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1617-53-4

Basic Information
CAS No.: 1617-53-4
Name: AMENTOFLAVONE
Article Data: 9
Molecular Structure:
Molecular Structure of 1617-53-4 (AMENTOFLAVONE)
Formula: C30H18O10
Molecular Weight: 538.467
Synonyms: 3''',8-Biflavone,4',4''',5,5'',7,7''-hexahydroxy- (7CI,8CI);Ginkgetin, didemethyl- (6CI);Amenthoflavone;I3',II8-Biapigenin;NSC 295677;Tridemethylsciadopitysin;
Density: 1.656 g/cm3
Melting Point: >300 °C
Boiling Point: 910.5 °C at 760 mmHg
Flash Point: 308.4 °C
Appearance: Odourless Whitish Solid
Safety: 22-24/25
PSA: 181.80000
LogP: 5.13400
Synthetic route
548-19-6

isoginkgetin

amentoflavone
1617-53-4

amentoflavone

Conditions
ConditionsYield
With pyridine hydrochloride at 180℃;
48236-96-0

5,7,4',5'',7'',4'''-hexahydroxy-2,3,2'',3''-tetrahydroamentoflavone

1617-53-4

amentoflavone

Conditions
ConditionsYield
With sulfuric acid; iodine In dimethyl sulfoxide at 100℃; for 1h;
48236-96-0

5,7,4',5'',7'',4'''-hexahydroxy-2,3,2'',3''-tetrahydroamentoflavone

A

34340-51-7

2,3-dihydroamentoflavone

B

1617-53-4

amentoflavone

C

106577-42-8

2’’,3’’-dihydroamentoflavone

Conditions
ConditionsYield
With sulfuric acid; iodine In dimethyl sulfoxide Yields of byproduct given;A n/a
B 40 mg
C n/a
ginkgetin

ginkgetin

1617-53-4

amentoflavone

Conditions
ConditionsYield
With hydrogen iodide; phenol at 140℃;
kayaflavone

kayaflavone

1617-53-4

amentoflavone

Conditions
ConditionsYield
With hydrogen iodide; phenol at 140℃;
sciadopitysin

sciadopitysin

1617-53-4

amentoflavone

Conditions
ConditionsYield
With hydrogen iodide; phenol at 140℃;
548-19-6

isoginkgetin

1617-53-4

amentoflavone

Conditions
ConditionsYield
With pyridine hydrochloride at 180℃;

amentoflavone-7-O-β-D-glucoside

A

50-99-7

D-glucose

B

1617-53-4

amentoflavone

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 3h;

amentoflavone 4’-O-α-L-rhamnopyranoside

A

6014-42-2

L-rhamnose

B

1617-53-4

amentoflavone

Conditions
ConditionsYield
With hydrogenchloride; water In methanol for 2h; Reflux;
1617-53-4

amentoflavone

2528-61-2

Heptanoic acid chloride

2-(3-(5,7-bis(heptanoyloxy)-2-(4-(heptanoyloxy)phenyl)-4-oxo-4H-chromen-8-yl)-4-(heptanoyloxy)phenyl)-4-oxo-4H-chromene-5,7-diyl diheptanoate

Conditions
ConditionsYield
With pyridine at 20 - 60℃;86%
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Specification

The IUPAC name of Amentoflavone is 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one. With the CAS registry number 1617-53-4, it is also named as 4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-. The product's category is Flavones. Besides, it should be stored at 2-8 °C. When you are using this chemical, please do not breathe dust. And you should avoid contact with skin and eyes. In addition, its molecular formula is C30H18O10 and molecular weight is 538.46.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.92; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 2.65; (4)ACD/LogD (pH 7.4): -0.36; (5)ACD/BCF (pH 5.5): 51.92; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 491.65; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 10; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 107.98 Å2; (13)Index of Refraction: 1.793; (14)Molar Refractivity: 138.04 cm3; (15)Molar Volume: 324.9 cm3; (16)Polarizability: 54.72×10-24cm3; (17)Surface Tension: 93.1 dyne/cm; (18)Density: 1.656 g/cm3; (19)Flash Point: 308.4 °C; (20)Melting Point: >300 °C; (21)Enthalpy of Vaporization: 136.9 kJ/mol; (22)Boiling Point: 910.5 °C at 760 mmHg; (23)Vapour Pressure: 2.79E-35 mmHg at 25 °C.

Uses of Amentoflavone: this chemical can interact with many other medications by being a potent inhibitor of CYP3A4 and CYP2C9, which are proteins used for drug metabolism in the body. Similarly, it can react with Acetic acid anhydride to get 2-(4-Acetoxy-3-(5,7-diacetoxy-2-(4-acetoxyphenyl)-4-oxo-4H-chromen-8-yl)phenyl)-4-oxo-4H-chromene-5,7-diyl diacetate.



This reaction needs Pyridine at ambient temperature. The yield is 67 %.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O
(2)InChI: InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
(3)InChIKey: YUSWMAULDXZHPY-UHFFFAOYSA-N