Record Information |
---|
Version | 5.0 |
---|
Status | Detected but not Quantified |
---|
Creation Date | 2008-10-15 12:12:16 UTC |
---|
Update Date | 2022-03-07 02:51:02 UTC |
---|
HMDB ID | HMDB0010730 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | 3-Oxotetradecanoic acid |
---|
Description | 3-Oxo-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-tetradecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179). In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. |
---|
Structure | InChI=1S/C14H26O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h2-12H2,1H3,(H,16,17) |
---|
Synonyms | Value | Source |
---|
3-Oxotetradecanoate | Generator | 3-Oxomyristic acid | ChEBI | 3-Oxomyristate | Generator | 3-oxo-Tetradecanoate | HMDB | 3-oxo-Tetradecanoic acid | HMDB |
|
---|
Chemical Formula | C14H26O3 |
---|
Average Molecular Weight | 242.3544 |
---|
Monoisotopic Molecular Weight | 242.188194698 |
---|
IUPAC Name | 3-oxotetradecanoic acid |
---|
Traditional Name | 3-oxotetradecanoic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | CCCCCCCCCCCC(=O)CC(O)=O |
---|
InChI Identifier | InChI=1S/C14H26O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h2-12H2,1H3,(H,16,17) |
---|
InChI Key | XLKOZYOVXNPWGT-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
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. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Fatty Acyls |
---|
Sub Class | Fatty acids and conjugates |
---|
Direct Parent | Long-chain fatty acids |
---|
Alternative Parents | |
---|
Substituents | - Long-chain fatty acid
- Beta-keto acid
- Keto fatty acid
- Beta-hydroxy ketone
- Keto acid
- 1,3-dicarbonyl compound
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Organooxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | | Show more...
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
3-Oxotetradecanoic acid,1TMS,isomer #1 | CCCCCCCCCCCC(=O)CC(=O)O[Si](C)(C)C | 1950.7 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,1TMS,isomer #2 | CCCCCCCCCCCC(=CC(=O)O)O[Si](C)(C)C | 2082.1 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,1TMS,isomer #3 | CCCCCCCCCCC=C(CC(=O)O)O[Si](C)(C)C | 2029.4 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TMS,isomer #1 | CCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2107.6 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TMS,isomer #1 | CCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2102.4 | Standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TMS,isomer #1 | CCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2073.8 | Standard polar | 33892256 | 3-Oxotetradecanoic acid,2TMS,isomer #2 | CCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2095.3 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TMS,isomer #2 | CCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2103.8 | Standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TMS,isomer #2 | CCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2096.0 | Standard polar | 33892256 | 3-Oxotetradecanoic acid,1TBDMS,isomer #1 | CCCCCCCCCCCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C | 2189.9 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,1TBDMS,isomer #2 | CCCCCCCCCCCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C | 2325.9 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,1TBDMS,isomer #3 | CCCCCCCCCCC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C | 2278.8 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TBDMS,isomer #1 | CCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2583.2 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TBDMS,isomer #1 | CCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2464.5 | Standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TBDMS,isomer #1 | CCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2356.8 | Standard polar | 33892256 | 3-Oxotetradecanoic acid,2TBDMS,isomer #2 | CCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2556.9 | Semi standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TBDMS,isomer #2 | CCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2472.1 | Standard non polar | 33892256 | 3-Oxotetradecanoic acid,2TBDMS,isomer #2 | CCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2367.0 | Standard polar | 33892256 |
| Show more...
---|
Spectra |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - 3-Oxotetradecanoic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-000i-9300000000-caec0675bb7cc4bf645e | 2016-09-22 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Oxotetradecanoic acid GC-MS (1 TMS) - 70eV, Positive | splash10-05bu-9240000000-9f5c74b9b22322bac095 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Oxotetradecanoic acid GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 10V, Positive-QTOF | splash10-002f-0290000000-8e607f12b728cd17d0eb | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 20V, Positive-QTOF | splash10-004m-4920000000-4703c7195a11feeb2b5a | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 40V, Positive-QTOF | splash10-052f-9300000000-a7e2659c4534794225d0 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 10V, Negative-QTOF | splash10-0007-1890000000-62a40531fb987abfd8b6 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 20V, Negative-QTOF | splash10-0002-3910000000-d4867d427aeab7a02553 | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 40V, Negative-QTOF | splash10-0a4i-9300000000-4b25931f846416282cca | 2016-09-14 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 10V, Positive-QTOF | splash10-0006-9670000000-20164b0847d143f44c74 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 20V, Positive-QTOF | splash10-05nb-9200000000-5468639cd8cec19d4dcd | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 40V, Positive-QTOF | splash10-0a5d-9000000000-ed47cbde55f8e1b78e23 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 10V, Negative-QTOF | splash10-052f-6090000000-a84a5a93ec99d19f1719 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 20V, Negative-QTOF | splash10-0a4i-9010000000-6a10d917408e88ed0e4b | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxotetradecanoic acid 40V, Negative-QTOF | splash10-0006-9000000000-f1c0182976e7a431dba9 | 2021-09-25 | Wishart Lab | View Spectrum |
| Show more...
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | |
---|
Tissue Locations | Not Available |
---|
Pathways | |
---|
Normal Concentrations |
---|
| Not Available |
---|
Abnormal Concentrations |
---|
| |
Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Iron deficiency | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Ulcerative colitis | | details |
|
---|
Associated Disorders and Diseases |
---|
Disease References | Iron deficiency |
---|
- Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
| Ulcerative colitis |
---|
- Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
|
|
---|
Associated OMIM IDs | None |
---|
External Links |
---|
DrugBank ID | Not Available |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB027877 |
---|
KNApSAcK ID | Not Available |
---|
Chemspider ID | Not Available |
---|
KEGG Compound ID | Not Available |
---|
BioCyc ID | Not Available |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | Not Available |
---|
METLIN ID | Not Available |
---|
PubChem Compound | Not Available |
---|
PDB ID | Not Available |
---|
ChEBI ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
MarkerDB ID | Not Available |
---|
Good Scents ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
|
---|