2-[(1R,2R)-3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetic acid

• ChemBase ID: 127928
• Molecular Formular: C12H18O3
• Molecular Mass: 210.26952
• Monoisotopic Mass: 210.12559444
• SMILES: CC/C=C/C[C@@H]1[C@H](CCC1=O)CC(=O)O
• Canonical SMILES: CC/C=C/C[C@@H]1[C@H](CCC1=O)CC(=O)O
• InChI: InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/t9-,10-/m1/s1
• InChIKey: ZNJFBWYDHIGLCU-NXEZZACHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2R)-3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetic acid
• IUPAC Traditional name: [(1R,2R)-3-oxo-2-(pent-2-en-1-yl)cyclopentyl]acetic acid
• Synonyms: Jasmonic acid; (-)-Jasmonic acid; JA; Jasmonic acid

Database IDs

• CAS Number: 6894-38-8
• PubChem SID: 162222244
• PubChem CID: 6504478; 5281166
• Chemspider ID: 4444606
• Wikipedia Title: Jasmonic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.714082
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5633299
• LogD (pH = 7.4): -0.21431588
• Log P: 2.414311
• Molar Refractivity: 58.5565 cm^3
• Polarizability: 22.455748 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 160 °C at 0.7 mmHg
• Density: ? g/cm^3