(1S,2R,4E)-4-(4-methylpent-3-en-1-ylidene)cyclohexane-1,2-dicarboxylic acid

• ChemBase ID: 181428
• Molecular Formular: C14H20O4
• Molecular Mass: 252.3062
• Monoisotopic Mass: 252.13615912
• SMILES: [C@@H]1([C@@H](C(=O)O)CC/C(=C\CC=C(C)C)/C1)C(=O)O
• Canonical SMILES: CC(=CC/C=C/1\CC[C@@H]([C@@H](C1)C(=O)O)C(=O)O)C
• InChI: InChI=1S/C14H20O4/c1-9(2)4-3-5-10-6-7-11(13(15)16)12(8-10)14(17)18/h4-5,11-12H,3,6-8H2,1-2H3,(H,15,16)(H,17,18)/b10-5+/t11-,12+/m0/s1
• InChIKey: HDZCYWICCGGCST-RGEGJOEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4E)-4-(4-methylpent-3-en-1-ylidene)cyclohexane-1,2-dicarboxylic acid
• IUPAC Traditional name: (1S,2R,4E)-4-(4-methylpent-3-en-1-ylidene)cyclohexane-1,2-dicarboxylic acid

Database IDs

• PubChem SID: 164237338
• PubChem CID: 6569141

CALCULATED PROPERTIES

• Acid pKa: 4.588497
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5828564
• LogD (pH = 7.4): -1.5096512
• Log P: 2.6540549
• Molar Refractivity: 69.287 cm^3
• Polarizability: 26.350725 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds