2,6,10,14-tetramethylpentadecanoic acid

• ChemBase ID: 129109
• Molecular Formular: C19H38O2
• Molecular Mass: 298.50382
• Monoisotopic Mass: 298.28718046
• SMILES: O=C(O)C(CCCC(CCCC(C)CCCC(C)C)C)C
• Canonical SMILES: CC(CCCC(C(=O)O)C)CCCC(CCCC(C)C)C
• InChI: InChI=1S/C19H38O2/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19(20)21/h15-18H,6-14H2,1-5H3,(H,20,21)
• InChIKey: PAHGJZDQXIOYTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6,10,14-tetramethylpentadecanoic acid
• IUPAC Traditional name: pristanic acid
• Synonyms: Pristanic acid; 2,6,10,14-Tetramethylpentadecanoic acid; Pristanic acid solution

Database IDs

• CAS Number: 1189-37-3
• EC Number: 200-578-6
• MDL Number: MFCD05664739
• PubChem SID: 162223408
• PubChem CID: 123929
• CHEBI ID: 51340
• Chemspider ID: 110458
• Wikipedia Title: Pristanic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.999794
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.596976
• LogD (pH = 7.4): 4.845235
• Log P: 7.216058
• Molar Refractivity: 90.7029 cm^3
• Polarizability: 36.247723 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: ethanol solution
• Flash Point: 14 °C; 57.2 °F

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 7-16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (GC)
• Empirical Formula (Hill Notation): C19H38O2

DETAILS

Sigma Aldrich - P6617

Biochem/physiol Actions
Oxidation product of fatty acids in the diet, particularly phytanic acid. Phytanic acid is oxidized by alpha oxidation yielding pristanic acid, which is subsequently degraded by peroxisomal beta oxidation. Several inborn errors of metabolism with one or more deficiencies in the phytanic acid and pristanic acid breakdown have been described.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P6617.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.