(6E)-8-methylnon-6-enoic acid

• ChemBase ID: 82907
• Molecular Formular: C10H18O2
• Molecular Mass: 170.24872
• Monoisotopic Mass: 170.13067982
• SMILES: O=C(O)CCCC/C=C/C(C)C
• Canonical SMILES: OC(=O)CCCC/C=C/C(C)C
• InChI: InChI=1S/C10H18O2/c1-9(2)7-5-3-4-6-8-10(11)12/h5,7,9H,3-4,6,8H2,1-2H3,(H,11,12)
• InChIKey: OCALSPDXYQHUHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6E)-8-methylnon-6-enoic acid; 8-methylnon-6-enoic acid
• IUPAC Traditional name: (6E)-8-methylnon-6-enoic acid; 8-methylnon-6-enoic acid
• Synonyms: (E)-8-Methyl-6-nonenoic Acid; 8-Methylnon-trans-6-enoic Acid; trans-8-Methylnon-6-enoic Acid; (6E)-8-Methyl-6-nonenoic Acid; (CIS)-8-Methylnon-6-enoic acid

Database IDs

• CAS Number: 21382-25-2; 59320-77-3
• MDL Number: MFCD00203854
• PubChem SID: 162070026
• PubChem CID: 5365959

CALCULATED PROPERTIES

• Acid pKa: 5.193366
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5890942
• LogD (pH = 7.4): 0.8805508
• Log P: 3.0696995
• Molar Refractivity: 50.5418 cm^3
• Polarizability: 19.414877 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M325790

A compund from thermal decomposition of Capsaicin, as a possible carcinogen. E/Z = 4.4/1 (by NMR).

REFERENCES

• Fusco, B., et al.: Drugs, 53, 909 (1997)
• Buisman, G., et al.: Biotechnol. Lett., 20, 131 (1997)
• Kobata, K., et al.: Bios. Biotechnol. Biochem., 66, 319 (1997)
• Aluru, M., et al.: J. Exp. Bot., 54, 1655 (1997)