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

• ChemBase ID: 101632
• Molecular Formular: C10H18O2
• Molecular Mass: 170.24872
• Monoisotopic Mass: 170.13067982
• SMILES: C(=O)(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)/b7-5-
• InChIKey: OCALSPDXYQHUHA-ALCCZGGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6Z)-8-methylnon-6-enoic acid
• IUPAC Traditional name: (6Z)-8-methylnon-6-enoic acid
• Synonyms: (Z)-8-methylnon-6-enoic acid; (6Z)-8-Methyl-6-nonenoic Acid (up to 10% trans isomer); (Z)-8-Methyl-6-Nonenoic Acid; 8-Methyl-cis-6-nonenoic Acid; cis-8-Methyl-6-nonenoic Acid

Database IDs

• CAS Number: 21382-25-2; 31467-60-4
• MDL Number: MFCD00203854
• PubChem SID: 162089168
• PubChem CID: 5709062

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: Dichloromethane; Diethyl Ether; DMSO; Methanol
• Apperance: Light Yellow Oil

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - M326245

Used in the synthesis of Capsaicin analogues, useful for their anti-tumor activity.

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)
• ; Wang, W. et al.: Gaodeng Xuexiao Huaxue X