3-[(7Z)-hexadec-7-en-1-yl]-4-(2H3)methyl-2,5-dihydrofuran-2,5-dione

• ChemBase ID: 164027
• Molecular Formular: C21H34O3
• Molecular Mass: 334.49286
• Monoisotopic Mass: 334.25079495
• SMILES: C1(=C(C(=O)OC1=O)CCCCCC/C=C\CCCCCCCC)C
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCC1=C(C)C(=O)OC1=O
• InChI: InChI=1S/C21H34O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-18(2)20(22)24-21(19)23/h10-11H,3-9,12-17H2,1-2H3/b11-10-
• InChIKey: GKEHXKQBMVJVBA-KHPPLWFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(7Z)-hexadec-7-en-1-yl]-4-(^2H₃)methyl-2,5-dihydrofuran-2,5-dione
• IUPAC Traditional name: 3-[(7Z)-hexadec-7-en-1-yl]-4-(^2H₃)methylfuran-2,5-dione
• Synonyms: (Z)-3-(7-Hexadecenyl)-4-(methyl-d3)-2,5-furandione; Chaetomellic Anhydride B-d3; Chaetomellic Acid B Anhydride-d3

Database IDs

• PubChem SID: 162258162
• PubChem CID: 71314661

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.657634
• LogD (pH = 7.4): 7.657634
• Log P: 7.657634
• Molar Refractivity: 100.2474 cm^3
• Polarizability: 39.03751 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C291837

Labelled Chaetomellic Acid B Anhydride (C291835). 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)