methyl 2-[(1R,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl](1,2-13C2)acetate

• ChemBase ID: 172013
• Molecular Formular: C13H20O3
• Molecular Mass: 226.28140968
• Monoisotopic Mass: 226.14795418
• SMILES: C1[C@H]([C@@H](C(=O)C1)C/C=C\CC)[13CH2][13C](=O)OC
• Canonical SMILES: CC/C=C\C[C@H]1[C@@H](CCC1=O)[13CH2][13C](=O)OC
• InChI: InChI=1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4-/t10-,11-/m0/s1/i9+1,13+1
• InChIKey: GEWDNTWNSAZUDX-XXMDTYABSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[(1R,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl](1,2-^1^3C₂)acetate
• IUPAC Traditional name: methyl 2-[(1R,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl](1,2-^1^3C₂)acetate
• Synonyms: (1R,2R)-rel-3-Oxo-2-(2Z)-2-penten-1-ylcyclopentaneacetic Acid-13C2 Methyl Ester; (Z)-trans-(+/-)-3-Oxo-2-(2Z)-2-penten-1-ylcyclopentaneacetic Acid-13C2 Methyl Ester; (+/-)-Methyl Jasmonate-13C2; [1α,2β(Z)]-3-Oxo-2-(2-pentenyl)cyclopentaneacetic Acid-13C2 Methyl Ester; Jasmoneige-13C2; Methyl DL-Jasmonate-13C2; rac-trans Jasmonic Acid-13C2 Methyl Ester

Database IDs

• PubChem SID: 164227923
• PubChem CID: 71749651

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.560205
• LogD (pH = 7.4): 2.560205
• Log P: 2.560205
• Molar Refractivity: 63.3256 cm^3
• Polarizability: 24.543266 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - J210532

Labelled Jasmonic acid (J210520) analog, a constituent of essential oil of Jasmine.

REFERENCES

• Ishii, Y., et al.: Leukemia, 18, 1413 (2004)
• Ito, Y., et al.: J. Agric. Food Chem., 50, 4878 (2004)