2-octylcyclopropane-1-carboxylic acid

• ChemBase ID: 59422
• Molecular Formular: C12H22O2
• Molecular Mass: 198.30188
• Monoisotopic Mass: 198.16197994
• SMILES: C1(CC1CCCCCCCC)C(=O)O
• Canonical SMILES: CCCCCCCCC1CC1C(=O)O
• InChI: InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-10-9-11(10)12(13)14/h10-11H,2-9H2,1H3,(H,13,14)
• InChIKey: FLZRNGWKTVAXBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-octylcyclopropane-1-carboxylic acid
• IUPAC Traditional name: 2-octylcyclopropane-1-carboxylic acid
• Synonyms: 2-Octylcyclopropanecarboxylic acid; 2-Octyl-cyclopropanecarboxylic acid; Cyclopropanecarboxylate-octyl

Database IDs

• CAS Number: 15898-87-0
• MDL Number: MFCD00543867
• PubChem SID: 162064185
• PubChem CID: 3251034

CALCULATED PROPERTIES

• Acid pKa: 4.7624636
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1456277
• LogD (pH = 7.4): 1.3693211
• Log P: 3.9554503
• Molar Refractivity: 56.7985 cm^3
• Polarizability: 22.611057 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Mechanism of Action: Inhibitor of mitochondrial aldehyde dehydrogenase

Product Information

• Purity: 97%
• Description: Isomers
• Application(s): Fungicide

REFERENCES

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 146B, (nmr)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 673C; 673D, (ir)
• Witkop, B. et al., J.A.C.S., 1954, 76, 5579, (synth)
• Morris, A.J. et al., J.O.C., 1957, 22, 306, (resoln, abs config)
• Biochem. Prep., 1962, 9, 92, (synth)
• Tyler, V.E. et al., J. Pharm. Sci., 1964, 53, 462, (isol)
• Bell, E.A. et al., Nature (London), 1966, 210, 529, (isol)
• Wakahara, A. et al., Bull. Chem. Soc. Jpn., 1973, 46, 2475, (cryst struct)
• Frahn, J.L. et al., Aust. J. Chem., 1974, 27, 1367, (synth, deriv)
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• Van Praag, H.M., Neuropharmacology, 1983, 22, 433, (rev)
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• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 12836
• Zhang, P. et al., Synth. Commun., 1995, 25, 3883, (Me ether)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, HOA575; HOA600; HON800; HOO000; HOO100