2-(6,7-dihydroxy-2-oxo-2H-chromen-4-yl)acetic acid

• ChemBase ID: 156786
• Molecular Formular: C11H8O6
• Molecular Mass: 236.17762
• Monoisotopic Mass: 236.03208798
• SMILES: c1c(c2cc(c(cc2oc1=O)O)O)CC(=O)O
• Canonical SMILES: OC(=O)Cc1cc(=O)oc2c1cc(O)c(c2)O
• InChI: InChI=1S/C11H8O6/c12-7-3-6-5(1-10(14)15)2-11(16)17-9(6)4-8(7)13/h2-4,12-13H,1H2,(H,14,15)
• InChIKey: VZBNZFYHLQRFPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6,7-dihydroxy-2-oxo-2H-chromen-4-yl)acetic acid
• IUPAC Traditional name: (6,7-dihydroxy-2-oxochromen-4-yl)acetic acid
• Synonyms: 6,7-Dihydroxy-2-oxo-2H-1-benzopyran-4-acetic Acid; 6,7-Dihydroxycoumarin-4-acetic Acid; 6,7-Dihydroxy-4-coumarinylacetic acid

Database IDs

• CAS Number: 88404-14-2
• MDL Number: MFCD01863008
• Beilstein Number: 234141
• PubChem SID: 162250923; 24863447
• PubChem CID: 5393159

CALCULATED PROPERTIES

• Acid pKa: 3.2119002
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.6679739
• LogD (pH = 7.4): -2.9685605
• Log P: 0.5999505
• Molar Refractivity: 56.0588 cm^3
• Polarizability: 21.264622 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; H2O: soluble (pH ≥ 6); Methanol
• Apperance: Pink Solid
• Melting Point: 230°C
• Fluorescence: λex 386 nm; λem 465 nm in 0.1 M Tris pH 8.0

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

Product Information

• Purity: ≥95% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C11H8O6