Pentadecanoic acid

• CAS: 1002-84-2
• Catalog Number: ACM1002842
• Category: Fatty Acids and Ester Homologs
• Molecular Weight: 242.40
• Molecular Formula: C15H30O2
• Description: OtherSolid;Solid;Solid
• Synonyms: Pentadecylic acid
• IUPAC Name: pentadecanoic acid
• Canonical SMILES: CCCCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17)
• InChI Key: WQEPLUUGTLDZJY-UHFFFAOYSA-N
• Boiling Point: 257 °C
• Melting Point: 51-53 °C (lit.)
• Appearance: Solid
• Application: Pentadecanoic acid is a saturated fatty acid that plays a crucial role as a biomarker for assessing milk fat intake and its associated metabolic risks. Rarely found in nature, it is primarily sourced from cow's milk fat and can also be detected in hydrogenated mutton fat. This fifteen-carbon fatty acid, although present in low concentrations in human plasma, has become increasingly significant in research as a quantitative internal standard and as a biomarker for dietary food intake assessment. Recent studies have highlighted its potential as a biomarker for coronary heart disease (CHD) and type II diabetes mellitus (T2D) risk, owing to its inverse association with CHD incidence. Beyond dietary and metabolic research, pentadecanoic acid also exhibits biological activity, with potential anxiolytic, antinociceptive, and antimicrobial properties, showing its global relevance in both nutritional science and pharmacology.
• Storage: Room temperature
• CNo Chain: C15:0
• Complexity: 166
• Compound Derivative: Acid
• Covalently-Bonded Unit Count: 1
• EC Number: 213-693-1
• Exact Mass: 242.22458g/mol
• Fatty Acid: Pentadecanoic
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 17
• Monoisotopic Mass: 242.22458g/mol
• NSC Number: 28486
• Physical State: Solid
• Rotatable Bond Count: 13
• UNII: CCW02D961F
• Vapor Pressure: 4.35e-07 mmHg
• XLogP3: 5.8

Synthetic Use

Upstream Synthesis Route 1

• 764-67-0

• 1002-84-2

Reference: [1]Recueil des Travaux Chimiques des Pays-Bas,1939,vol. 58,p. 1141
[2]Journal of Biological Chemistry,1913,vol. 16,p. 478
Journal of Biological Chemistry,1914,vol. 18,p. 466
[3]Journal of Biological Chemistry,1913,vol. 16,p. 478
Journal of Biological Chemistry,1914,vol. 18,p. 466
[4]Journal of the Chemical Society,1905,vol. 87,p. 1901

Downstream Synthesis Route 1

• 67-56-1
• 1002-84-2

• 7132-64-1

Reference: [1]Ruhoff; Reid
[Journal of the Chemical Society, 1933, vol. 55, p. 3827]
[2]Location in patent: experimental part
Taveira, Marcos; Silva, Luis R.; Vale-Silva, Luis A.; Pinto, Eugenia; Valentao, Patricia; Ferreres, Federico; Guedes De Pinho, Paula; Andrade, Paula B.
[Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 17, p. 9529 - 9536]

Downstream Synthesis Route 2

• 64-17-5
• 1002-84-2

• 41114-00-5

Reference: [1]Ruhoff
[Organic Syntheses, 1936, vol. 16, p. 37]
Landa
[Bulletin de la Societe Chimique de France, 1928, vol. <4>43, p. 1087]

* For details of the synthesis route, please refer to the original source to ensure accuracy.