6-amino-5-iodo-2H-chromen-2-one

• ChemBase ID: 154422
• Molecular Formular: C9H6INO2
• Molecular Mass: 287.05391
• Monoisotopic Mass: 286.94432644
• SMILES: c1cc(=O)oc2c1c(c(cc2)N)I
• Canonical SMILES: O=c1ccc2c(o1)ccc(c2I)N
• InChI: InChI=1S/C9H6INO2/c10-9-5-1-4-8(12)13-7(5)3-2-6(9)11/h1-4H,11H2
• InChIKey: WWRAFPGUBABZSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-5-iodo-2H-chromen-2-one
• IUPAC Traditional name: 6-amino-5-iodochromen-2-one
• Synonyms: 5-Iodo-6-amino-1,2-benzopyrone; INH2BP

Database IDs

• CAS Number: 137881-27-7
• MDL Number: MFCD00912555
• PubChem SID: 24724511; 162248561
• PubChem CID: 72356

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.8827512
• LogD (pH = 7.4): 1.8833703
• Log P: 1.8833781
• Molar Refractivity: 59.6115 cm^3
• Polarizability: 22.098246 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble31 mg/mL; H2O: insoluble
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C9H6INO2

DETAILS

Sigma Aldrich - I2784

Biochem/physiol Actions
Inhibitor of poly (ADP-ribose) polymerase-1 (PARP-1); anti-apoptotic.