(2E,4E,7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid

• ChemBase ID: 5802
• Molecular Formular: C16H28O3
• Molecular Mass: 268.39172
• Monoisotopic Mass: 268.20384476
• SMILES: COC(C)(C)CCC[C@H](C)C/C=C/C(=C/C(=O)O)/C
• Canonical SMILES: COC(CCC[C@@H](C/C=C/C(=C/C(=O)O)/C)C)(C)C
• InChI: InChI=1S/C16H28O3/c1-13(10-7-11-16(3,4)19-5)8-6-9-14(2)12-15(17)18/h6,9,12-13H,7-8,10-11H2,1-5H3,(H,17,18)/b9-6+,14-12+/t13-/m1/s1
• InChIKey: MNYBEULOKRVZKY-ATCPXPEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
• IUPAC Traditional name: (2E,4E,7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
• Synonyms: (2E,4E)-11-METHOXY-3,7,11-TRIMETHYLDODECA-2,4-DIENOIC ACID

Database IDs

• PubChem SID: 99444646; 160969229
• PubChem CID: 5288795

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.0471215
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5199792
• LogD (pH = 7.4): 1.7768174
• Log P: 4.103621
• Molar Refractivity: 80.856 cm^3
• Polarizability: 30.916964 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.18
• LOG S: -4.49
• Solubility (Water): 8.68e-03 g/l

DETAILS

DrugBank - DB08175

Drug information: experimental