Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2012-09-11 17:54:18 UTC |
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Update Date | 2022-03-07 02:53:37 UTC |
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HMDB ID | HMDB0033193 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Avenanthramide L |
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Description | Avenanthramide L belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Avenanthramide L has been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and oats (Avena sativa). This could make avenanthramide L a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Avenanthramide L. |
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Structure | OC(=O)C1=C(NC(=O)\C=C\C=C\C2=CC=C(O)C=C2)C=CC(O)=C1 InChI=1S/C18H15NO5/c20-13-7-5-12(6-8-13)3-1-2-4-17(22)19-16-10-9-14(21)11-15(16)18(23)24/h1-11,20-21H,(H,19,22)(H,23,24)/b3-1+,4-2+ |
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Synonyms | Value | Source |
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5-Hydroxy-2-{[(2E,4E)-1-hydroxy-5-(4-hydroxyphenyl)penta-2,4-dien-1-ylidene]amino}benzoate | HMDB |
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Chemical Formula | C18H15NO5 |
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Average Molecular Weight | 325.3154 |
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Monoisotopic Molecular Weight | 325.095022595 |
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IUPAC Name | 5-hydroxy-2-[(2E,4E)-5-(4-hydroxyphenyl)penta-2,4-dienamido]benzoic acid |
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Traditional Name | 5-hydroxy-2-[(2E,4E)-5-(4-hydroxyphenyl)penta-2,4-dienamido]benzoic acid |
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CAS Registry Number | 172549-38-1 |
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SMILES | OC(=O)C1=C(NC(=O)\C=C\C=C\C2=CC=C(O)C=C2)C=CC(O)=C1 |
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InChI Identifier | InChI=1S/C18H15NO5/c20-13-7-5-12(6-8-13)3-1-2-4-17(22)19-16-10-9-14(21)11-15(16)18(23)24/h1-11,20-21H,(H,19,22)(H,23,24)/b3-1+,4-2+ |
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InChI Key | FRNDILDQFSAXAR-ZPUQHVIOSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Benzoic acids and derivatives |
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Direct Parent | Acylaminobenzoic acid and derivatives |
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Alternative Parents | |
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Substituents | - Acylaminobenzoic acid or derivatives
- Hydroxybenzoic acid
- Benzoic acid
- Anilide
- Benzoyl
- N-arylamide
- Styrene
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Vinylogous amide
- Carboxamide group
- Secondary carboxylic acid amide
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Organic oxide
- Organic nitrogen compound
- Organopnictogen compound
- Carbonyl group
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic 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 | |
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Role | |
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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 | 267 - 269 °C | 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Avenanthramide L,1TMS,isomer #1 | C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O)C=C1 | 3530.3 | Semi standard non polar | 33892256 | Avenanthramide L,1TMS,isomer #2 | C[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)NC2=CC=C(O)C=C2C(=O)O)C=C1 | 3500.4 | Semi standard non polar | 33892256 | Avenanthramide L,1TMS,isomer #3 | C[Si](C)(C)OC1=CC=C(NC(=O)/C=C/C=C/C2=CC=C(O)C=C2)C(C(=O)O)=C1 | 3522.0 | Semi standard non polar | 33892256 | Avenanthramide L,1TMS,isomer #4 | C[Si](C)(C)N(C(=O)/C=C/C=C/C1=CC=C(O)C=C1)C1=CC=C(O)C=C1C(=O)O | 3429.8 | Semi standard non polar | 33892256 | Avenanthramide L,2TMS,isomer #1 | C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O)C=C1 | 3541.2 | Semi standard non polar | 33892256 | Avenanthramide L,2TMS,isomer #2 | C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C)C=C1 | 3526.6 | Semi standard non polar | 33892256 | Avenanthramide L,2TMS,isomer #3 | C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C | 3397.2 | Semi standard non polar | 33892256 | Avenanthramide L,2TMS,isomer #4 | C[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)NC2=CC=C(O[Si](C)(C)C)C=C2C(=O)O)C=C1 | 3547.5 | Semi standard non polar | 33892256 | Avenanthramide L,2TMS,isomer #5 | C[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)N(C2=CC=C(O)C=C2C(=O)O)[Si](C)(C)C)C=C1 | 3386.0 | Semi standard non polar | 33892256 | Avenanthramide L,2TMS,isomer #6 | C[Si](C)(C)OC1=CC=C(N(C(=O)/C=C/C=C/C2=CC=C(O)C=C2)[Si](C)(C)C)C(C(=O)O)=C1 | 3400.4 | Semi standard non polar | 33892256 | Avenanthramide L,3TMS,isomer #1 | C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C)C=C1 | 3544.9 | Semi standard non polar | 33892256 | Avenanthramide L,3TMS,isomer #2 | C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C | 3367.0 | Semi standard non polar | 33892256 | Avenanthramide L,3TMS,isomer #3 | C[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C | 3368.3 | Semi standard non polar | 33892256 | Avenanthramide L,3TMS,isomer #4 | C[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)N(C2=CC=C(O[Si](C)(C)C)C=C2C(=O)O)[Si](C)(C)C)C=C1 | 3403.7 | Semi standard non polar | 33892256 | Avenanthramide L,4TMS,isomer #1 | C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C | 3406.6 | Semi standard non polar | 33892256 | Avenanthramide L,4TMS,isomer #1 | C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C | 3145.6 | Standard non polar | 33892256 | Avenanthramide L,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O)C=C1 | 3782.6 | Semi standard non polar | 33892256 | Avenanthramide L,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)NC2=CC=C(O)C=C2C(=O)O)C=C1 | 3774.3 | Semi standard non polar | 33892256 | Avenanthramide L,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1=CC=C(NC(=O)/C=C/C=C/C2=CC=C(O)C=C2)C(C(=O)O)=C1 | 3786.6 | Semi standard non polar | 33892256 | Avenanthramide L,1TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)N(C(=O)/C=C/C=C/C1=CC=C(O)C=C1)C1=CC=C(O)C=C1C(=O)O | 3726.0 | Semi standard non polar | 33892256 | Avenanthramide L,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O)C=C1 | 4021.2 | Semi standard non polar | 33892256 | Avenanthramide L,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1 | 4025.4 | Semi standard non polar | 33892256 | Avenanthramide L,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C | 3940.4 | Semi standard non polar | 33892256 | Avenanthramide L,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)NC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)O)C=C1 | 4093.0 | Semi standard non polar | 33892256 | Avenanthramide L,2TBDMS,isomer #5 | CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)N(C2=CC=C(O)C=C2C(=O)O)[Si](C)(C)C(C)(C)C)C=C1 | 3958.1 | Semi standard non polar | 33892256 | Avenanthramide L,2TBDMS,isomer #6 | CC(C)(C)[Si](C)(C)OC1=CC=C(N(C(=O)/C=C/C=C/C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)O)=C1 | 3946.5 | Semi standard non polar | 33892256 | Avenanthramide L,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1NC(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1 | 4262.9 | Semi standard non polar | 33892256 | Avenanthramide L,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C | 4086.9 | Semi standard non polar | 33892256 | Avenanthramide L,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C | 4120.4 | Semi standard non polar | 33892256 | Avenanthramide L,3TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C=C/C(=O)N(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)O)[Si](C)(C)C(C)(C)C)C=C1 | 4186.6 | Semi standard non polar | 33892256 | Avenanthramide L,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C | 4322.6 | Semi standard non polar | 33892256 | Avenanthramide L,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N(C(=O)/C=C/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C | 3817.5 | Standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Avenanthramide L GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4j-0934000000-830722a6ea0aefe9ad20 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Avenanthramide L GC-MS (3 TMS) - 70eV, Positive | splash10-004j-4070690000-7a3d1f3af6ee22be7052 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Avenanthramide L 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 - Avenanthramide L , positive-QTOF | splash10-00di-0900000000-d9917d3659004b18b5ff | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Avenanthramide L , positive-QTOF | splash10-00di-0900000000-056e5125297f2e458fb5 | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 10V, Positive-QTOF | splash10-0ufr-0926000000-b8d06090e19ab590dcca | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 20V, Positive-QTOF | splash10-0udi-0910000000-fd39e08f49f251177a10 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 40V, Positive-QTOF | splash10-0udi-2900000000-669d5744a7a66b0d91a0 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 10V, Negative-QTOF | splash10-00e9-0398000000-fa9fbb83f7fea83fbd76 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 20V, Negative-QTOF | splash10-0089-0792000000-8c3569f2231a6c350788 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 40V, Negative-QTOF | splash10-0a4i-1900000000-a58bfbf1b73c9ff63768 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 10V, Positive-QTOF | splash10-004i-0409000000-cc731c2a6e5438490623 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 20V, Positive-QTOF | splash10-05i1-0903000000-841c48b012af116eeb80 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 40V, Positive-QTOF | splash10-054k-0920000000-bb8ea586bb43dc10cdf2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 10V, Negative-QTOF | splash10-00di-0019000000-2f9e89f1b7e727f21869 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 20V, Negative-QTOF | splash10-001i-0490000000-33f126a2719b77f61fa7 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Avenanthramide L 40V, Negative-QTOF | splash10-03dl-2690000000-f639b55382b2a0b5b325 | 2021-09-23 | Wishart Lab | View Spectrum |
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