3-(4-hydroxyphenyl)-2H-chromen-7-ol

• ChemBase ID: 154853
• Molecular Formular: C15H12O3
• Molecular Mass: 240.25398
• Monoisotopic Mass: 240.07864424
• SMILES: c1cc(ccc1C1=Cc2ccc(cc2OC1)O)O
• Canonical SMILES: Oc1ccc(cc1)C1=Cc2c(OC1)cc(cc2)O
• InChI: InChI=1S/C15H12O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-8,16-17H,9H2
• InChIKey: ZZUBHVMHNVYXRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-hydroxyphenyl)-2H-chromen-7-ol
• IUPAC Traditional name: phenoxodiol
• Synonyms: 3-(4-Hydroxyphenyl)-2H-1-benzopyran-7-ol; Dehydroequol; Haginin E; Idronoxil; NV 06; Phenoxodiol

Database IDs

• CAS Number: 81267-65-4
• MDL Number: MFCD06636630
• PubChem SID: 162248991
• PubChem CID: 219100

CALCULATED PROPERTIES

• Acid pKa: 9.12951
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0853841
• LogD (pH = 7.4): 3.0774765
• Log P: 3.0854855
• Molar Refractivity: 69.7332 cm^3
• Polarizability: 26.50252 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-50
• Safety Statements: 61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H12O3

DETAILS

Sigma Aldrich - D7446

Biochem/physiol Actions
Phenoxodiol is a Pan-cancer drug; causes apoptosis via both intrinsic and extrinsic pathways; targets plasma membrane electron transport (PMET).