(9Z)-2-hydroxy(11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-2H17)octadec-9-enoic acid

• ChemBase ID: 170998
• Molecular Formular: C18H34O3
• Molecular Mass: 298.46076
• Monoisotopic Mass: 298.25079495
• SMILES: C(CCCCCC/C=C\CCCCCCCC)(O)C(=O)O
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCC(C(=O)O)O
• InChI: InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h9-10,17,19H,2-8,11-16H2,1H3,(H,20,21)/b10-9-
• InChIKey: JBSOOFITVPOOSY-KTKRTIGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9Z)-2-hydroxy(11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-^2H₁₇)octadec-9-enoic acid
• IUPAC Traditional name: (9Z)-2-hydroxy(11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-^2H₁₇)octadec-9-enoic acid
• Synonyms: (9Z)-2-Hydroxy-9-octadecenoic Acid-d17; (Z)-2-Hydroxyoctadec-9-enoic Acid-d17; 2-Hydroxyoleic Acid; -d17 Minerva-d17l; cis-2-Hydroxy-9-octadecenoic Acid-d17; α-Hydroxyoleic Acid-d17; 2-Hydroxy Oleic Acid-d17

Database IDs

• PubChem SID: 164226908
• PubChem CID: 71749214

CALCULATED PROPERTIES

• Acid pKa: 4.2864084
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.675457
• LogD (pH = 7.4): 2.9398854
• Log P: 5.9127326
• Molar Refractivity: 88.8944 cm^3
• Polarizability: 34.769547 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H948767

A labelled oleic acid synthetic analog that is an effective non-toxic anticancer drug with a wide spectrum against different types of cancer. An antihypertensive.

REFERENCES

• Llado, V. et al.: J. Cell. Molec. Med., 14, 659 (2010)
• Alemany, R. et al.: J. Lip. Res., 47, 1762 (2010)
• Martinez, J. et al.: J. Pharmacol. Exp. Therap., 315, 466 (2010)