8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

• ChemBase ID: 125787
• Molecular Formular: C30H18O10
• Molecular Mass: 538.45792
• Monoisotopic Mass: 538.08999678
• SMILES: O=c1cc(oc2cc(O)cc(O)c12)c1cc(c2c(O)cc(O)c3c2oc(cc3=O)c2ccc(O)cc2)c(O)cc1
• Canonical SMILES: Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O
• 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
• InChIKey: YUSWMAULDXZHPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: amentoflavone
• Synonyms: Amentoflavone; Didemethyl-ginkgetin; 3',8''-Biapigenin; Amentoflavone

Database IDs

• CAS Number: 1617-53-4
• MDL Number: MFCD00017470
• Beilstein Number: 380244
• PubChem SID: 162220134; 24865336
• PubChem CID: 5281600
• CHEMBL: 63354
• Chemspider ID: 4444919
• Wikipedia Title: Amentoflavone

CALCULATED PROPERTIES

• Acid pKa: 6.0878687
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 4.98304
• LogD (pH = 7.4): 2.9024882
• Log P: 5.087358
• Molar Refractivity: 144.906 cm^3
• Polarizability: 54.813114 Å^3
• Polar Surface Area: 173.98 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... GABRA1(2554)

Product Information

• Purity: ≥98.0% (HPLC); ≥99.0% (HPLC); 98.0
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C30H18O10

DETAILS

Sigma Aldrich - 40584

Biochem/physiol Actions
Biflavonoid with anti-inflammatory, anti-viral and cancer chemopreventive activity. It inhibits vascularization of tumors by blocking the activity of angiogenic VEGFs.1 Blocks the induction of COX-2 and up-regulates PPAR-γ. It is a negative modulator of the GABAA receptor at the benzodiazepine binding site.

Sigma Aldrich - 18571

Biochem/physiol Actions
Biflavonoid with anti-inflammatory, anti-viral and cancer chemopreventive activity. It inhibits vascularization of tumors by blocking the activity of angiogenic VEGFs.1 Blocks the induction of COX-2 and up-regulates PPAR-γ. It is a negative modulator of the GABAA receptor at the benzodiazepine binding site.