Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:30:02 UTC |
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Update Date | 2022-03-07 02:52:08 UTC |
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HMDB ID | HMDB0029374 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | (E,E)-Trichostachine |
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Description | (E,E)-Trichostachine, also known as 1-piperoylpyrrolidine, belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms (E,E)-Trichostachine has been detected, but not quantified in, herbs and spices and pepper (spice). This could make (e,e)-trichostachine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E,E)-Trichostachine. |
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Structure | O=C(\C=C\C=C\C1=CC=C2OCOC2=C1)N1CCCC1 InChI=1S/C16H17NO3/c18-16(17-9-3-4-10-17)6-2-1-5-13-7-8-14-15(11-13)20-12-19-14/h1-2,5-8,11H,3-4,9-10,12H2/b5-1+,6-2+ |
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Synonyms | Value | Source |
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Trichostachine | Kegg | (2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-(1-pyrrolidinyl)-2,4-pentadien-1-one | MeSH | 1-Piperoylpyrrolidine | MeSH | 1-Piperoyl-(e,e)-pyrrolidine | HMDB |
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Chemical Formula | C16H17NO3 |
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Average Molecular Weight | 271.3111 |
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Monoisotopic Molecular Weight | 271.120843415 |
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IUPAC Name | (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one |
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Traditional Name | trichostachine |
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CAS Registry Number | 25924-78-1 |
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SMILES | O=C(\C=C\C=C\C1=CC=C2OCOC2=C1)N1CCCC1 |
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InChI Identifier | InChI=1S/C16H17NO3/c18-16(17-9-3-4-10-17)6-2-1-5-13-7-8-14-15(11-13)20-12-19-14/h1-2,5-8,11H,3-4,9-10,12H2/b5-1+,6-2+ |
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InChI Key | GQIJYUMTOUBHSH-IJIVKGSJSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzodioxoles |
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Sub Class | Not Available |
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Direct Parent | Benzodioxoles |
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Alternative Parents | |
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Substituents | - Benzodioxole
- N-acylpyrrolidine
- Styrene
- Benzenoid
- Pyrrolidine
- Tertiary carboxylic acid amide
- Carboxamide group
- Acetal
- Carboxylic acid derivative
- Oxacycle
- Azacycle
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organic nitrogen compound
- Carbonyl group
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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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 | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 143 - 145 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 33.37 mg/L @ 25 °C (est) | The Good Scents Company Information System | 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 IndicesUnderivatized |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - (E,E)-Trichostachine EI-B (Non-derivatized) | splash10-0fk9-0290000000-e92fc9516c43a7ad9514 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - (E,E)-Trichostachine EI-B (Non-derivatized) | splash10-0fk9-0290000000-e92fc9516c43a7ad9514 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (E,E)-Trichostachine GC-MS (Non-derivatized) - 70eV, Positive | splash10-0fkc-5390000000-7bfda9369e555bb06d54 | 2017-07-27 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - (E,E)-Trichostachine 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 |
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Experimental LC-MS/MS | LC-MS/MS Spectrum - (E,E)-Trichostachine LC-ESI-qTof , Positive-QTOF | splash10-0udi-0950000000-9f2d88b978f2237a85eb | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - (E,E)-Trichostachine , positive-QTOF | splash10-0udi-0950000000-9f2d88b978f2237a85eb | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 10V, Positive-QTOF | splash10-00di-2290000000-76c18ea5a1e2c576a5c6 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 20V, Positive-QTOF | splash10-00di-7970000000-51fe56f246b2ec5bcfd4 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 40V, Positive-QTOF | splash10-00dl-9400000000-afe354c3cddf61b9ca10 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 10V, Negative-QTOF | splash10-00di-0090000000-f50f2646b634026f3fce | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 20V, Negative-QTOF | splash10-00di-7390000000-37c90a22e5a28a53acdc | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 40V, Negative-QTOF | splash10-00di-9200000000-f330d100a34c7f7d5f46 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 10V, Positive-QTOF | splash10-00di-0090000000-0ebdc69de0cc3f27706a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 20V, Positive-QTOF | splash10-00di-1490000000-41beceda8fe1f339c740 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 40V, Positive-QTOF | splash10-00dr-6920000000-1c0a5bf853f9d1356bb8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 10V, Negative-QTOF | splash10-00di-0090000000-19dbfadd3d4c17868278 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 20V, Negative-QTOF | splash10-00di-0290000000-6470a49610102798f868 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (E,E)-Trichostachine 40V, Negative-QTOF | splash10-014m-0590000000-1f0196154dc55f844b03 | 2021-09-22 | Wishart Lab | View Spectrum |
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