(5E)-7-[(1S,5Z)-5-[(2E)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid

• ChemBase ID: 6048
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: CCCCC/C=C/C=C/1\C(=O)C=C[C@@H]1C/C=C/CCCC(=O)O
• Canonical SMILES: CCCCC/C=C/C=C\1/[C@@H](C/C=C/CCCC(=O)O)C=CC1=O
• InChI: InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/b9-7+,10-6+,18-13-/t17-/m0/s1
• InChIKey: VHRUMKCAEVRUBK-XOVNXQNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5E)-7-[(1S,5Z)-5-[(2E)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
• IUPAC Traditional name: (5E)-7-[(1S,5Z)-5-[(2E)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
• Synonyms: (5E,14E)-11-oxoprosta-5,9,12,14-tetraen-1-oic acid

Database IDs

• PubChem SID: 160969473; 99444906
• PubChem CID: 23654841

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.6585
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.5580964
• LogD (pH = 7.4): 2.780421
• Log P: 5.4571495
• Molar Refractivity: 98.4503 cm^3
• Polarizability: 36.457787 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.39
• LOG S: -5.02
• Solubility (Water): 3.00e-03 g/l

DETAILS

DrugBank - DB08435

Drug information: experimental