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 17:32:37 UTC |
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Update Date | 2022-03-07 02:52:17 UTC |
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HMDB ID | HMDB0029783 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Mono-trans-p-coumaroylmesotartaric acid |
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Description | Mono-trans-p-coumaroylmesotartaric acid belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. Mono-trans-p-coumaroylmesotartaric acid has been detected, but not quantified in, several different foods, such as alcoholic beverages, common grapes (Vitis vinifera), fruits, and grape wine. This could make mono-trans-p-coumaroylmesotartaric acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Mono-trans-p-coumaroylmesotartaric acid. |
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Structure | OC(CC(O)=O)C(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O InChI=1S/C14H14O8/c15-9-4-1-8(2-5-9)3-6-12(19)22-13(14(20)21)10(16)7-11(17)18/h1-6,10,13,15-16H,7H2,(H,17,18)(H,20,21)/b6-3+ |
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Synonyms | Value | Source |
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mono-trans-p-Coumaroylmesotartarate | Generator | 3-Hydroxy-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}pentanedioate | Generator | trans-p-Coumaroyltartarate | Generator |
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Chemical Formula | C14H14O8 |
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Average Molecular Weight | 310.2562 |
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Monoisotopic Molecular Weight | 310.068867424 |
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IUPAC Name | 3-hydroxy-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}pentanedioic acid |
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Traditional Name | 3-hydroxy-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}pentanedioic acid |
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CAS Registry Number | 27174-06-7 |
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SMILES | OC(CC(O)=O)C(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O |
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InChI Identifier | InChI=1S/C14H14O8/c15-9-4-1-8(2-5-9)3-6-12(19)22-13(14(20)21)10(16)7-11(17)18/h1-6,10,13,15-16H,7H2,(H,17,18)(H,20,21)/b6-3+ |
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InChI Key | WZHTXSWUIFRTCQ-ZZXKWVIFSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Cinnamic acids and derivatives |
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Sub Class | Hydroxycinnamic acids and derivatives |
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Direct Parent | Coumaric acid esters |
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Alternative Parents | |
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Substituents | - Coumaric acid ester
- Cinnamic acid ester
- Coumaric acid or derivatives
- Tricarboxylic acid or derivatives
- Styrene
- 1-hydroxy-2-unsubstituted benzenoid
- Beta-hydroxy acid
- Phenol
- Fatty acid ester
- Monocyclic benzene moiety
- Fatty acyl
- Benzenoid
- Monosaccharide
- Hydroxy acid
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Carboxylic acid ester
- Secondary alcohol
- Carboxylic acid
- Carboxylic acid derivative
- Hydrocarbon derivative
- Alcohol
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Organooxygen compound
- 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 | Not Available |
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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 | 198 - 200 °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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Mono-trans-p-coumaroylmesotartaric acid,1TMS,isomer #1 | C[Si](C)(C)OC(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O | 2922.1 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,1TMS,isomer #2 | C[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O | 2931.4 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,1TMS,isomer #3 | C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(O)CC(=O)O)C=C1 | 2921.4 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,1TMS,isomer #4 | C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(O)CC(=O)O | 2938.4 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TMS,isomer #1 | C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O | 2874.1 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TMS,isomer #2 | C[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)O[Si](C)(C)C)C=C1 | 2905.9 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TMS,isomer #3 | C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(CC(=O)O)O[Si](C)(C)C | 2894.4 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TMS,isomer #4 | C[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O | 2931.4 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TMS,isomer #5 | C[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C | 2876.3 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TMS,isomer #6 | C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(O)CC(=O)O | 2924.8 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TMS,isomer #1 | C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O | 2866.9 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TMS,isomer #2 | C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C | 2812.4 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TMS,isomer #3 | C[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(CC(=O)O)O[Si](C)(C)C | 2870.8 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TMS,isomer #4 | C[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C | 2874.1 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,4TMS,isomer #1 | C[Si](C)(C)OC(=O)CC(O[Si](C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C | 2859.4 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(CC(=O)O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O | 3170.9 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O | 3191.5 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(O)CC(=O)O)C=C1 | 3214.5 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,1TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(O)CC(=O)O | 3192.0 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O | 3348.2 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)OC(C(=O)O)C(CC(=O)O)O[Si](C)(C)C(C)(C)C)C=C1 | 3428.0 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(CC(=O)O)O[Si](C)(C)C(C)(C)C | 3361.7 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O | 3467.2 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TBDMS,isomer #5 | CC(C)(C)[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C | 3365.6 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,2TBDMS,isomer #6 | CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(O)CC(=O)O | 3433.7 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O | 3627.9 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C | 3505.0 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(CC(=O)O)O[Si](C)(C)C(C)(C)C | 3618.7 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,3TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)OC(=O)CC(O)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C | 3600.1 | Semi standard non polar | 33892256 | Mono-trans-p-coumaroylmesotartaric acid,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CC(O[Si](C)(C)C(C)(C)C)C(OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C | 3769.2 | Semi 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 - Mono-trans-p-coumaroylmesotartaric acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-4910000000-40597387784f66f021c9 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid GC-MS (4 TMS) - 70eV, Positive | splash10-0159-3491160000-89562b3e70b82d87b1df | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 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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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 10V, Positive-QTOF | splash10-01r5-0973000000-3dffa3cd5384b68362b2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 20V, Positive-QTOF | splash10-0002-1930000000-c8093bbd85a8c0b9faa5 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 40V, Positive-QTOF | splash10-002k-4900000000-82cb8369be0ac91d5f1a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 10V, Negative-QTOF | splash10-0cdj-1953000000-f7c38fab93f311056d05 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 20V, Negative-QTOF | splash10-0901-3920000000-683651350f54c250ea97 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 40V, Negative-QTOF | splash10-0292-1900000000-2a4a15cd64597903a29b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 10V, Negative-QTOF | splash10-0gba-0891000000-dc3ef63dddeee22fb337 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 20V, Negative-QTOF | splash10-0gb9-3930000000-7805a6f8a4a4a51f8bc8 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 40V, Negative-QTOF | splash10-014i-2900000000-d8fc580aed0574a76988 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 10V, Positive-QTOF | splash10-0002-0590000000-0b5621008441a3169691 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 20V, Positive-QTOF | splash10-014j-1910000000-c08529ce6c63286211bf | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Mono-trans-p-coumaroylmesotartaric acid 40V, Positive-QTOF | splash10-014i-3900000000-834740bbed83032f4271 | 2021-09-24 | Wishart Lab | View Spectrum |
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