9-ethoxy-9-oxononanoic acid

• ChemBase ID: 108004
• Molecular Formular: C11H20O4
• Molecular Mass: 216.2741
• Monoisotopic Mass: 216.13615912
• SMILES: CCOC(=O)CCCCCCCC(=O)O
• Canonical SMILES: CCOC(=O)CCCCCCCC(=O)O
• InChI: InChI=1S/C11H20O4/c1-2-15-11(14)9-7-5-3-4-6-8-10(12)13/h2-9H2,1H3,(H,12,13)
• InChIKey: MTRYLAXNDGUFAK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-ethoxy-9-oxononanoic acid
• IUPAC Traditional name: 9-ethoxy-9-oxononanoic acid
• Synonyms: Nonanedioic Acid 1-Ethyl Ester; Azelaic Acid Ethyl Ester; Nonanedioic Acid Monoethyl Ester; 8-(Ethoxycarbonyl)octanoic Acid; Ethyl Hydrogen Azelaate; Monoethyl Nonanedioate; Azelaic Acid Monoethyl Ester; mono-ETHYL AZELATE

Database IDs

• CAS Number: 1593-55-1
• PubChem SID: 162106121
• PubChem CID: 11138510

CALCULATED PROPERTIES

• Acid pKa: 4.4488406
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.2403612
• LogD (pH = 7.4): -0.5228174
• Log P: 2.3270624
• Molar Refractivity: 56.0597 cm^3
• Polarizability: 22.309414 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 05205731

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - A808150

A novel C-11 epoxy fatty acid, from timothy chokes, stromata of E. typhina, has antifungal activity against Cladosporium herbarum.

REFERENCES

• Koshino, H., et al.: Agric. Biol. Chem., 53, 2527 (1989)