(8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid

• ChemBase ID: 4861
• Molecular Formular: C18H30O4
• Molecular Mass: 310.4284
• Monoisotopic Mass: 310.21440944
• SMILES: CCCCC/C=C\C/C=C\[C@@H](CC(=O)CCCCC(=O)O)O
• Canonical SMILES: CCCCC/C=C\C/C=C\[C@@H](CC(=O)CCCCC(=O)O)O
• InChI: InChI=1S/C18H30O4/c1-2-3-4-5-6-7-8-9-12-16(19)15-17(20)13-10-11-14-18(21)22/h6-7,9,12,16,19H,2-5,8,10-11,13-15H2,1H3,(H,21,22)/b7-6-,12-9-/t16-/m0/s1
• InChIKey: MLHUENSFQCPBQH-ZBKJIUGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid
• IUPAC Traditional name: (8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid
• Synonyms: (8R,9Z,12Z)-8-hydroxy-6-oxooctadeca-9,12-dienoic acid

Database IDs

• PubChem SID: 160968293; 99443680
• PubChem CID: 46937061

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.3886366
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.0256777
• LogD (pH = 7.4): 1.2710189
• Log P: 4.1677556
• Molar Refractivity: 90.5217 cm^3
• Polarizability: 34.601627 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.02
• LOG S: -4.0
• Solubility (Water): 3.08e-02 g/l

DETAILS

DrugBank - DB07209

Drug information: experimental