| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-02 08:58:35 UTC |
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| Updated at | 2022-09-02 08:58:35 UTC |
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| NP-MRD ID | NP0152487 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | couepic acid |
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| Description | Alpha-licanic acid, also known as alpha-licansaeure or a-licanate, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review very few articles have been published on alpha-licanic acid. |
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| Structure | CCCC\C=C\C=C\C=C/CCCCC(=O)CCC(O)=O InChI=1S/C18H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)15-16-18(20)21/h5-10H,2-4,11-16H2,1H3,(H,20,21)/b6-5+,8-7+,10-9- |
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| Synonyms | | Value | Source |
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| (9Z,11E,13E)-4-Oxooctadeca-9,11,13-trienoic acid | ChEBI | | (Z,e,e)-4-Oxooctadeca-9,11,13-trienoic acid | ChEBI | | 4-oxo-9,11,13-Octadecatrienoic acid | ChEBI | | 4-oxo-9C,11t,13t-Octadecatriensaeure | ChEBI | | 4-oxo-cis-9,trans-11,trans-13-Octadecatrienoic acid | ChEBI | | 4-oxo-cis9,trans11,trans13-Octadecatrienoic acid | ChEBI | | 4-oxo-Octadeca-9C,11t,13t-trienoic acid | ChEBI | | 4-oxo-Octadeca-9C,11t,13t-triensaeure | ChEBI | | alpha-Licansaeure | ChEBI | | (9Z,11E,13E)-4-Oxooctadeca-9,11,13-trienoate | Generator | | (Z,e,e)-4-Oxooctadeca-9,11,13-trienoate | Generator | | 4-oxo-9,11,13-Octadecatrienoate | Generator | | 4-oxo-cis-9,trans-11,trans-13-Octadecatrienoate | Generator | | 4-oxo-cis9,trans11,trans13-Octadecatrienoate | Generator | | 4-oxo-Octadeca-9C,11t,13t-trienoate | Generator | | a-Licansaeure | Generator | | Α-licansaeure | Generator | | a-Licanate | Generator | | a-Licanic acid | Generator | | alpha-Licanate | Generator | | Α-licanate | Generator | | Α-licanic acid | Generator |
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| Chemical Formula | C18H28O3 |
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| Average Mass | 292.4190 Da |
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| Monoisotopic Mass | 292.20384 Da |
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| IUPAC Name | (9Z,11E,13E)-4-oxooctadeca-9,11,13-trienoic acid |
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| Traditional Name | couepic acid |
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| CAS Registry Number | Not Available |
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| SMILES | CCCC\C=C\C=C\C=C/CCCCC(=O)CCC(O)=O |
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| InChI Identifier | InChI=1S/C18H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)15-16-18(20)21/h5-10H,2-4,11-16H2,1H3,(H,20,21)/b6-5+,8-7+,10-9- |
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| InChI Key | DTRGDWOPRCXRET-WPOADVJFSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | Not Available |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. |
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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 | Lineolic acids and derivatives |
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| Direct Parent | Lineolic acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Octadecanoid
- Long-chain fatty acid
- Gamma-keto acid
- Keto fatty acid
- Fatty acid
- Unsaturated fatty acid
- Keto acid
- Ketone
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- 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 | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | 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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