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520-18-3

Basic Information
CAS No.: 520-18-3
Name: 4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-(4-hydroxyphenyl)-
Article Data: 168
Cas Database
Molecular Structure:
Molecular Structure of 520-18-3 (4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-(4-hydroxyphenyl)-)
Formula: C15H10O6
Molecular Weight: 286.241
Synonyms: Flavone,3,4',5,7-tetrahydroxy- (7CI,8CI);3,4',5,7-Tetrahydroxyflavone;3'-Deoxyquercetin;5,7,4'-Trihydroxyflavonol;C.I. 75640;Indigo Yellow;Kaempferol;Kaempherol;Kampcetin;Kempferol;NSC 407289;NSC 656277;Nimbecetin;Pelargidenolon;Pelargidenon;Populnetin;Rhamnolutein;Rhamnolutin;Robigenin;Swartziol;Trifolitin;
EINECS: 208-287-6
Density: 1.688 g/cm3
Melting Point: 276 °C
Boiling Point: 582.1 °C at 760 mmHg
Flash Point: 226.1 °C
Solubility: ethanol: 20 mg/mL in water
Appearance: Yellow solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: N/A
PSA: 111.13000
LogP: 2.28240
Synthetic route
22688-78-4

kaempferol 3-O-β-D-glucuronide

520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride; methanol for 2h; Heating;100%
480-10-4

astragalin

520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;91.1%
With sulfuric acid
1098-92-6

kaempferol 5,7,4'-trimethyl ether

520-18-3

kaempferol

Conditions
ConditionsYield
With boron tribromide In dichloromethane for 24h; Heating;91%
With 1-butylpyridinium bromide for 0.1h; microwave irradiation;72%
With trimethylsilyl iodide In methanol at 35℃; for 96h; Inert atmosphere;
23405-70-1

5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one

520-18-3

kaempferol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol under 760.051 Torr; for 12h;72%
With hydrogen; palladium(II) hydroxide In tetrahydrofuran; methanol at 20℃; for 3h;58%
724434-08-6

dihydrokaempferol

520-18-3

kaempferol

Conditions
ConditionsYield
With potassium pyrosulfite In ethanol at 100℃;60%
With oxygen; potassium carbonate In ethanol for 8h; Reflux;23.4 g
Conditions
ConditionsYield
With sulfuric acid; water unter Durchleiten von Luft;
With water; sodium hydrogensulfite
With FLAVONOL SYNTHASE; TrxA-His-AtFLS1 In aq. buffer at 30℃; for 3h; pH=7.2; Kinetics; Concentration; Temperature; Enzymatic reaction;
480-10-4

astragalin

A

2280-44-6

D-Glucose

B

520-18-3

kaempferol

Conditions
ConditionsYield
With emulsin
With sulfuric acid
With hydrogenchloride
Hydrolysis; Acid hydrolysis;
Conditions
ConditionsYield
acidic hydrolysis for structure determination;
25615-14-9

3,7-Di-O-glucosylkaempferol

520-18-3

kaempferol

Conditions
ConditionsYield
With sulfuric acid
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Chemistry

Indigo yellow is also named as Kaempferol;3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-on;5,7,4’-trihydroxyflavonol;c.i.75640;campherol;kaempherol,and so on.

Molecular Formula: C15H10O6
Molecular Weight: 286.24
EINECS: 208-287-6
Melting point:  276°C
Storage temp.:  -20°C
Solubility:  ethanol: 20 mg/mL
Form:  powder
Colour Index:  75640
Color:  yellow
Merck:  5274

Uses

Indigo yellow can commonly induce significant nuclear DNA degradation concurrent with lipid peroxidation.

Toxicity Data With Reference

1.   

mma-sat 166 nmol/plate

   MUREAV    Mutation Research. 54 (1978),297.
2.   

mnt-mus-ipr 200 mg/kg

   MUREAV    Mutation Research. 89 (1981),69.

RTECS:  LK9275200

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 31 , 1983,p. 171.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) .

Safety Profile

Questionable carcinogen. Mutation data reported. When heated to decomposition it emits acrid smoke and fumes.

Hazard Codes:  Xi
Risk Statements:  36/37/38
Safety Statements:  26-36
F:  8-10-23