Taxifolin supplier | CasNO.480-18-2

Name
Taxifolin
EINECS 207-543-4
CAS No. 480-18-2
Article Data35
CAS DataBase
Density 1.702 g/cm³
Solubility
Melting Point 230-233 °C (dec.)
Formula C₁₅H₁₂O₇
Boiling Point 687.6 °C at 760 mmHg
Molecular Weight 304.256
Flash Point 264.1 °C
Transport Information
Appearance Yellowish powder
Safety 22-24/25
Risk Codes 22
Molecular Structure
Hazard Symbols
Synonyms 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R-trans)-;Flavanone,3,3',4',5,7-pentahydroxy- (8CI);(+)-Dihydroquercetin;(+)-Taxifolin;(+)-trans-Taxifolin;(2R,3R)-(+)-Taxifolin;(2R,3R)-3,3',4',5,7-Pentahydroxyflavanone;(2R,3R)-Dihydroquercetin;2,3-Dihydroquercetin;3,5,7,3',4'-Pentahydroxyflavanone;Dihydroquercetin;Diquertin;Distylin;Lariksin;Lavitol;Taxifolin;Taxifoliol;
PSA 127.45000
LogP 1.18630

Synthetic route

: 574749-31-8
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In tetrahydrofuran; methanol at 20℃; for 24h;	90%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol for 48h; Inert atmosphere;	85%

: 154-23-4
catechin

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: K2CO3 / dimethylformamide / 3 h / 130 °C 1.2: 81 percent / NaH / dimethylformamide / 3 h / 20 °C 2.1: 85 percent / Pb3O4 / benzene / 3 h / 75 - 80 °C 3.1: 90 percent / K2CO3 / methanol; tetrahydrofuran / 2 h / 20 °C 4.1: 85 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; MgSO4 / CH2Cl2 / 3 h / 20 °C 5.1: 90 percent / H2 / Pd/C / methanol; tetrahydrofuran / 24 h / 20 °C View Scheme
With extract of Burkholderia oxyphila OX-01, Japan, Tsukuba, acidic forest soil In aq. phosphate buffer at 28℃; for 3h; pH=7;
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere 3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; 1,4-dioxane; water / 8 h / 0 - 20 °C / Inert atmosphere 4.1: palladium 10% on activated carbon; hydrogen / methanol; tetrahydrofuran / 48 h / Inert atmosphere View Scheme

: 1298135-47-3
(2R,3R)-5,7,3',4'-tetrahydroxyflavanonol 2"-acetylrhamnoside

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane at 100℃; for 1h;

: C17H16O8

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With hydrogenchloride at 55℃; for 0.5h; pH=< 1;	55%

: 1235442-81-5
taxifolin O-α-D-glucoside

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With water; Saccharomyces cerevisiae α-glucosidase at 30℃; for 18h; pH=7.3; Enzymatic reaction; Potassium phosphate buffer;

: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With extract of Burkholderia oxyphila OX-01, Japan, Tsukuba, acidic forest soil In aq. phosphate buffer at 30℃; for 3h; pH=7;

: 1-(3,4-dihydroxy)phenyl-2-(2,4,6-trihydroxy)phenylethylene oxide

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 0 - 5℃; for 5h; Large scale;	41.3 kg

: 55313-03-6
1-(2',4',6'-trihydroxyphenyl)-2-hydroxyethanone

: 139-85-5
3,4-dihydroxybenzaldehyde

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Stage #1: 1-(2',4',6'-trihydroxyphenyl)-2-hydroxyethanone; 3,4-dihydroxybenzaldehyde With rac-Pro-OH In tetrahydrofuran at 85 - 100℃; for 6h; Stage #2: With acetic acid In tetrahydrofuran at 20℃; for 2h; Solvent; Temperature;	36.7 g

: 36804-13-4, 91318-14-8, 115523-95-0, 115523-96-1
(-)-chalcone epoxide

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 50℃; for 0.333333h;	82%

: 29838-67-3, 54081-47-9, 54081-48-0, 54141-72-9
astilbin

: 480-18-2
taxifolin

Conditions

Conditions	Yield
With sulfuric acid; water for 2h; Hydrolysis; Heating;	70%
With hesperidinase In water at 37℃; for 36h;	37 mg
With hydrogenchloride; water In methanol at 80℃; for 0.75h; Kinetics; Activation energy; Temperature; Concentration;

: 215257-15-1
3,3',4',5,7-pentahydroxy flavanone

A: 480-18-2, 24198-97-8, 98006-93-0, 114761-89-6, 111003-33-9
(2S,3S)-taxifolin 3-O-β-D-glucoside

B: 480-18-2
taxifolin

Conditions

Conditions	Yield
With DAICEL CHIRALPAK IA In ethanol; hexane Resolution of racemate;

: trans-taxifolin 3-O-α-L-arabinofuranoside

A: 5328-37-0
L-arabinose

B: 480-18-2
taxifolin

Conditions

Conditions	Yield
With hesperidase In water at 37℃; for 456h; enzimatic hydrolysis;	A 23 mg B 48 mg
With hydrogenchloride In water at 50℃; for 16h;	A 15 mg B 32 mg

: 85443-49-8
(2R,3S)-3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 85 percent / Pb3O4 / benzene / 3 h / 75 - 80 °C 2: 90 percent / K2CO3 / methanol; tetrahydrofuran / 2 h / 20 °C 3: 85 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; MgSO4 / CH2Cl2 / 3 h / 20 °C 4: 90 percent / H2 / Pd/C / methanol; tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; 1,4-dioxane; water / 8 h / 0 - 20 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol; tetrahydrofuran / 48 h / Inert atmosphere View Scheme

: 574749-29-4
(+)-3',4',3,5,7-penta-O-benzyl-(4S)-hydroxycatechine

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; MgSO4 / CH2Cl2 / 3 h / 20 °C 2: 90 percent / H2 / Pd/C / methanol; tetrahydrofuran / 24 h / 20 °C View Scheme

: 478241-14-4
(+)-(4S)-acetoxy-3',4',3,5,7-penta-O-benzylcatechine

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / K2CO3 / methanol; tetrahydrofuran / 2 h / 20 °C 2: 85 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; MgSO4 / CH2Cl2 / 3 h / 20 °C 3: 90 percent / H2 / Pd/C / methanol; tetrahydrofuran / 24 h / 20 °C View Scheme

: 108-73-6
3,5-dihydroxyphenol

: 480-18-2
taxifolin

Conditions

Yield

Multi-step reaction with 3 steps
1.1: aluminum (III) chloride / dichloromethane / 2 h / 5 - 10 °C / Large scale
1.2: 4 h / 10 - 20 °C / Large scale
2.1: 3-chloro-benzenecarboperoxoic acid / methanol / 4 h / 5 - 15 °C / Large scale
3.1: trifluoroacetic acid / dichloromethane / 5 h / 0 - 5 °C / Large scale
View Scheme

Multi-step reaction with 5 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere
1.2: 5 h / -5 °C / Inert atmosphere
2.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.08 h / -5 °C / Inert atmosphere
2.2: -5 °C / Inert atmosphere
3.1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere
4.1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere
5.1: Resolution of racemate
View Scheme

: (2R,3R)-taxifolin 3-β-D-glucopyranoside 6''-gallate

A: 149-91-7
3,4,5-trihydroxybenzoic acid

B: 480-18-2
taxifolin

Conditions

Conditions	Yield
With sulfuric acid In ethanol; water for 3h; Heating;	A 12 mg B 32 mg

: 36804-12-3
(E)-3-(3,4-bis(methoxymethoxy)phenyl)-1-(2,4,6-tris(methoxymethoxy)phenyl)-prop-2-en-1-one

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere 3: Resolution of racemate View Scheme

: (+/-)-2,3-trans-2,3-epoxy-1-2",4",6"-tris(methoxymethoxy)phenyl-3-3',4'-bis(methoxymethoxy)phenylpropanone

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere 2: Resolution of racemate View Scheme

: 331-39-5
caffeic acid

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: sulfuric acid / methanol / 1 h / 20 °C / Inert atmosphere 1.2: 0 °C / Inert atmosphere 2.1: sodium hydroxide / methanol; tetrahydrofuran / Inert atmosphere 3.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.08 h / -5 °C / Inert atmosphere 3.2: -5 °C / Inert atmosphere 4.1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere 5.1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere 6.1: Resolution of racemate View Scheme

Yield

Multi-step reaction with 6 steps
1.1: sulfuric acid / methanol / 1 h / 20 °C / Inert atmosphere
1.2: 0 °C / Inert atmosphere
2.1: sodium hydroxide / methanol; tetrahydrofuran / Inert atmosphere
3.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.08 h / -5 °C / Inert atmosphere
3.2: -5 °C / Inert atmosphere
4.1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere
5.1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere
6.1: Resolution of racemate
View Scheme

: 20728-73-8
5,7,3',4'-tetra-O-benzyl-(+)-catechin

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; 1,4-dioxane; water / 8 h / 0 - 20 °C / Inert atmosphere 3.1: palladium 10% on activated carbon; hydrogen / methanol; tetrahydrofuran / 48 h / Inert atmosphere View Scheme

: 120677-47-6
1,3,5-tris(methoxymethoxy)benzene

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.08 h / -5 °C / Inert atmosphere 1.2: -5 °C / Inert atmosphere 2.1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere 4.1: Resolution of racemate View Scheme

: 850177-05-8
(E)-3-(3,4-bis(methoxymethoxy)phenyl)acrylic acid

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.08 h / -5 °C / Inert atmosphere 1.2: -5 °C / Inert atmosphere 2.1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere 4.1: Resolution of racemate View Scheme

: C15H20O7

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium hydroxide / methanol; tetrahydrofuran / Inert atmosphere 2.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.08 h / -5 °C / Inert atmosphere 2.2: -5 °C / Inert atmosphere 3.1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere 4.1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere 5.1: Resolution of racemate View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium hydroxide / methanol; tetrahydrofuran / Inert atmosphere
2.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.08 h / -5 °C / Inert atmosphere
2.2: -5 °C / Inert atmosphere
3.1: sodium hydroxide; dihydrogen peroxide / methanol / 5 h / 20 °C / Inert atmosphere
4.1: hydrogenchloride / methanol; water; tetrahydrofuran / 2 h / 55 °C / Inert atmosphere
5.1: Resolution of racemate
View Scheme

: (R)-3,5,7-Trihydroxy-2-[4-hydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-chroman-4-one

A: 50-99-7
D-glucose

B: 480-18-2, 24198-97-8, 98006-93-0, 111003-33-9, 114761-89-6
(-)-epitaxifolin

C: 480-18-2
taxifolin

Conditions

Conditions	Yield
With pectinase In water Ambient temperature;	A n/a B 20 mg C 3 g

...Expand

: 480-18-2, 24198-97-8, 98006-93-0, 111003-33-9, 114761-89-6
(+/-)-taxifolin

A: 480-18-2, 24198-97-8, 98006-93-0, 114761-89-6, 111003-33-9
(2S,3S)-taxifolin 3-O-β-D-glucoside

B: 480-18-2
taxifolin

Conditions

Conditions	Yield
With acetic acid In water; acetonitrile Resolution of racemate;
Resolution of racemate;

: 40672-47-7
(+)-taxifolin 3-O-β-D-xylopyranoside

A: 58-86-6
D-xylose

B: 480-18-2
taxifolin

Conditions

Conditions	Yield
In water at 37℃; for 1h; hesperidinase; Yield given. Yields of byproduct given;

: 27297-45-6
(2R,3R)-(+)-dihydroquercetin-3-β-D-glucopyranoside

A: 50-99-7
D-glucose

B: 480-18-2
taxifolin

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 2h; Heating;	A n/a B 48 mg

: 23416-69-5
caffeic acid chloride

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 2 h / 5 - 10 °C / Large scale 1.2: 4 h / 10 - 20 °C / Large scale 2.1: 3-chloro-benzenecarboperoxoic acid / methanol / 4 h / 5 - 15 °C / Large scale 3.1: trifluoroacetic acid / dichloromethane / 5 h / 0 - 5 °C / Large scale View Scheme

: 480-66-0
2,4,6-trihydroxyacetophenone

: 480-18-2
taxifolin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 2 h / 5 °C 1.2: 4 h / 25 °C 2.1: dihydrogen peroxide / tetrahydrofuran; water / 4 h / 25 °C 3.1: hydrogenchloride / 0.5 h / 55 °C / pH < 1 View Scheme

: 111-64-8
n-octanoic acid chloride

: 480-18-2
taxifolin

: taxifolin tetra-octanoate

Conditions

Conditions	Yield
Stage #1: n-octanoic acid chloride; taxifolin In 1,4-dioxane at 20℃; for 0.166667h; Stage #2: With pyridine In 1,4-dioxane at 20℃; for 16h;	86%
Stage #1: n-octanoic acid chloride; taxifolin In 1,4-dioxane at 20℃; for 0.166667h; Stage #2: With pyridine In 1,4-dioxane for 16h;	79%

: 480-18-2
taxifolin

: taxifolin 4'-O-sulfate

Conditions

Conditions	Yield
With p-nitrophenyl sulfate; arylsulfate sulfotransferase from Desulfitobacterium hafniense In acetone at 30℃; for 4h; pH=8.9; Inert atmosphere; Enzymatic reaction;	75%

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

: 480-18-2
taxifolin

: taxifolin 7-α-O-glucoside

Conditions

Conditions	Yield
With α-glucosidase from sulfolobus solfataricus In dimethyl sulfoxide at 45℃; for 2h; pH=9; Enzymatic reaction;	99%

: 7732-18-5
water

: 7758-99-8
copper(II) sulfate

: 480-18-2
taxifolin

: C15H14CuO9

Conditions

Conditions	Yield
With ammonia In ethanol at 20℃; for 1h; pH=5 - 7; Temperature;	86.3%

...Expand

: 154-23-4
catechin

: 480-18-2
taxifolin

: 23567-23-9
procyanidin B3

Conditions

Conditions	Yield
With sodium tetrahydroborate; acetic acid In ethanol; water for 0.5h; pH=4.5; Inert atmosphere;	22%
With sodium tetrahydroborate; water; acetic acid 1.) EtOH, 30 min, 2.) EtOH; Multistep reaction;
With sodium tetrahydroborate In ethanol Inert atmosphere;
Stage #1: taxifolin With sodium tetrahydroborate; ethanol at 20℃; for 0.75h; Stage #2: catechin With hydrogenchloride In water for 1h;	200 mg

: 480-18-2
taxifolin

: 480-17-1
2,3-trans-flavan-3,4-diol

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 20℃; for 1h;
Stage #1: taxifolin With sodium tetrahydroborate In ethanol at 20℃; for 1h; Stage #2: for 0.5h;

: 480-18-2
taxifolin

: 93527-39-0
(+)-(2R,3S,4S)-3,4,5,7,3',4'-hexahydroxyflavan

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaBH4 / ethanol / 2 h / Ambient temperature 2: 0.05 M citrate-Pi buffer, pH 2.6 / 0.5 h / 40 °C View Scheme
With NADPH In aq. buffer at 45℃; for 0.5h; pH=6; Enzymatic reaction;

: 480-18-2
taxifolin

: 69256-15-1
(2R,3S,4R)-(+)-3,4,5,7,3',4'-hexahydroxyflavan

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 20℃; for 2h;	75%
With sodium tetrahydroborate In ethanol for 2h; Ambient temperature;
With sodium tetrahydroborate In ethanol for 2h;

: 7732-18-5
water

: 142-71-2
copper diacetate

: 480-18-2
taxifolin

: C15H14CuO9

Conditions

Conditions	Yield
In ethanol at 20℃; for 1h;	86.3%

...Expand

: 131991-59-8
6-[(2-aminopropyl)amino]-6-deoxy-β-cyclodextrin

: 480-18-2
taxifolin

: C15H12O7*C45H78N2O34

Conditions

Conditions	Yield
In ethanol at 45℃; for 72h;	64%

: 5970-45-6
zinc(II) acetate dihydrate

: 480-18-2
taxifolin

: Zn(2+)*2C15H11O7(1-)*2H2O

Conditions

Conditions	Yield
In water at 92℃; for 0.4h; Time; Industrial scale;	84%

: 108-24-7
acetic anhydride

: 480-18-2
taxifolin

: 6685-67-2, 70497-17-5, 132487-23-1
2-(3,4-diacetoxyphenyl)-4-oxochroman-3,5,7-triyl triacetate

Conditions

Conditions	Yield
With pyridine for 18h; Ambient temperature;	88%
With pyridine at 90℃; for 3h; Acetylation;	47%
In pyridine

: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

: 480-18-2
taxifolin

: 29106-51-2
procyanidin B4

Conditions

Conditions	Yield
With sodium tetrahydroborate
Stage #1: taxifolin With sodium tetrahydroborate; ethanol at 20℃; for 0.75h; Stage #2: (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol With hydrogenchloride In water for 1h;	200 mg

: 2280-44-6
D-Glucose

: 480-18-2
taxifolin

: 112494-39-0
(2R,3R)-(+)-3',4',5,7-tetrahydroxydihydroflavonol-6-C-β-D-glucopyranoside

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In water; acetonitrile for 48h; Reagent/catalyst; Solvent; Inert atmosphere; Reflux; stereoselective reaction;	35%

: 480-18-2
taxifolin

: 6,8-dibromodihydroquercetin

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetone at 25℃; for 0.716667h; regiospecific reaction;	94%
With 2,3-dibromo-3-phenylpropanoic acid; potassium carbonate In N,N-dimethyl-formamide at 60℃; for 16h; Inert atmosphere;	46%
With hypobromous acid In ethanol; water at 20℃; aq. phosphate buffer;

: 480-18-2
taxifolin

: 5392-40-5
(E/Z)-3,7-dimethyl-2,6-octadienal

: C26H30O7

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol at 120 - 130℃; for 10h; Temperature;	70 g

: 387358-39-6
α-lipoic acid chloride

: 480-18-2
taxifolin

: 2-(3,4-bis(5-(1,2-dithiolan-3-yl)pentanoyloxy)phenyl)-4-oxochroman-3,5,7-triyl tris(5-(1,2-dithiolan-3-yl)pentanoate)

Conditions

Conditions	Yield
Stage #1: α-lipoic acid chloride; taxifolin In 1,4-dioxane at 20℃; for 0.116667h; Stage #2: With pyridine In 1,4-dioxane at 20℃; for 4h;	1.8 g

: 13880-12-1
5-((3R)-1,2-dithiolan-3-yl)pentanoyl chloride

: 480-18-2
taxifolin

: 2-(3,4-bis(5-(1,2-dithiolan-3-yl)pentanoyloxy)phenyl)-4-oxochroman-3,5,7-triyl tris(5-(1,2-dithiolan-3-yl)pentanoate)

Conditions

Conditions	Yield
Stage #1: 5-((3R)-1,2-dithiolan-3-yl)pentanoyl chloride; taxifolin In 1,4-dioxane at 20℃; for 0.116667h; Stage #2: With pyridine In 1,4-dioxane at 20℃; for 19h;	1.8 g

: 480-18-2
taxifolin

: 970-73-0, 1617-55-6, 3371-27-5, 13425-13-3, 136892-45-0, 970-74-1
epigallocatechin

: C29H22O13

Conditions

Conditions	Yield
With apple polyphenol oxidase In aq. phosphate buffer at 35℃; for 1h; pH=4; Enzymatic reaction;

Taxifolin Chemical Properties

Molecular Formula: C₁₅H₁₂O₇
Formula Weight: 304.25
IUPAC Name: (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
Synonyms: 2-(3,4-Dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4h-1-benzopyran-4-on ; (2R-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone ; Distylin
Melting Point: 230-233^°C (dec.)
Flash Point: 264.2^°C
Boiling Point: 687.6^°C at 760 mmHg
Density of Taxifolin (480-18-2): 1.702 g/cm³
Vapour Pressure: 7.51E-20 mmHg at 25^°C
Index of Refraction: 1.762
Solubility: Taxifolin (480-18-2) is dissolves in nonpolar solvents (alcohol, acetone, ether), hot water, oil.
Physical State: Taxifolin (480-18-2) is a solid powder.
Color: White to yellowish (Light).

Taxifolin Toxicity Data With Reference

1.	mmo-sat 100 µg/plate	ENMUDM Environmental Mutagenesis. 3 (1981),401.
2.	mma-sat 1660 nmol/plate	MUREAV Mutation Research. 54 (1978),297.
3.	cyt-ham:fbr 1 g/L/48H	MUREAV Mutation Research. 48 (1977),337.
4.	ipr-rat LD50:1200 mg/kg	JJPAAZ Japanese Journal of Pharmacology. 21 (1971),377.
5.	ipr-mus LD50:985 mg/kg	RPTOAN Russian Pharmacology and Toxicology. Translation of FATOAO. 38 (1975),213.

Taxifolin Consensus Reports

Reported in EPA TSCA Inventory.

Taxifolin Safety Profile

Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Statements : 22: Harmful if swallowed
Safety Statements : 22: Do not breathe dust
24/25: Avoid contact with skin and eyes
WGK Germany : 3
RTECS : LK6920000

Taxifolin Specification

Taxifolin (480-18-2) is a white to yellowish solid powder and dissolves in nonpolar solvents (alcohol, acetone, ether), hot water, oil. The product is stable. It should keep tightly closed in dark place and a cool, well-ventilated area.

Product Name

Taxifolin

Synthetic route

Taxifolin Chemical Properties

Taxifolin Toxicity Data With Reference

Taxifolin Consensus Reports

Taxifolin Safety Profile

Taxifolin Specification

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