Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:08:55 UTC |
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Update date | 2019-11-26 03:03:35 UTC |
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Primary ID | FDB010033 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Pentadecanoic acid |
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Description | A fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Pentadecanoic acid constitutes 1.05% of milk fat and 0.43% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185; PMID 11238766). Pentadecanoic acid is found in many foods, some of which are common bean, coriander, pepper (c. annuum), and hamburger. |
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CAS Number | 1002-84-2 |
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Structure | |
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Synonyms | Synonym | Source |
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15:00 | ChEBI | C15 | ChEBI | C15:0 | ChEBI | N-Pentadecanoic acid | ChEBI | Pentadecylic acid | ChEBI | N-Pentadecanoate | Generator | Pentadecylate | Generator | Pentadecanoate | Generator | N-Pentadecylate | HMDB | N-Pentadecylic acid | HMDB | Pentadecyclate | HMDB | Pentadecyclic acid | HMDB | Pentadecanoic acid | MeSH | FA(15:0) | HMDB | 14FA | PhytoBank | 123I-15-(p-iodophenyl)-3-R,S-methylpentadecanoic acid | biospider | I-123 BMIPP | biospider | I-123-beta-methyl-p-iodophenyl-methylpentadecanoic acid | biospider | N-pentadecanoate | biospider | N-pentadecanoic acid | biospider | N-pentadecylate | biospider | N-pentadecylic acid | biospider | Pentadecanoic (palmitic) acid | biospider |
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Predicted Properties | |
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Chemical Formula | C15H30O2 |
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IUPAC name | pentadecanoic acid |
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InChI Identifier | 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) |
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InChI Key | WQEPLUUGTLDZJY-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCCCCCCCCCCCC(O)=O |
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Average Molecular Weight | 242.3975 |
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Monoisotopic Molecular Weight | 242.224580204 |
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Classification |
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Description | Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty acids and conjugates |
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Direct Parent | Long-chain fatty acids |
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Alternative Parents | |
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Substituents | - Long-chain fatty acid
- Straight chain fatty acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: Biological role: |
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Foods | Dairy products |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | 52.3 oC | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-06xx-9100000000-5bd17e6ee11dac1f2a7f | 2014-09-20 | View Spectrum | GC-MS | Pentadecanoic acid, 1 TMS, GC-MS Spectrum | splash10-015a-2910000000-7f0113961bc4f281b68d | Spectrum | GC-MS | Pentadecanoic acid, non-derivatized, GC-MS Spectrum | splash10-015a-2910000000-7f0113961bc4f281b68d | Spectrum | GC-MS | Pentadecanoic acid, non-derivatized, GC-MS Spectrum | splash10-014i-1900000000-d69aa674fba2ef153294 | Spectrum | Predicted GC-MS | Pentadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9700000000-5fdb791c98a3d1afb3f2 | Spectrum | Predicted GC-MS | Pentadecanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00ds-9440000000-c48712b46200e1d92783 | Spectrum | Predicted GC-MS | Pentadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pentadecanoic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-00di-0900000000-6ec01ce9b8fdc68d94a9 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-00di-0900000000-6ec01ce9b8fdc68d94a9 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-00di-0900000000-6ec01ce9b8fdc68d94a9 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-0006-0090000000-110165b889d231d09d59 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-0006-0090000000-e497b3530081726e5ced | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-0006-0090000000-15d18c0525685af6dade | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-0006-0090000000-72b33052a241e98e015e | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-0006-0090000000-110165b889d231d09d59 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-0006-0090000000-e497b3530081726e5ced | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-0006-0090000000-15d18c0525685af6dade | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-0006-0090000000-72b33052a241e98e015e | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0006-0090000000-1416cf4e0892e7961cf5 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0ab9-9100000000-7afbfa184267e53ce724 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9550000000-66ce9961a17feae488d9 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-066r-9000000000-d53184bd1b3b6d6a3eb5 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Negative | splash10-0006-0090000000-cb5c25c7dcdbbb67eb60 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Negative | splash10-0006-0090000000-30f81c19c47194f754c5 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-052f-9100000000-250dbe37e10809fe3616 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-9000000000-bf26bddfb84b56f5d5ef | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-002f-0290000000-e7342714318939c2be52 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-002e-4930000000-0b5a7be5eba92f894517 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9500000000-4a20037c0dd6bfa5cd45 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0190000000-af3122f573a9dcce9040 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0007-1590000000-76597eec59d238b7eb31 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9400000000-5852258bf4f39de4722e | 2016-08-03 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 13249 |
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ChEMBL ID | CHEMBL460025 |
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KEGG Compound ID | C16537 |
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Pubchem Compound ID | 13849 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 42504 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00826 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | 2893 |
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Dr. Duke ID | PENTADECANOIC-ACID |
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BIGG ID | 215864 |
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KNApSAcK ID | C00007423 |
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HET ID | F15 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1272411 |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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Anti-oxidant | 22586 | An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects. | DUKE |
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Enzymes | Name | Gene Name | UniProt ID |
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Liver carboxylesterase 1 | CES1 | P23141 | Pancreatic triacylglycerol lipase | PNLIP | P16233 | Hepatic triacylglycerol lipase | LIPC | P11150 | Inactive pancreatic lipase-related protein 1 | PNLIPRP1 | P54315 | Patatin-like phospholipase domain-containing protein 3 | PNPLA3 | Q9NST1 | Gastric triacylglycerol lipase | LIPF | P07098 | Endothelial lipase | LIPG | Q9Y5X9 | Pancreatic lipase-related protein 2 | PNLIPRP2 | P54317 | Lipoprotein lipase | LPL | P06858 | Patatin-like phospholipase domain-containing protein 4 | PNPLA4 | P41247 | Patatin-like phospholipase domain-containing protein 2 | PNPLA2 | Q96AD5 | Pancreatic lipase-related protein 3 | PNLIPRP3 | Q17RR3 | Cholinesterase | BCHE | P06276 | Carboxylesterase 5A | CES5A | Q6NT32 | 60 kDa lysophospholipase | ASPG | Q86U10 | Fatty acid synthase | FASN | P49327 | Galactoside-binding soluble lectin 13 | LGALS13 | Q9UHV8 | Eosinophil lysophospholipase | CLC | Q05315 | Cocaine esterase | CES2 | O00748 | Acylphosphatase-2 | ACYP2 | P14621 | Acylphosphatase-1 | ACYP1 | P07311 | Aspartoacylase | ASPA | P45381 | Aspartoacylase-2 | ACY3 | Q96HD9 | Acid ceramidase | ASAH1 | Q13510 | Homeodomain-interacting protein kinase 1 | HIPK1 | Q86Z02 | Peroxisome proliferator-activated receptor gamma | PPARG | P37231 | Long-chain fatty acid transport protein 6 | SLC27A6 | Q9Y2P4 | Long-chain fatty acid transport protein 3 | SLC27A3 | Q5K4L6 | Long-chain fatty acid transport protein 4 | SLC27A4 | Q6P1M0 | Putative neutral ceramidase C | ASAH2C | P0C7U2 | Alkaline ceramidase 2 | ACER2 | Q5QJU3 | Neutral ceramidase | ASAH2 | Q9NR71 | Alkaline ceramidase 1 | ACER1 | Q8TDN7 | Neuropathy target esterase | PNPLA6 | Q8IY17 | Carboxylesterase 3 | CES3 | Q6UWW8 |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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waxy |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008). — U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page. — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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