6-(butan-2-yl)-1-hydroxy-3-(2-methylpropyl)-1,2-dihydropyrazin-2-one

• ChemBase ID: 125961
• Molecular Formular: C12H20N2O2
• Molecular Mass: 224.2994
• Monoisotopic Mass: 224.15247789
• SMILES: CCC(C)c1cnc(c(=O)n1O)CC(C)C
• Canonical SMILES: CCC(c1cnc(c(=O)n1O)CC(C)C)C
• InChI: InChI=1S/C12H20N2O2/c1-5-9(4)11-7-13-10(6-8(2)3)12(15)14(11)16/h7-9,16H,5-6H2,1-4H3
• InChIKey: IUZCDJYHMMWBBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(butan-2-yl)-1-hydroxy-3-(2-methylpropyl)-1,2-dihydropyrazin-2-one
• IUPAC Systematic name: 1-Hydroxy-6-(2-hydroxy-2-butanyl)-3-isobutyl-2(1H)-pyrazinone
• IUPAC Traditional name: aspergillic acid
• Synonyms: 6-sec-butyl-1-hydroxy-3-isobutyl-2(1H)-pyrazinone; 6-sec-butyl-3-isobutylpyrazinol 1-oxide; 2-hydroxy-3-isobutyl-6-(1-methylpropyl)pyrazine 1-oxide; 3-isobutyl-6-sec-butyl-2-hydroxypyrazine 1-oxide; Aspergillic acid

Database IDs

• CAS Number: 490-02-8
• PubChem SID: 162220304
• PubChem CID: 10272; 73679
• Chemspider ID: 46477436
• Wikipedia Title: Aspergillic_acid

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.2985601
• Log P: 2.6365967
• Molar Refractivity: 64.0278 cm^3
• Polarizability: 24.42142 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 6.04068
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.5272224

PROPERTIES

Physical Property

• Apperance: Pale yellow needles
• Melting Point: 98°C
• Density: 1.163 g/cm^3
• Partition Coefficient: 1.7

Safety Information

• Safety Statements: R