(9Z)-12-hydroxy(13,13,14,14,15,15,16,16,17,17,18,18,18-2H13)octadec-9-enoic acid

• ChemBase ID: 177534
• Molecular Formular: C18H34O3
• Molecular Mass: 298.46076
• Monoisotopic Mass: 298.25079495
• SMILES: C(CCCCC/C=C\CC(CCCCCC)O)CC(=O)O
• Canonical SMILES: CCCCCCC(C/C=C\CCCCCCCC(=O)O)O
• InChI: InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-
• InChIKey: WBHHMMIMDMUBKC-XFXZXTDPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9Z)-12-hydroxy(13,13,14,14,15,15,16,16,17,17,18,18,18-^2H₁₃)octadec-9-enoic acid
• IUPAC Traditional name: (9Z)-12-hydroxy(13,13,14,14,15,15,16,16,17,17,18,18,18-^2H₁₃)octadec-9-enoic acid
• Synonyms: rac Nouracid CS 80-d13; rac Ricinic Acid-d13; dl-Ricinoic Acid-d13; rac Ricinoleic Acid-d13; rac 12-Hydroxy-9-octadecenoic Acid-d13; rac Edenor Ri 90-d13; rac NSC 281242-d13

Database IDs

• PubChem SID: 164233444
• PubChem CID: 46782885

CALCULATED PROPERTIES

• Acid pKa: 4.9881673
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.7691464
• LogD (pH = 7.4): 3.01549
• Log P: 5.39708
• Molar Refractivity: 89.0717 cm^3
• Polarizability: 34.769547 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Alcohol; Chloroform; Ether
• Apperance: Liquid
• Boiling Point: 245°C

DETAILS

Toronto Research Chemicals - R495602

Found primarily in oils from the seeds of Ricinus spp, Euphorbiaceae.

REFERENCES

• Crabbe, E., et al.: Process Biochem., 37, 65 (2001)
• Kulkarni, M., et al.: Eur. J. Lipid Sci. Technol., 105, 214 (2001)
• Goodrum, J., et al.: Bioresour Technol., 96, 851 (2001)