7-[(1R,4S,5S,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

• ChemBase ID: 130071
• Molecular Formular: C21H34O4
• Molecular Mass: 350.49226
• Monoisotopic Mass: 350.24570957
• SMILES: CCCCC[C@H](O)C=C[C@H]1[C@@H]2OC[C@@H](C2)[C@@H]1C/C=C/CCCC(=O)O
• Canonical SMILES: CCCCC[C@@H](C=C[C@H]1[C@@H]2OC[C@H]([C@@H]1C/C=C/CCCC(=O)O)C2)O
• InChI: InChI=1S/C21H34O4/c1-2-3-6-9-17(22)12-13-19-18(16-14-20(19)25-15-16)10-7-4-5-8-11-21(23)24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)/t16-,17+,18+,19-,20-/m1/s1
• InChIKey: LQANGKSBLPMBTJ-LCWAXJCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,4S,5S,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
• IUPAC Traditional name: 7-[(1R,4S,5S,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
• Synonyms: U46619

Database IDs

• CAS Number: 56985-40-1
• PubChem SID: 162224356
• PubChem CID: 71308290; 5311493
• CHEMBL: 357834
• IUPHAR ligand ID: 1888
• Wikipedia Title: U46619

CALCULATED PROPERTIES

• Acid pKa: 4.44069
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.988446
• LogD (pH = 7.4): 1.2263048
• Log P: 4.082611
• Molar Refractivity: 101.812 cm^3
• Polarizability: 39.287865 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true