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528-48-3

Basic Information
CAS No.: 528-48-3
Name: 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-
Article Data: 12
Cas Database
Molecular Structure:
Molecular Structure of 528-48-3 (4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-)
Formula: C15H10O6
Molecular Weight: 286.241
Synonyms: Fisetin(6CI);Flavone, 3,3',4',7-tetrahydroxy- (8CI);2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-benzopyran-4-one;3,3',4',7-Tetrahydroxyflavone;5-Desoxyquercetin;Bois Bleu de Honqrie;C.I.75620;C.I. Natural Brown 1;Cotinin;Fisetholz;Fustel;Fustet;Junger Fustik;NSC 407010;NSC 656275;Superfustel;Superfustel K;Ungarisches Gelbholz;Ventin Sumach;Viset;Young Fustic;Young FusticCrystals;Zante Fustic;
EINECS: 208-434-4
Density: 1.688 g/cm3
Melting Point: 330 ºC
Boiling Point: 599.4 ºC at 760 mmHg
Flash Point: 233 ºC
Solubility: N/A
Appearance: yellow to brown crystalline powder
Hazard Symbols: N/A
Risk Codes: 36/37/38
Safety: 22-24/25
Transport Information: N/A
PSA: 111.13000
LogP: 2.28240
Synthetic route
58544-90-4

2-(3,4-dimethoxyphenyl)-3-hydroxy-7-methoxy-4H-chromen-4-one

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With boron tribromide In dichloromethane at 20℃; for 48h; Inert atmosphere;100%
With trimethylsilyl iodide In methanol at 35℃; for 96h; Inert atmosphere;
487-52-5, 21849-70-7

3,4,2',4'-tetrahydroxy-chalcone

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With sodium carbonate / sodium bicarbonate buffer solution; potassium hydrogen sulfate complex In dichloromethane; acetone at 20℃; for 21h;96.7%
114840-33-4

3,3′,4′,7-tetraacetoxyflavone

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With sodium dithionite; water; sodium hydroxide In methanol at 20℃; for 4h; Inert atmosphere;65%
93322-61-3

Fisetin 3',4'-dimethyl ether

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With hydrogen iodide; acetic anhydride
528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With pyridine; air for 20h; Heating;
3.3'.4'-trimethoxy-7-acetoxy-flavone

3.3'.4'-trimethoxy-7-acetoxy-flavone

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With hydrogen iodide
fisetin-3'.4'-dimethyl ether-7-ethyl ether

fisetin-3'.4'-dimethyl ether-7-ethyl ether

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With hydrogen iodide
fisetin-7.3'.4'-trimethyl ether-3-acetate

fisetin-7.3'.4'-trimethyl ether-3-acetate

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With hydrogen iodide
fisetin-7.3'.4'-trimethyl ether

fisetin-7.3'.4'-trimethyl ether

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
With hydrogen iodide
109688-49-5

2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxymethoxy-chromen-4-one

528-48-3

3,7,3',4'-tetrahydroxyflavone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; aqueous sulfuric acid
2: acetic acid anhydride; aqueous hydriodic acid
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Consensus Reports

Fisetin(528-48-3) is reported in EPA TSCA Inventory.

Specification

The Fisetin, with the CAS registry number 528-48-3, has the IUPAC name of 2-(3,4-dihydroxyphenyl)-3,7-dihydroxychromen-4-one. For being a kind of ochre powder, its product categories are including Flavanols; Biochemistry; Flavonoids.
         
The physical properties of this chemical are as below: (1)ACD/LogP: 2.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.5; (4)ACD/LogD (pH 7.4): 1.88; (5)ACD/BCF (pH 5.5): 46.13; (6)ACD/BCF (pH 7.4): 11; (7)ACD/KOC (pH 5.5): 534.08; (8)ACD/KOC (pH 7.4): 127.35; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 63.22; (13)Index of Refraction: 1.784; (14)Molar Refractivity: 71.43 cm3; (15)Molar Volume: 169.5 cm3; (16)Polarizability: 28.32 ×10-24 cm3; (17)Surface Tension: 98.9 dyne/cm; (18)Density: 1.688 g/cm3; (19)Flash Point: 233 °C; (20)Enthalpy of Vaporization: 93.84 kJ/mol; (21)Boiling Point: 599.4 °C at 760 mmHg; (22)Vapour Pressure: 3.23E-15 mmHg at 25°C; (23)Exact Mass: 286.047738; (24)MonoIsotopic Mass: 286.047738; (25)Topological Polar Surface Area: 107; (26)Heavy Atom Count: 21; (27)Complexity: 459.

Use of this chemical: 2-(3,4-dihydroxy-phenyl)-3,7-dihydroxy-chromen-4-one could react to produce 3,7-dihydroxy-2-(3,4-dihydroxyphenyl-2,5,6-D3)-4H-1-benzopyran-4-one-8-D. This reaction could happen in the presence of the reagent of D3PO4 & BF3 , and the solvent of D2O, and it needs the reaction time of 1 day and the reaction temperature of 55 ℃ with its yield of 78 %.

When you are dealing with this chemical, you should be careful. This is irritating to eyes, respiratory system and skin, so you should avoid contacting with skin and eyes and then do not breathe dust.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O)O
(2)InChI: InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
(3)InChIKey: XHEFDIBZLJXQHF-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01998,