1-(3,4-dihydroxybenzoyl)-6,7-dihydroxyisoquinoline-3-carboxylic acid hydrate

• ChemBase ID: 154543
• Molecular Formular: C17H13NO8
• Molecular Mass: 359.28702
• Monoisotopic Mass: 359.06411638
• SMILES: c1cc(c(cc1C(=O)c1c2cc(c(cc2cc(n1)C(=O)O)O)O)O)O.O
• Canonical SMILES: OC(=O)c1cc2cc(O)c(cc2c(n1)C(=O)c1ccc(c(c1)O)O)O.O
• InChI: InChI=1S/C17H11NO7.H2O/c19-11-2-1-7(4-12(11)20)16(23)15-9-6-14(22)13(21)5-8(9)3-10(18-15)17(24)25;/h1-6,19-22H,(H,24,25);1H2
• InChIKey: QHAUFGIHMBUQKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3,4-dihydroxybenzoyl)-6,7-dihydroxyisoquinoline-3-carboxylic acid hydrate
• IUPAC Traditional name: 1-(3,4-dihydroxybenzoyl)-6,7-dihydroxyisoquinoline-3-carboxylic acid hydrate
• Synonyms: NBI-31772 hydrate

Database IDs

• CAS Number: 374620-70-9(anhydrous)
• MDL Number: MFCD20274527
• PubChem SID: 162248682
• PubChem CID: 71311894

CALCULATED PROPERTIES

• Acid pKa: 0.96859384
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.5985669
• LogD (pH = 7.4): -1.1039679
• Log P: 2.4194255
• Molar Refractivity: 85.3626 cm^3
• Polarizability: 33.403545 Å^3
• Polar Surface Area: 148.18 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H11NO7 · xH2O

DETAILS

Sigma Aldrich - N8289

Biochem/physiol Actions
NBI-31772 is an insulin-like growth factor-1 binding proteins (IGFBPs) inhibitor; IGF-1 potentiator. NBI-31772 is an air/DMSO DOPA oxidation product, which inhibits IGF binding to IFGFB′s. NBI-31772 displaces IGF-1 from IGF1:IGFBP complex. Thus, it increases circulating level of IGF-1. NBI-31772 does not bind to IGFR.