8-[(2S,3S)-3-octyloxiran-2-yl]octanoic acid

• ChemBase ID: 168133
• Molecular Formular: C18H34O3
• Molecular Mass: 298.46076
• Monoisotopic Mass: 298.25079495
• SMILES: [C@@H]1([C@@H](O1)CCCCCCCC(=O)O)CCCCCCCC
• Canonical SMILES: CCCCCCCC[C@@H]1O[C@H]1CCCCCCCC(=O)O
• InChI: InChI=1S/C18H34O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)/t16-,17-/m0/s1
• InChIKey: IMYZYCNQZDBZBQ-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[(2S,3S)-3-octyloxiran-2-yl]octanoic acid
• IUPAC Traditional name: 8-[(2S,3S)-3-octyloxiran-2-yl]octanoic acid
• Synonyms: (2R,3R)-rel-3-Octyl-2-oxiraneoctanoic Acid; trans-9,10-Epoxyoctadecanoic Acid; (2R,3R)-rel-3-Octyloxiraneoctanoic Acid; trans-3-Octyloxiraneoctanoic Acid; trans-9,10-Epoxyoctadecanoate; trans-9,10-Epoxystearic Acid; trans-DL-9,10-Epoxystearic Acid; trans-Epoxystearic Acid; rac trans-9,10-Epoxystearic Acid

Database IDs

• CAS Number: 13980-07-9
• PubChem SID: 162262265
• PubChem CID: 12235226

CALCULATED PROPERTIES

• Acid pKa: 4.6153255
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.908872
• LogD (pH = 7.4): 3.1322865
• Log P: 5.8458014
• Molar Refractivity: 85.8065 cm^3
• Polarizability: 34.353413 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 54-56°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E589900

An epoxy fatty acid found in Pneumocystis carinii lipids.

REFERENCES

• Gibson, G., et al.: Xenobiotica, 19, 1123 (1989)
• Pellegrini, L., et al.: Plant Physiol., 103, 509 (1989)
• Scheller, U., et al.: J. Biol. Chem., 273, 32528 (1989)
• Tijet, N., et al.: Biochem. J., 332, 583 (1989)