4-(4-phenoxybutoxy)-7H-furo[3,2-g]chromen-7-one

• ChemBase ID: 70923
• Molecular Formular: C21H18O5
• Molecular Mass: 350.36462
• Monoisotopic Mass: 350.11542368
• SMILES: o1c(=O)ccc2c(c3ccoc3cc12)OCCCCOc1ccccc1
• Canonical SMILES: O=c1ccc2c(o1)cc1c(c2OCCCCOc2ccccc2)cco1
• InChI: InChI=1S/C21H18O5/c22-20-9-8-16-19(26-20)14-18-17(10-13-24-18)21(16)25-12-5-4-11-23-15-6-2-1-3-7-15/h1-3,6-10,13-14H,4-5,11-12H2
• InChIKey: KINMYBBFQRSVLL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-phenoxybutoxy)-7H-furo[3,2-g]chromen-7-one
• IUPAC Traditional name: 4-(4-phenoxybutoxy)furo[3,2-g]chromen-7-one
• Synonyms: 5-(4-Phenoxybutoxy)psoralen; PAP-1; 5-(4-Phenoxybutoxy)psoralen

Database IDs

• CAS Number: 870653-45-5
• MDL Number: MFCD11114059
• PubChem SID: 162036631; 24724583
• PubChem CID: 11302540

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.0061836
• LogD (pH = 7.4): 4.0061836
• Log P: 4.0061836
• Molar Refractivity: 96.9151 cm^3
• Polarizability: 38.390568 Å^3
• Polar Surface Area: 57.9 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble9 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: protect from light
• Storage Warning: IRRITANT
• German water hazard class: 3
• Risk Statements: 42/43
• Safety Statements: 22-36/37-45
• TSCA Listed: false
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H334
• GHS Precautionary statements: P261-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC); 95+%
• Empirical Formula (Hill Notation): C21H18O5

DETAILS

Sigma Aldrich - P6124

Biochem/physiol Actions
Selective inhibitor of Kv1.3, voltage-gated K+ channel. PAP-1 (EC50=2 nM) potently inhibits human T effector memory cell proliferation and delayed hypersensitivity. Effective orally or intraperitoneally. 5-(4-Phenoxybutoxy)psoralen has 23-fold selectivity for Kv1.3 over Kv1.5, and 33-125-fold selectivity over other Kv1 family channels.