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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 12:54:54 PM |
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Metabolite ID | PAMDB120163 |
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Identification |
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| Name: |
oleate |
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| Description: | A C18, long straight-chain monounsaturated fatty acid anion; and the conjugate base of oleic acid, arising from deprotonation of the carboxylic acid group. |
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Structure |
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| Synonyms: | - (9Z)-octadecenoate
- (Z)-9-octadecenoic acid, ion(1−)
- cis-9-octadecenoate
- Oleat
- oleic acid anion
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Chemical Formula: |
C18H33O2 |
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| Average Molecular Weight: |
281.457 |
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| Monoisotopic Molecular
Weight: |
282.2559 |
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| InChI Key: |
ZQPPMHVWECSIRJ-KTKRTIGZSA-M |
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| InChI: | InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/p-1/b10-9- |
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| CAS
number: |
112-80-1 |
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| IUPAC Name: | (9Z)-octadec-9-enoate |
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Traditional IUPAC Name: |
oleic acid |
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| SMILES: | CCCCCCCCC=CCCCCCCCC([O-])=O |
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Chemical Taxonomy |
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Taxonomy Description | This compound 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
- Unsaturated 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
- Organic anion
- Aliphatic acyclic compound
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| Molecular Framework |
Aliphatic acyclic compounds |
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| External Descriptors |
- a long-chain fatty acid, an unsaturated fatty acid (OLEATE-CPD)
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Physical Properties |
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| State: |
Liquid |
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| Charge: | -1 |
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Melting point: |
13.4 °C |
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| Experimental Properties: |
| Property | Value | Reference |
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| Melting Point | 13.4 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | |
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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
| Spectrum Type | Description | Splash Key | |
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| GC-MS | GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS) | splash10-00vi-9500000000-cdb5366d3ece43c3e166 | View in MoNA |
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| GC-MS | GC-MS Spectrum - GC-MS (1 TMS) | splash10-00nb-5900000000-fc03835c9c8fddb27970 | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS | Not Available |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-00ls-4790000000-d753b2905852ca2a8cbd | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-0apm-9100000000-8d5c8ecf0c7a7cc3ccf6 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-0aou-9000000000-64594906d693e8a08650 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated) | splash10-00l2-4790000000-aefa66e9f83fcb24ead6 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated) | splash10-0apm-9100000000-a71c58b95cb65487eeed | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated) | splash10-0aou-9000000000-5889cbe3dd606123df50 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - FAB-EBEB (JMS-HX/HX 110A, JEOL) , Negative | splash10-001i-0090000000-89531b488fbe899c09e6 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - EI-B (Unknown) , Positive | splash10-052f-9100000000-de078efada08e691dbb8 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | Not Available |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | Not Available |
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| 1D NMR | 1H NMR Spectrum | Not Available |
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| 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available |
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References |
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| References: |
- Bollheimer LC, Kagerbauer SM, Buettner R, Kemptner DM, Palitzsch KD, Schölmerich J, Hügl SR (2002)Synergistic effects of troglitazone and oleate on the translatability of preproinsulin mRNA from INS-1 cells. Biochemical pharmacology 64, Pubmed: 12429352
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| Synthesis Reference: |
Hu, Sheng; Yuan, Ji-rong; Zhu, Jin; Yin, Ying-sui. Preparation of high-purity oleic acid by selective reaction. Yingyong Huagong (2005), 34(12), 748-750, 753. |
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| Material Safety Data Sheet (MSDS) |
Download (PDF) |
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Links |
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| External Links: |
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