Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2008-10-15 12:12:16 UTC |
---|
Update Date | 2022-03-07 02:51:03 UTC |
---|
HMDB ID | HMDB0010736 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | 3-Oxooctadecanoic acid |
---|
Description | 3-Oxooctadecanoic acid, also known as 3-keto stearic acid or 3-oxostearate, 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. Based on a literature review a significant number of articles have been published on 3-Oxooctadecanoic acid. |
---|
Structure | CCCCCCCCCCCCCCCC(=O)CC(O)=O InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21/h2-16H2,1H3,(H,20,21) |
---|
Synonyms | Value | Source |
---|
3-Keto stearic acid | ChEBI | 3-Ketostearic acid | ChEBI | 3-Oxostearic acid | ChEBI | 3-Keto stearate | Generator | 3-Ketostearate | Generator | 3-Oxostearate | Generator | 3-Oxooctadecanoate | Generator | 3-oxo-Octadecanoate | HMDB | 3-oxo-Octadecanoic acid | HMDB |
|
---|
Chemical Formula | C18H34O3 |
---|
Average Molecular Weight | 298.4608 |
---|
Monoisotopic Molecular Weight | 298.250794954 |
---|
IUPAC Name | 3-oxooctadecanoic acid |
---|
Traditional Name | 3-oxooctadecanoic acid |
---|
CAS Registry Number | Not Available |
---|
SMILES | CCCCCCCCCCCCCCCC(=O)CC(O)=O |
---|
InChI Identifier | InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21/h2-16H2,1H3,(H,20,21) |
---|
InChI Key | YQGGUZWHNVQJMF-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-Oxooctadecanoic acid,1TMS,isomer #1 | CCCCCCCCCCCCCCCC(=O)CC(=O)O[Si](C)(C)C | 2344.1 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,1TMS,isomer #2 | CCCCCCCCCCCCCCCC(=CC(=O)O)O[Si](C)(C)C | 2467.5 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,1TMS,isomer #3 | CCCCCCCCCCCCCCC=C(CC(=O)O)O[Si](C)(C)C | 2432.2 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TMS,isomer #1 | CCCCCCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2502.8 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TMS,isomer #1 | CCCCCCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2473.5 | Standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TMS,isomer #1 | CCCCCCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2424.0 | Standard polar | 33892256 | 3-Oxooctadecanoic acid,2TMS,isomer #2 | CCCCCCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2486.4 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TMS,isomer #2 | CCCCCCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2478.4 | Standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TMS,isomer #2 | CCCCCCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C | 2447.1 | Standard polar | 33892256 | 3-Oxooctadecanoic acid,1TBDMS,isomer #1 | CCCCCCCCCCCCCCCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C | 2606.3 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,1TBDMS,isomer #2 | CCCCCCCCCCCCCCCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C | 2736.0 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,1TBDMS,isomer #3 | CCCCCCCCCCCCCCC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C | 2697.5 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TBDMS,isomer #1 | CCCCCCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 3003.3 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TBDMS,isomer #1 | CCCCCCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2795.6 | Standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TBDMS,isomer #1 | CCCCCCCCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2688.2 | Standard polar | 33892256 | 3-Oxooctadecanoic acid,2TBDMS,isomer #2 | CCCCCCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2974.8 | Semi standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TBDMS,isomer #2 | CCCCCCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2808.3 | Standard non polar | 33892256 | 3-Oxooctadecanoic acid,2TBDMS,isomer #2 | CCCCCCCCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C | 2697.2 | 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-Oxooctadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-000i-9320000000-30fcc98325e883ff2c4b | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Oxooctadecanoic acid GC-MS (1 TMS) - 70eV, Positive | splash10-05bu-9342000000-53590d2028af73ba1258 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3-Oxooctadecanoic 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-Oxooctadecanoic acid 10V, Positive-QTOF | splash10-001i-0090000000-c92ccd9bdaf0a5bbbcf5 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 20V, Positive-QTOF | splash10-0gws-3390000000-25693f5be5bdc81ecaeb | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 40V, Positive-QTOF | splash10-052f-9820000000-312ec0684339106f4044 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 10V, Negative-QTOF | splash10-0f6t-0090000000-0c6a4bd1ce89cda17091 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 20V, Negative-QTOF | splash10-0udi-3090000000-68e6a48b5ef351653b9d | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 40V, Negative-QTOF | splash10-0a4l-9130000000-7c3d01c9780453c7a5e8 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 10V, Positive-QTOF | splash10-0002-1190000000-9114a2551462571a28d7 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 20V, Positive-QTOF | splash10-06yk-9650000000-1f742a135322377282bd | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 40V, Positive-QTOF | splash10-0a4i-9000000000-00a33a2daeb063c524ff | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 10V, Negative-QTOF | splash10-052b-6090000000-d934eedb1c472831598b | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 20V, Negative-QTOF | splash10-0a4i-9010000000-9ee6fb8946a2ae38da66 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3-Oxooctadecanoic acid 40V, Negative-QTOF | splash10-0006-9000000000-beb142053d5c58d027dd | 2021-09-22 | Wishart Lab | View Spectrum |
| Show more...
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | Not Available |
---|
Tissue Locations | Not Available |
---|
Pathways | |
---|
Normal Concentrations |
---|
| Not Available |
---|
Abnormal Concentrations |
---|
| Not Available |
---|
Associated Disorders and Diseases |
---|
Disease References | None |
---|
Associated OMIM IDs | None |
---|
External Links |
---|
DrugBank ID | Not Available |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB027883 |
---|
KNApSAcK ID | Not Available |
---|
Chemspider ID | 4446132 |
---|
KEGG Compound ID | Not Available |
---|
BioCyc ID | Not Available |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | Not Available |
---|
METLIN ID | Not Available |
---|
PubChem Compound | 5283005 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 50576 |
---|
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.
|
---|