2-{7-[(1R,2R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanamido}butanedioic acid

• ChemBase ID: 186584
• Molecular Formular: C24H39NO7
• Molecular Mass: 453.56896
• Monoisotopic Mass: 453.27265259
• SMILES: C(C(C(=O)O)NC(=O)CCCCCC[C@H]1C(=O)CC[C@@H]1/C=C/[C@@H](O)CCCCC)C(=O)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1CCC(=O)[C@@H]1CCCCCCC(=O)NC(C(=O)O)CC(=O)O)O
• InChI: InChI=1S/C24H39NO7/c1-2-3-6-9-18(26)14-12-17-13-15-21(27)19(17)10-7-4-5-8-11-22(28)25-20(24(31)32)16-23(29)30/h12,14,17-20,26H,2-11,13,15-16H2,1H3,(H,25,28)(H,29,30)(H,31,32)/b14-12+/t17-,18-,19+,20?/m0/s1
• InChIKey: UCQAWKBVOLUUHM-WRTMHMNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{7-[(1R,2R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanamido}butanedioic acid
• IUPAC Traditional name: 2-{7-[(1R,2R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanamido}butanedioic acid

Database IDs

• PubChem SID: 164242494
• PubChem CID: 16396616

CALCULATED PROPERTIES

• Acid pKa: 3.7016606
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.46965
• LogD (pH = 7.4): -1.6369581
• Log P: 3.5617182
• Molar Refractivity: 120.2128 cm^3
• Polarizability: 46.95915 Å^3
• Polar Surface Area: 141.0 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds