2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetic acid

• ChemBase ID: 59579
• Molecular Formular: C12H10O5
• Molecular Mass: 234.2048
• Monoisotopic Mass: 234.05282342
• SMILES: c1(c(=O)oc2c(c1C)ccc(c2)O)CC(=O)O
• Canonical SMILES: OC(=O)Cc1c(=O)oc2c(c1C)ccc(c2)O
• InChI: InChI=1S/C12H10O5/c1-6-8-3-2-7(13)4-10(8)17-12(16)9(6)5-11(14)15/h2-4,13H,5H2,1H3,(H,14,15)
• InChIKey: OOGKDHCQSZAEQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetic acid
• IUPAC Traditional name: (7-hydroxy-4-methyl-2-oxochromen-3-yl)acetic acid
• Synonyms: 4-Methylumbelliferone-3-acetic acid; 7-Hydroxy-4-methyl-3-coumarinylacetic acid; (7-Hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)-acetic acid; 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetic acid

Database IDs

• CAS Number: 5852-10-8
• MDL Number: MFCD00467589
• Beilstein Number: 220399
• PubChem SID: 162064342; 24879548
• PubChem CID: 5393149

CALCULATED PROPERTIES

• Acid pKa: 3.5519776
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.64482814
• LogD (pH = 7.4): -2.2108204
• Log P: 1.2990663
• Molar Refractivity: 58.435 cm^3
• Polarizability: 22.415373 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble
• Fluorescence: λex 360 nm; λem ~450 nm in 0.1 M Tris pH 9.0

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• 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: ≥98.0% (HPLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C12H10O5
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 55634

Application
suitable as pH-indicator