isoquinoline-1,5-diol

• ChemBase ID: 115443
• Molecular Formular: C9H7NO2
• Molecular Mass: 161.15738
• Monoisotopic Mass: 161.04767847
• SMILES: c12c(nccc1c(O)ccc2)O
• Canonical SMILES: Oc1cccc2c1ccnc2O
• InChI: InChI=1S/C9H7NO2/c11-8-3-1-2-7-6(8)4-5-10-9(7)12/h1-5,11H,(H,10,12)
• InChIKey: LFUJIPVWTMGYDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: isoquinoline-1,5-diol
• IUPAC Traditional name: 1,5-dihydroxyisoquinoline
• Synonyms: isoquinoline-1,5-diol; 1,5-Dihydroxyisoquinoline; 5-Hydroxy-1(2H)-isoquinolinone; DiQ; 1,5-Isoquinolinediol

Database IDs

• CAS Number: 5154-02-9
• MDL Number: MFCD00006900
• PubChem SID: 24278174; 162101314
• PubChem CID: 1340

CALCULATED PROPERTIES

• Acid pKa: 9.251977
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7321044
• LogD (pH = 7.4): 1.7263502
• Log P: 1.732377
• Molar Refractivity: 44.6266 cm^3
• Polarizability: 18.156868 Å^3
• Polar Surface Area: 53.35 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble5.3 mg/mL; DMSO: >36 mg/mL; H2O: insoluble; methanol: soluble8 mg/mL
• Apperance: off-white solid
• Partition Coefficient: 1.681

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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); 95+%
• Empirical Formula (Hill Notation): C9H7NO2

DETAILS

Sigma Aldrich - I138

Biochem/physiol Actions
DiQ is a potent inhibitor of Poly(ADP-ribose) synthetase which is activated by nitric oxide; neuroprotective agent.
Caution
Light sensitive