
quercitrin

: 73-34-7
L-rhamnose

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride In hydrogenchloride for 1h; Product distribution; Heating;

: 108-24-7
acetic anhydride

: 522-12-3
quercitrin

: 19229-45-9
quercitrin heptaacetate

Conditions

Conditions	Yield
With pyridine at 25℃; for 24h;

: 522-12-3
quercitrin

A: 3615-41-6
L-Rhamnose

B: 117-39-5
quercetol

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol for 2h; Reflux;

Quercitrin 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.

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