8-bromo-2-phenyl-1H,2H,3H-naphtho[2,1-b]pyran-3-one

• ChemBase ID: 154466
• Molecular Formular: C19H13BrO2
• Molecular Mass: 353.20932
• Monoisotopic Mass: 352.00989166
• SMILES: c1ccc(cc1)C1Cc2c3ccc(cc3ccc2OC1=O)Br
• Canonical SMILES: O=C1Oc2ccc3c(c2CC1c1ccccc1)ccc(c3)Br
• InChI: InChI=1S/C19H13BrO2/c20-14-7-8-15-13(10-14)6-9-18-17(15)11-16(19(21)22-18)12-4-2-1-3-5-12/h1-10,16H,11H2
• InChIKey: KNCWGGDYISFPIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-bromo-2-phenyl-1H,2H,3H-naphtho[2,1-b]pyran-3-one
• IUPAC Traditional name: 8-bromo-2-phenyl-1H,2H-naphtho[2,1-b]pyran-3-one
• Synonyms: 8-Bromo-1,2-dihydro-2-phenyl-3H-naphtho[2,1-b]pyran-3-one; HR73; HR-73

Database IDs

• CAS Number: 959571-93-8
• PubChem SID: 162248605
• PubChem CID: 6918866

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.321189
• LogD (pH = 7.4): 5.321189
• Log P: 5.321189
• Molar Refractivity: 89.1978 cm^3
• Polarizability: 35.610687 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: white to off-white powder

Safety Information

• German water hazard class: 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H13BrO2

DETAILS

Sigma Aldrich - H3416

Biochem/physiol Actions
HR-73 is a splitomycin derivative that is a SIRT1 inhibitor. HR-73 induces p53 hyperacetylation and decreases HIV transcription.