3-(2H3)methyl-4-tetradecyl-2,5-dihydrofuran-2,5-dione

• ChemBase ID: 164023
• Molecular Formular: C19H32O3
• Molecular Mass: 308.45558
• Monoisotopic Mass: 308.23514488
• SMILES: C1(=C(C(=O)OC1=O)CCCCCCCCCCCCCC)C
• Canonical SMILES: CCCCCCCCCCCCCCC1=C(C)C(=O)OC1=O
• InChI: InChI=1S/C19H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17-16(2)18(20)22-19(17)21/h3-15H2,1-2H3
• InChIKey: MTXAAHDAKIGAJG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(^2H₃)methyl-4-tetradecyl-2,5-dihydrofuran-2,5-dione
• IUPAC Traditional name: 3-(^2H₃)methyl-4-tetradecylfuran-2,5-dione
• Synonyms: 3-(Methyl-d3)-4-tetradecyl-2,5-furandione; Chaetomellic Anhydride-d3; Chaetomellic-d3 Anhydride A; Chaetomellic Acid A Anhydride-d3

Database IDs

• PubChem SID: 162258158
• PubChem CID: 71314657

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.130418
• LogD (pH = 7.4): 7.130418
• Log P: 7.130418
• Molar Refractivity: 89.9288 cm^3
• Polarizability: 35.590298 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C291822

Labelled Chaetomellic Acid A Anhydride (C291820). A potent inhibitor of Ras protein farnesyltransferase.

REFERENCES

• Gibbs, J.B., et al.: J. Biol. Chem., 268, 7618 (1993)
• Tamanoi, F., et al.: Trends Biochem. Sci., 18, 349 (1993)