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 | PAMDB001838 |
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Identification |
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Name: |
Vaccenic acid |
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Description: | Vaccenic acid is an unsaturated 18 chain fatty acid (18:1n7) is present at about 25% of the concentration of 18:1n9 in most phospholipids. A notable exception is the phospholipid cardiolipin, which often contains as much 18:1n7 as 18:1n9. |
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Structure |
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Synonyms: | - (11Z)-Octadecenoate
- (11Z)-Octadecenoic acid
- (Z)-Octadec-11-enoate
- (Z)-Octadec-11-enoic acid
- 11-Octadecenoate
- 11-Octadecenoic acid
- 11Z-octadecenoate
- 11Z-octadecenoic acid
- 18:1 trans-11.
- Trans-11-octadecenoate
- Trans-11-octadecenoic acid
- Vaccenate
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Chemical Formula: |
C18H34O2 |
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Average Molecular Weight: |
282.4614 |
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Monoisotopic Molecular
Weight: |
282.255880332 |
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InChI Key: |
UWHZIFQPPBDJPM-FPLPWBNLSA-N |
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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/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7- |
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CAS
number: |
693-72-1 |
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IUPAC Name: | (11Z)-octadec-11-enoic acid |
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Traditional IUPAC Name: |
cis-vaccenic acid |
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SMILES: | CCCCCC\C=C/CCCCCCCCCC(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
- 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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Physical Properties |
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State: |
Solid |
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Charge: | -1 |
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Melting point: |
44 °C |
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Experimental Properties: |
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Predicted Properties |
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Biological Properties |
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Cellular Locations: |
Membrane |
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Reactions: | |
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Pathways: |
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Spectra |
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Spectra: |
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References |
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References: |
- Schatowitz B, Gercken G: Simultaneous determination of C2-C22 non-esterified fatty acids and other metabolically relevant carboxylic acids in biological material by gas chromatography of their benzyl esters. J Chromatogr. 1988 Mar 18;425(2):257-68. Pubmed: 3372640
- van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
- Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
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Synthesis Reference: |
Not Available |
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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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