2-phenyl-4H-benzo[h]chromen-4-one

• ChemBase ID: 5100
• Molecular Formular: C19H12O2
• Molecular Mass: 272.29738
• Monoisotopic Mass: 272.08372962
• SMILES: c1c(=O)c2ccc3ccccc3c2oc1c1ccccc1
• Canonical SMILES: O=c1cc(oc2c1ccc1c2cccc1)c1ccccc1
• InChI: InChI=1S/C19H12O2/c20-17-12-18(14-7-2-1-3-8-14)21-19-15-9-5-4-6-13(15)10-11-16(17)19/h1-12H
• InChIKey: VFMMPHCGEFXGIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenyl-4H-benzo[h]chromen-4-one
• IUPAC Traditional name: α-naphthoflavone
• Synonyms: 2-PHENYL-4H-BENZO[H]CHROMEN-4-ONE; alpha-Naphthoflavone; α-Naphthoflavone; ANF,2-phenylbenzo[h]chromen-4-one; alpha-Naphthoflavone; α-NAPHTHOFLAVONE; 7,8-Benzoflavone; 2-Phenyl-4H-benzo[h]chromen-4-one; alpha-Naphthoflavone; 7,8-苯并黄酮; α-萘黄酮

Database IDs

• CAS Number: 604-59-1
• EC Number: 210-071-1
• MDL Number: MFCD00004985
• Beilstein Number: 210494; 210862
• PubChem SID: 99443924; 160968530; 24897748
• PubChem CID: 11790
• CHEMBL: 283196
• Chemspider ID: 11297
• DrugBank ID: DB07453
• Wikipedia Title: Alpha-Naphthoflavone

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.5562525
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.956862
• LogD (pH = 7.4): 3.9568617
• Log P: 3.956862
• Molar Refractivity: 83.4214 cm^3
• Polarizability: 32.869404 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.73
• LOG S: -5.49
• Solubility (Water): 8.71e-04 g/l

PROPERTIES

Physical Property

• Apperance: white to yellow
• Melting Point: 153-157 °C(lit.); 156-159°C; 156-159°C

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Irritant
• RTECS: QL6250000
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ADORA3(140), CYP1A2(1544), PRKDC(5591)rat ... Adora1(29290), Adora2a(25369)

Product Information

• Purity: 97%

DETAILS

MP Biomedicals - 02151727

Yellow crystals
Inhibitor of aryl hydrocarbon hydroxylase.

DrugBank - DB07453

Drug information: experimental

Sigma Aldrich - N5757

包装
1, 5 g in poly bottle

REFERENCES

• Cancer Res., 40: 2785 (1980).