(8E,10S,12Z)-10-hydroxy-6-oxooctadeca-8,12-dienoic acid

• ChemBase ID: 4860
• Molecular Formular: C18H30O4
• Molecular Mass: 310.4284
• Monoisotopic Mass: 310.21440944
• SMILES: [C@H](C/C=C\CCCCC)(/C=C/CC(=O)CCCCC(=O)O)O
• Canonical SMILES: CCCCC/C=C\C[C@@H](/C=C/CC(=O)CCCCC(=O)O)O
• InChI: InChI=1S/C18H30O4/c1-2-3-4-5-6-7-11-16(19)13-10-14-17(20)12-8-9-15-18(21)22/h6-7,10,13,16,19H,2-5,8-9,11-12,14-15H2,1H3,(H,21,22)/b7-6-,13-10+/t16-/m0/s1
• InChIKey: OJFOOCZBVPQYRS-PSDPTOBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8E,10S,12Z)-10-hydroxy-6-oxooctadeca-8,12-dienoic acid
• IUPAC Traditional name: (8E,10S,12Z)-10-hydroxy-6-oxooctadeca-8,12-dienoic acid
• Synonyms: (8E,10S,12Z)-10-hydroxy-6-oxooctadeca-8,12-dienoic acid

Database IDs

• PubChem SID: 99443679; 160968292
• PubChem CID: 46937060

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.4883213
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.9611416
• LogD (pH = 7.4): 1.1934468
• Log P: 4.011848
• Molar Refractivity: 90.6757 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: 4.06
• LOG S: -4.06
• Solubility (Water): 2.73e-02 g/l

DETAILS

DrugBank - DB07208

Drug information: experimental