3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-4-(4-methylpent-3-enoyl)cyclopent-2-en-1-one

• ChemBase ID: 127896
• Molecular Formular: C21H30O5
• Molecular Mass: 362.4599
• Monoisotopic Mass: 362.20932406
• SMILES: O=C(C1(O)C(=C(C(=O)C1CC=C(C)C)C(=O)CC(C)C)O)CC=C(C)C
• Canonical SMILES: CC(CC(=O)C1=C(O)C(C(C1=O)CC=C(C)C)(O)C(=O)CC=C(C)C)C
• InChI: InChI=1S/C21H30O5/c1-12(2)7-9-15-19(24)18(16(22)11-14(5)6)20(25)21(15,26)17(23)10-8-13(3)4/h7-8,14-15,25-26H,9-11H2,1-6H3
• InChIKey: QARXXMMQVDCYGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-4-(4-methylpent-3-enoyl)cyclopent-2-en-1-one
• IUPAC Traditional name: isohumulone
• Synonyms: Isohumulone

Database IDs

• CAS Number: 25522-96-7
• PubChem SID: 162222213
• PubChem CID: 93090
• Chemspider ID: 84039
• Wikipedia Title: Isohumulone

CALCULATED PROPERTIES

• Acid pKa: 0.5622788
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.39685982
• LogD (pH = 7.4): 0.38042325
• Log P: 3.9096916
• Molar Refractivity: 104.0745 cm^3
• Polarizability: 39.41687 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true