Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-23 21:06:22 UTC |
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Update Date | 2021-09-23 21:06:22 UTC |
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HMDB ID | HMDB0302844 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Phaseic acid |
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Description | Phaseic acid, also known as phaseate, belongs to abscisic acids and derivatives class of compounds. Those are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Phaseic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Phaseic acid can be found in a number of food items such as boysenberry, prunus (cherry, plum), european plum, and wild rice, which makes phaseic acid a potential biomarker for the consumption of these food products. Phaseic acid is a terpenoid catabolite of abscisic acid. Like abscisic acid, it is a plant hormone associated with photosynthesis arrest and abscission . |
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Structure | C\C(\C=C\C1(O)C2(C)COC1(C)CC(=O)C2)=C/C(O)=O InChI=1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6+ |
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Synonyms | Value | Source |
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(2E,4E)-5-{8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoate | Generator | Phaseate | Generator |
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Chemical Formula | C15H20O5 |
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Average Molecular Weight | 280.3163 |
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Monoisotopic Molecular Weight | 280.13107375 |
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IUPAC Name | (2E,4E)-5-{8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoic acid |
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Traditional Name | (2E,4E)-5-{8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl}-3-methylpenta-2,4-dienoic acid |
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CAS Registry Number | Not Available |
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SMILES | C\C(\C=C\C1(O)C2(C)COC1(C)CC(=O)C2)=C/C(O)=O |
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InChI Identifier | InChI=1S/C15H20O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6+ |
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InChI Key | IZGYIFFQBZWOLJ-UMCKCUICSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Sesquiterpenoids |
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Direct Parent | Abscisic acids and derivatives |
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Alternative Parents | |
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Substituents | - Abscisic acid
- Medium-chain fatty acid
- Branched fatty acid
- Heterocyclic fatty acid
- Hydroxy fatty acid
- Oxepane
- Methyl-branched fatty acid
- Fatty acyl
- Fatty acid
- Unsaturated fatty acid
- Cyclic alcohol
- Tertiary alcohol
- Tetrahydrofuran
- Ketone
- Cyclic ketone
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Oxacycle
- Ether
- Dialkyl ether
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Organic oxide
- Alcohol
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Phaseic acid,3TMS,isomer #1 | CC(/C=C/C1(O[Si](C)(C)C)C2(C)C=C(O[Si](C)(C)C)CC1(C)OC2)=C\C(=O)O[Si](C)(C)C | 2375.2 | Semi standard non polar | 33892256 | Phaseic acid,3TMS,isomer #1 | CC(/C=C/C1(O[Si](C)(C)C)C2(C)C=C(O[Si](C)(C)C)CC1(C)OC2)=C\C(=O)O[Si](C)(C)C | 2240.0 | Standard non polar | 33892256 | Phaseic acid,3TMS,isomer #1 | CC(/C=C/C1(O[Si](C)(C)C)C2(C)C=C(O[Si](C)(C)C)CC1(C)OC2)=C\C(=O)O[Si](C)(C)C | 2567.3 | Standard polar | 33892256 | Phaseic acid,3TMS,isomer #2 | CC(/C=C/C1(O[Si](C)(C)C)C2(C)COC1(C)C=C(O[Si](C)(C)C)C2)=C\C(=O)O[Si](C)(C)C | 2400.1 | Semi standard non polar | 33892256 | Phaseic acid,3TMS,isomer #2 | CC(/C=C/C1(O[Si](C)(C)C)C2(C)COC1(C)C=C(O[Si](C)(C)C)C2)=C\C(=O)O[Si](C)(C)C | 2249.6 | Standard non polar | 33892256 | Phaseic acid,3TMS,isomer #2 | CC(/C=C/C1(O[Si](C)(C)C)C2(C)COC1(C)C=C(O[Si](C)(C)C)C2)=C\C(=O)O[Si](C)(C)C | 2563.1 | Standard polar | 33892256 | Phaseic acid,3TBDMS,isomer #1 | CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C2(C)C=C(O[Si](C)(C)C(C)(C)C)CC1(C)OC2)=C\C(=O)O[Si](C)(C)C(C)(C)C | 3054.4 | Semi standard non polar | 33892256 | Phaseic acid,3TBDMS,isomer #1 | CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C2(C)C=C(O[Si](C)(C)C(C)(C)C)CC1(C)OC2)=C\C(=O)O[Si](C)(C)C(C)(C)C | 2860.3 | Standard non polar | 33892256 | Phaseic acid,3TBDMS,isomer #1 | CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C2(C)C=C(O[Si](C)(C)C(C)(C)C)CC1(C)OC2)=C\C(=O)O[Si](C)(C)C(C)(C)C | 2822.4 | Standard polar | 33892256 | Phaseic acid,3TBDMS,isomer #2 | CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C2(C)COC1(C)C=C(O[Si](C)(C)C(C)(C)C)C2)=C\C(=O)O[Si](C)(C)C(C)(C)C | 3083.5 | Semi standard non polar | 33892256 | Phaseic acid,3TBDMS,isomer #2 | CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C2(C)COC1(C)C=C(O[Si](C)(C)C(C)(C)C)C2)=C\C(=O)O[Si](C)(C)C(C)(C)C | 2851.1 | Standard non polar | 33892256 | Phaseic acid,3TBDMS,isomer #2 | CC(/C=C/C1(O[Si](C)(C)C(C)(C)C)C2(C)COC1(C)C=C(O[Si](C)(C)C(C)(C)C)C2)=C\C(=O)O[Si](C)(C)C(C)(C)C | 2821.9 | Standard polar | 33892256 |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 10V, Positive-QTOF | splash10-01q9-0090000000-6835c7113bf5ceb20a10 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 20V, Positive-QTOF | splash10-01bi-0190000000-156b07330945b2ad4b81 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 40V, Positive-QTOF | splash10-0uxr-7970000000-4f12dc78488206aae6ee | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 10V, Negative-QTOF | splash10-004r-0190000000-d21fdf7a899c368d10bf | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 20V, Negative-QTOF | splash10-00p0-1190000000-6da619f64cddd28f9026 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 40V, Negative-QTOF | splash10-053j-3790000000-c3ababeb0eb3646f396a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 10V, Positive-QTOF | splash10-029t-0090000000-01bbc923a22af0a41ef9 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 20V, Positive-QTOF | splash10-0v4j-1690000000-467f08066a949b8b4f3e | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 40V, Positive-QTOF | splash10-015i-7490000000-d79c05ce7852488a12a7 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 10V, Negative-QTOF | splash10-000i-0090000000-364143652fa826f28f8d | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 20V, Negative-QTOF | splash10-0170-0390000000-a4a8a7b72cc53fd956e3 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phaseic acid 40V, Negative-QTOF | splash10-0gdi-2590000000-102ac2d7508972472d17 | 2021-10-21 | Wishart Lab | View Spectrum |
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