8-[(1R,5S)-4-oxo-5-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoic acid

• ChemBase ID: 2714
• Molecular Formular: C18H28O3
• Molecular Mass: 292.41312
• Monoisotopic Mass: 292.20384476
• SMILES: CC/C=C/C[C@H]1[C@H](CCCCCCCC(=O)O)C=CC1=O
• Canonical SMILES: CC/C=C/C[C@H]1[C@H](CCCCCCCC(=O)O)C=CC1=O
• InChI: InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3+/t15-,16+/m1/s1
• InChIKey: PMTMAFAPLCGXGK-JLSIVADVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[(1R,5S)-4-oxo-5-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoic acid
• IUPAC Traditional name: @9r,13r-opda
• Synonyms: 9r,13r-Opda

Database IDs

• PubChem SID: 46508440; 160966163
• PubChem CID: 14037062

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.7845836
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.288313
• LogD (pH = 7.4): 2.5130265
• Log P: 5.0795465
• Molar Refractivity: 87.2558 cm^3
• Polarizability: 33.251522 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.09
• LOG S: -4.96
• Solubility (Water): 3.22e-03 g/l

DETAILS

DrugBank - DB03007

Drug information: experimental