Product Name

  • Name

    Gossypetin

  • EINECS
  • CAS No. 489-35-0
  • Article Data15
  • CAS DataBase
  • Density 1.912 g/cm3
  • Solubility
  • Melting Point 302-304°C
  • Formula C15H10O8
  • Boiling Point 679.3 °C at 760 mmHg
  • Molecular Weight 318.24
  • Flash Point 260.6 °C
  • Transport Information
  • Appearance Yellow Crystals
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 489-35-0 (Gossypetin)
  • Hazard Symbols
  • Synonyms Flavone,3,3',4',5,7,8-hexahydroxy- (7CI,8CI);Gossypetin (6CI);8-Hydroxyquercetin;Articulatidin;C.I. 75750;Equisporol;
  • PSA 151.59000
  • LogP 1.69360

Synthetic route

2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7,8-trimethoxy-chromen-4-one
27500-35-2

2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7,8-trimethoxy-chromen-4-one

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogen iodide; acetic anhydride
gossypetin 8-O-β-D-glucuronide 3-sulphate

gossypetin 8-O-β-D-glucuronide 3-sulphate

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogenchloride at 100℃;
gossypetin-3.5.8.3'.4'-pentamethyl ether

gossypetin-3.5.8.3'.4'-pentamethyl ether

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogen iodide
5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone
4988-22-1

5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogen iodide; phenol at 145℃; for 0.5h;4 mg
7,8,3',4'-tetrahydroxy-3,5-dimethoxyflavone

7,8,3',4'-tetrahydroxy-3,5-dimethoxyflavone

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogen bromide for 0.5h; Heating;5 mg
quercetol
117-39-5

quercetol

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With NADPH; flavin adenine dinucleotide In phosphate buffer at 30℃; for 0.25h; pH=7.0; Enzyme kinetics; Further Variations:; Reagents; pH-values; Temperatures;
gossypetin-3,8-dimethyl ether 5-O-β-D-glucopyranoside

gossypetin-3,8-dimethyl ether 5-O-β-D-glucopyranoside

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: β-glucosidase; acetate buffer / 24 h / 37 °C / pH 5.2
2: 4 mg / HI; phenol / 0.5 h / 145 °C
View Scheme
sinocrassoside D2
909803-33-4

sinocrassoside D2

A

L-Rhamnose
3615-41-6

L-Rhamnose

B

D-glucose
50-99-7

D-glucose

C

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogenchloride; water for 3h; Reflux;
gossypetin-3-O-α-L-arabinofuranoside

gossypetin-3-O-α-L-arabinofuranoside

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 4h;
gossypetin-3-O-α-rhamnopyranoside

gossypetin-3-O-α-rhamnopyranoside

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 4h;
gossypetin-3-O-β-xylopyranoside

gossypetin-3-O-β-xylopyranoside

gossypetin
489-35-0

gossypetin

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 4h;
gossypetin
489-35-0

gossypetin

acetic anhydride
108-24-7

acetic anhydride

C25H20O13

C25H20O13

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 12h;70%
gossypetin
489-35-0

gossypetin

methyl iodide
74-88-4

methyl iodide

3,5-dihydroxy-7,8,3',4'-tetramethoxyflavone
72620-07-6

3,5-dihydroxy-7,8,3',4'-tetramethoxyflavone

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 12h;10%
gossypetin
489-35-0

gossypetin

2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one
14965-12-9

2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one

Conditions
ConditionsYield
With methanol; diethyl ether
gossypetin
489-35-0

gossypetin

acetic anhydride
108-24-7

acetic anhydride

3,5,7,8-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one
42215-76-9

3,5,7,8-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one

gossypetin
489-35-0

gossypetin

ethyl iodide
75-03-6

ethyl iodide

3,5,7,8-tetraethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one

3,5,7,8-tetraethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one

Conditions
ConditionsYield
With potassium hydroxide; ethanol
gossypetin
489-35-0

gossypetin

dimethyl sulfate
77-78-1

dimethyl sulfate

2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one
14965-12-9

2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one

Conditions
ConditionsYield
With potassium carbonate; acetone; benzene
gossypetin
489-35-0

gossypetin

dimethyl sulfate
77-78-1

dimethyl sulfate

hexa-O-methylogossypetin
7741-47-1

hexa-O-methylogossypetin

Conditions
ConditionsYield
With potassium carbonate; acetone
gossypetin
489-35-0

gossypetin

methyl iodide
74-88-4

methyl iodide

hexa-O-methylogossypetin
7741-47-1

hexa-O-methylogossypetin

Conditions
ConditionsYield
With methanol Behandeln des Reaktionsgemischs mit methylalkoholischer Kalilauge;
gossypetin
489-35-0

gossypetin

A

3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

B

3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

Conditions
ConditionsYield
bei der Kalischmelze;
gossypetin
489-35-0

gossypetin

2-(3,4-dihydroxy-phenyl)-7-hydroxy-chromene-3,4,5,8-tetraone

2-(3,4-dihydroxy-phenyl)-7-hydroxy-chromene-3,4,5,8-tetraone

Conditions
ConditionsYield
With air Ansaeuern der Loesung;
With ethanol; p-benzoquinone
gossypetin
489-35-0

gossypetin

quercetagetin
90-18-6

quercetagetin

Conditions
ConditionsYield
With hydrogen iodide; phenol at 180℃;
gossypetin
489-35-0

gossypetin

hydrogen iodide
10034-85-2

hydrogen iodide

phenol
108-95-2

phenol

quercetagetin
90-18-6

quercetagetin

Conditions
ConditionsYield
at 180℃;
gossypetin
489-35-0

gossypetin

methyl iodide
74-88-4

methyl iodide

methanolic KOH-solution

methanolic KOH-solution

gossypetin-hexamethyl ether

gossypetin-hexamethyl ether

ethanol
64-17-5

ethanol

gossypetin
489-35-0

gossypetin

p-benzoquinone
106-51-4

p-benzoquinone

gossypitone

gossypitone

gossypetin
489-35-0

gossypetin

alkali

alkali

air

air

gossypitone

gossypitone

Conditions
ConditionsYield
beim Ansaeuern;
gossypetin
489-35-0

gossypetin

C26H22O13

C26H22O13

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; tetrahydrofuran / 12 h / 20 °C
2: potassium carbonate / acetone / 12 h / 60 °C
View Scheme
gossypetin
489-35-0

gossypetin

ampelopsin
27200-12-0

ampelopsin

C29H18O15

C29H18O15

Conditions
ConditionsYield
With polyphenol oxidase at 20 - 40℃; pH=3.5 - 5.5; Enzymatic reaction;

Gossypetin Specification

This chemical is called 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxy-, and it can also be named as Gossypetin. With the molecular formula of C15H10O8, its molecular weight is 318.24. The CAS registry number of this chemical is 489-35-0. Additionally, its product category is Flavanols. 

Other characteristics of the 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxy- can be summarised as followings: (1)ACD/LogP: 1.16; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 1.11; (4)ACD/LogD (pH 7.4): -0.03; (5)ACD/BCF (pH 5.5): 3.97; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 90.27; (8)ACD/KOC (pH 7.4): 6.65; (9)#H bond acceptors: 8; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 81.68 Å2; (13)Index of Refraction: 1.863; (14)Molar Refractivity: 75.2 cm3; (15)Molar Volume: 166.4 cm3; (16)Polarizability: 29.81×10-24cm3; (17)Surface Tension: 133 dyne/cm; (18)Density: 1.912 g/cm3; (19)Flash Point: 260.6 °C; (20)Enthalpy of Vaporization: 103.28 kJ/mol; (21)Boiling Point: 679.3 °C at 760 mmHg; (22)Vapour Pressure: 4.49E-19 mmHg at 25°C.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C1c3c(O/C(=C1/O)c2ccc(O)c(O)c2)c(O)c(O)cc3O
2.InChI: InChI=1/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H
3.InChIKey: YRRAGUMVDQQZIY-UHFFFAOYAI

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