8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-2-benzopyran-7-carboxylic acid

• ChemBase ID: 103128
• Molecular Formular: C13H14O5
• Molecular Mass: 250.24726
• Monoisotopic Mass: 250.08412355
• SMILES: CC1OC=C2C(=C(C(=O)O)C(=O)C(=C2C1C)C)O
• Canonical SMILES: CC1OC=C2C(=C(C)C(=O)C(=C2O)C(=O)O)C1C
• InChI: InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,15H,1-3H3,(H,16,17)
• InChIKey: CQIUKKVOEOPUDV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-2-benzopyran-7-carboxylic acid
• IUPAC Traditional name: citrinin
• Synonyms: 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; CITRININ

Database IDs

• CAS Number: 518-75-2
• EC Number: 208-257-2
• PubChem SID: 162090563
• PubChem CID: 54682830

CALCULATED PROPERTIES

• Acid pKa: 3.9141996
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.78353536
• LogD (pH = 7.4): -2.4344025
• Log P: 0.8089524
• Molar Refractivity: 65.2535 cm^3
• Polarizability: 24.46187 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: DJ2275000

DETAILS

MP Biomedicals - 02150700

From Pencillium citrinum
Fungal metabolite found in moldy rice.