Product Name

  • Name

    Kaempferol

  • EINECS 208-287-6
  • CAS No. 520-18-3
  • Article Data168
  • CAS DataBase
  • Density 1.688 g/cm3
  • Solubility ethanol: 20 mg/mL in water
  • Melting Point 276 °C
  • Formula C15H10O6
  • Boiling Point 582.1 °C at 760 mmHg
  • Molecular Weight 286.241
  • Flash Point 226.1 °C
  • Transport Information
  • Appearance Yellow solid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 520-18-3 (Kaempferol)
  • Hazard Symbols IrritantXi
  • 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;
  • PSA 111.13000
  • LogP 2.28240

Synthetic route

kaempferol 3-O-β-D-glucuronide
22688-78-4

kaempferol 3-O-β-D-glucuronide

kaempferol
520-18-3

kaempferol

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

astragalin

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;91.1%
With sulfuric acid
kaempferol 5,7,4'-trimethyl ether
1098-92-6

kaempferol 5,7,4'-trimethyl ether

kaempferol
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;
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one
23405-70-1

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

kaempferol
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%
dihydrokaempferol
724434-08-6

dihydrokaempferol

kaempferol
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;
astragalin
480-10-4

astragalin

A

D-Glucose
2280-44-6

D-Glucose

B

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With emulsin
With sulfuric acid
With hydrogenchloride
Hydrolysis; Acid hydrolysis;
Conditions
ConditionsYield
Product distribution; acid hydrolysis, also mild acid hydrolysis and enzymatic hydrolysis, other flavonoid;
Conditions
ConditionsYield
acidic hydrolysis for structure determination;
3,7-Di-O-glucosylkaempferol
25615-14-9

3,7-Di-O-glucosylkaempferol

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With sulfuric acid
kaempferol 7-O-α-L-rhamnopyranoside
5041-97-4

kaempferol 7-O-α-L-rhamnopyranoside

A

L-rhamnose
73-34-7

L-rhamnose

B

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogen cation
kaempferol 3-rhamnoside
482-39-3, 22334-39-0, 28978-08-7

kaempferol 3-rhamnoside

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride; ethanol for 1h; Heating;
With naringinase In acetate buffer at 20℃; for 3h; pH=5.5; Enzymatic reaction;
With flavonol 3-O-rhamnosyltransferase UGT78D1 from arabidopsis thaliana; UDP-Rha

A

D-Galactose
10257-28-0

D-Galactose

B

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With acid hydrolysis
With sulfuric acid
With hydrogenchloride In ethanol
Kaempferol-3,7-dirhamnosid
482-38-2

Kaempferol-3,7-dirhamnosid

A

L-rhamnose
73-34-7

L-rhamnose

B

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
In methanol for 1.66667h; 2percent H2SO4;
ermanin
20869-95-8

ermanin

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
demethylation;

A

D-Glucose
2280-44-6

D-Glucose

B

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

C

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 2h;

A

D-glucose
50-99-7

D-glucose

B

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

C

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride In methanol for 1.5h; Product distribution; Heating; hydrolysis;
rhamnocitrin
569-92-6

rhamnocitrin

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogen iodide; acetic anhydride; phenol at 130℃; for 0.5h;
kaempferol 3-O-[β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside]
152390-63-1

kaempferol 3-O-[β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside]

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 0.5h;
kaempferol 3-O-β-D-<2G-O-β-D-xylopyranosyl-6G-O-α-L-rhamnopyranosyl>glucopyranoside
131573-90-5

kaempferol 3-O-β-D-<2G-O-β-D-xylopyranosyl-6G-O-α-L-rhamnopyranosyl>glucopyranoside

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 1h;
3-O-[(2-O-β-D-galactopyranosyl-6-O-α-L-rhamnopyranosyl)-β-D-glucopyranosyl]-kaempferol
135095-52-2

3-O-[(2-O-β-D-galactopyranosyl-6-O-α-L-rhamnopyranosyl)-β-D-glucopyranosyl]-kaempferol

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 1h;
Kaempferol-3-O-<3,6-di-O-acetyl-2,4-di-O-(p-cumaroyl)-β-D-glucopyranosid>
94474-72-3

Kaempferol-3-O-<3,6-di-O-acetyl-2,4-di-O-(p-cumaroyl)-β-D-glucopyranosid>

A

D-Glucose
2280-44-6

D-Glucose

B

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

C

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
acid total hydrolysis;
kaempferol-5-O-arabinoside

kaempferol-5-O-arabinoside

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride
Kaempferol-3-O-<2Glc-(p-cumaroyl)-α-L-rhamnopyranosyl(1->6)-β-D-glucopyranosid>

Kaempferol-3-O-<2Glc-(p-cumaroyl)-α-L-rhamnopyranosyl(1->6)-β-D-glucopyranosid>

A

L-Rhamnose
3615-41-6

L-Rhamnose

B

D-glucose
50-99-7

D-glucose

C

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

D

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride In methanol for 1.5h; Product distribution; Heating; hydrolysis;
lepidoside
89946-00-9

lepidoside

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With sulfuric acid In methanol for 0.5h; Heating;

A

D-Glucose
2280-44-6

D-Glucose

B

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
acid hydrolysis;
7-O-β-D-glucopyranosyl-kaempferol-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside
78527-48-7

7-O-β-D-glucopyranosyl-kaempferol-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside

A

D-Glucose
2280-44-6

D-Glucose

B

L-rhamnose
73-34-7

L-rhamnose

C

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride In methanol for 2h; Heating;
kaempferol 3-O-(3'',6''-di-O-E-p-coumaroyl)-β-D-glucopyranoside
74712-68-8

kaempferol 3-O-(3'',6''-di-O-E-p-coumaroyl)-β-D-glucopyranoside

A

D-Glucose
2280-44-6

D-Glucose

B

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

C

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 3h;

A

D-Glucose
2280-44-6

D-Glucose

B

L-rhamnose
73-34-7

L-rhamnose

C

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With sulfuric acid In water for 2h; Heating;
kaempferol
520-18-3

kaempferol

acetic anhydride
108-24-7

acetic anhydride

3,5,7-triacetoxy-2-(4-acetoxy-phenyl)-chromen-4-one
16274-11-6

3,5,7-triacetoxy-2-(4-acetoxy-phenyl)-chromen-4-one

Conditions
ConditionsYield
With pyridine at 20℃; for 4h;95%
With pyridine at 20℃;94%
With pyridine94%
kaempferol
520-18-3

kaempferol

acetic anhydride
108-24-7

acetic anhydride

5,7-dihydroxy-3,3',4',6-tetramethoxyflavone
35688-42-7

5,7-dihydroxy-3,3',4',6-tetramethoxyflavone

Conditions
ConditionsYield
With pyridine at 20℃; for 4h; Inert atmosphere;95%
kaempferol
520-18-3

kaempferol

acetic anhydride
108-24-7

acetic anhydride

kaempferol triacetate
143724-69-0

kaempferol triacetate

Conditions
ConditionsYield
With pyridine at 20℃; for 0.25h; Inert atmosphere;95%
With pyridine at 20℃; for 0.25h;95%
With pyridine at 100 - 140℃;90.5%
kaempferol
520-18-3

kaempferol

acetic anhydride
108-24-7

acetic anhydride

C19H14O8

C19H14O8

Conditions
ConditionsYield
With piperidine at 100 - 140℃;92.4%
kaempferol
520-18-3

kaempferol

acetic anhydride
108-24-7

acetic anhydride

3,4',5-tri-O-acetylkaempferol

3,4',5-tri-O-acetylkaempferol

Conditions
ConditionsYield
With 4-methylpiperidin at 100 - 140℃;91.8%
kaempferol
520-18-3

kaempferol

uridine-5'-diphosphoglucose
952585-00-1

uridine-5'-diphosphoglucose

kaempferol 8-C-β-D-glucoside
562068-65-9

kaempferol 8-C-β-D-glucoside

Conditions
ConditionsYield
With TcCGT1-C-glycosyltransferase from Trolliuschinensisuridine in complex with uridine diphosphate In aq. phosphate buffer; dimethyl sulfoxide pH=8; Enzymatic reaction;91.6%
kaempferol
520-18-3

kaempferol

dimethyl sulfate
77-78-1

dimethyl sulfate

3,4',5,7-tetramethoxyflavone
16692-52-7

3,4',5,7-tetramethoxyflavone

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; for 48h;90%
With potassium carbonate In acetone at 50℃;90%
With potassium carbonate In acetone at 50℃; for 48h;86.3%
With potassium carbonate
With potassium carbonate In acetone for 4h; Heating;
kaempferol
520-18-3

kaempferol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3,7,4'-tri-O-tert-butyldimethylsilylkaempferol
1246814-11-8

3,7,4'-tri-O-tert-butyldimethylsilylkaempferol

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 0.25h;90%
In N,N-dimethyl-formamide at 20℃; Inert atmosphere;81%
kaempferol
520-18-3

kaempferol

benzyl bromide
100-39-0

benzyl bromide

3,4',7-tri-O-benzylkaempferol

3,4',7-tri-O-benzylkaempferol

Conditions
ConditionsYield
With potassium carbonate In acetone90%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;72%
kaempferol
520-18-3

kaempferol

1-deoxy-1-fluoro-α-D-glucose
2106-10-7

1-deoxy-1-fluoro-α-D-glucose

kaempferol 7-α-O-glucoside
16290-07-6

kaempferol 7-α-O-glucoside

Conditions
ConditionsYield
With α-glucosidase from sulfolobus solfataricus In dimethyl sulfoxide at 45℃; for 2h; pH=9; Enzymatic reaction;90%
kaempferol
520-18-3

kaempferol

L-proline
147-85-3

L-proline

kaempferol L-proline cocrystals (1:2)

kaempferol L-proline cocrystals (1:2)

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 50℃;89.6%
kaempferol
520-18-3

kaempferol

kaempferol 3-O-N-acetylglucosamine

kaempferol 3-O-N-acetylglucosamine

Conditions
ConditionsYield
With 3-O-glycosyltransferase from Scutellaria baicalensis In dimethyl sulfoxide at 45℃; for 4h; pH=9; Enzymatic reaction; regiospecific reaction;88%
5-fluorouracil
51-21-8

5-fluorouracil

kaempferol
520-18-3

kaempferol

C15H10O6*C4H3FN2O2

C15H10O6*C4H3FN2O2

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;83.3%
In ethanol at 20℃; for 5h; Solvent;83.3%
UDP-glucose
133-89-1

UDP-glucose

kaempferol
520-18-3

kaempferol

kaempferol 7-glucoside
16290-07-6

kaempferol 7-glucoside

Conditions
ConditionsYield
With glycosyltransferase from Carthamus tinctorius (L.) (Honghua) recombinant In dimethyl sulfoxide at 30℃; for 12h; pH=7.4; Enzymatic reaction;80%
With flavonoid 7-O-glucosyltransferase from Andrographis paniculata In methanol at 30℃; for 12h; Enzymatic reaction;
uridine 5'-diphospho-D-galactose
2956-16-3

uridine 5'-diphospho-D-galactose

kaempferol
520-18-3

kaempferol

Conditions
ConditionsYield
With 3-O-glycosyltransferase from Scutellaria baicalensis In dimethyl sulfoxide at 45℃; for 4h; pH=9; Catalytic behavior; Enzymatic reaction; regiospecific reaction;79%
With 7-O-glucosyltransferase from Epimedium pseudowushanense In dimethyl sulfoxide at 30℃; for 12h; pH=7.4; Green chemistry; Enzymatic reaction;17.1%
kaempferol
520-18-3

kaempferol

methyl iodide
74-88-4

methyl iodide

3,4',5,7-tetramethoxyflavone
16692-52-7

3,4',5,7-tetramethoxyflavone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; Inert atmosphere;78%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

kaempferol
520-18-3

kaempferol

zinc(II) chloride
7646-85-7

zinc(II) chloride

(κ2-O,O-kaempferol)(κ2-N,N-1,10-phenanthroline)zinc(II) chloride
1482348-51-5

(κ2-O,O-kaempferol)(κ2-N,N-1,10-phenanthroline)zinc(II) chloride

Conditions
ConditionsYield
Stage #1: kaempferol; zinc(II) chloride With sodium hydroxide In methanol at 20℃; for 1h;
Stage #2: 1,10-Phenanthroline In methanol for 2h; Reflux;
77%
formaldehyd
50-00-0

formaldehyd

kaempferol
520-18-3

kaempferol

dimethyl amine
124-40-3

dimethyl amine

8-((dimethylamino)methyl)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

8-((dimethylamino)methyl)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Conditions
ConditionsYield
In ethanol at 20℃; for 0.5h; Mannich Aminomethylation;76%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

kaempferol
520-18-3

kaempferol

zinc(II) chloride
7646-85-7

zinc(II) chloride

(κ2-O,O-kaempferol)(κ2-N,N-2,20-bipyridine)zinc(II) chloride
1482348-52-6

(κ2-O,O-kaempferol)(κ2-N,N-2,20-bipyridine)zinc(II) chloride

Conditions
ConditionsYield
Stage #1: kaempferol; zinc(II) chloride With sodium hydroxide In methanol at 20℃; for 1h;
Stage #2: [2,2]bipyridinyl In methanol for 2h; Reflux;
75%
formaldehyd
50-00-0

formaldehyd

kaempferol
520-18-3

kaempferol

diisopropylamine
108-18-9

diisopropylamine

6-((diisopropylamino)methyl)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

6-((diisopropylamino)methyl)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Conditions
ConditionsYield
In ethanol at 20℃; for 0.5h; Mannich Aminomethylation;74%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

copper(II) choride dihydrate

copper(II) choride dihydrate

kaempferol
520-18-3

kaempferol

(κ2-O,O-kaempferol) (κ2-N,N-1,10-phenanthroline)copper(II) chloride

(κ2-O,O-kaempferol) (κ2-N,N-1,10-phenanthroline)copper(II) chloride

Conditions
ConditionsYield
Stage #1: copper(II) choride dihydrate; kaempferol With sodium hydroxide In methanol at 20℃; for 1h;
Stage #2: 1,10-Phenanthroline In methanol for 2h; Reflux;
71%
kaempferol
520-18-3

kaempferol

dimethyl sulfate
77-78-1

dimethyl sulfate

5-hydroxy-3,4',7-trimethoxyflavone
15486-34-7

5-hydroxy-3,4',7-trimethoxyflavone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone at 20℃; for 1h;70%
With potassium hydroxide
With potassium carbonate; acetone
kaempferol
520-18-3

kaempferol

A

C15H8O12S2(2-)*2K(1+)
116115-04-9

C15H8O12S2(2-)*2K(1+)

B

C15H7O15S3(3-)*3K(1+)
116097-12-2

C15H7O15S3(3-)*3K(1+)

Conditions
ConditionsYield
With potassium acetate; tetra(n-butyl)ammonium hydrogensulfate; dicyclohexyl-carbodiimide In pyridine at 25℃; for 48h; Yields of byproduct given;A 69%
B n/a
kaempferol
520-18-3

kaempferol

allyl bromide
106-95-6

allyl bromide

7-O-allylkaempherol
1307876-11-4

7-O-allylkaempherol

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In water; N,N-dimethyl-formamide at 50℃; for 3h;69%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

copper(II) choride dihydrate

copper(II) choride dihydrate

kaempferol
520-18-3

kaempferol

(κ2-O,O-kaempferol)(κ2-N,N-2,2'-bipyridine)copper(II) chloride
1482348-49-1

(κ2-O,O-kaempferol)(κ2-N,N-2,2'-bipyridine)copper(II) chloride

Conditions
ConditionsYield
Stage #1: copper(II) choride dihydrate; kaempferol With sodium hydroxide In methanol at 20℃; for 1h;
Stage #2: [2,2]bipyridinyl In methanol for 2h; Reflux;
68%
kaempferol
520-18-3

kaempferol

Hexanoyl chloride
142-61-0

Hexanoyl chloride

3,7,4'-tri(O-hexanoyl)kaempferol

3,7,4'-tri(O-hexanoyl)kaempferol

Conditions
ConditionsYield
With triethylamine In acetone at 0 - 20℃; for 3h;68%
With triethylamine In acetone at 20℃; Inert atmosphere;61%

Kaempferol Chemical Properties

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

Kaempferol Uses

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

Kaempferol 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

Kaempferol 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) .

Kaempferol 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

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