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 18:51:13 UTC |
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Update Date | 2022-03-07 02:53:58 UTC |
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HMDB ID | HMDB0034069 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | cis-Sinapic acid |
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Description | cis-Sinapic acid, also known as cis-sinapate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. cis-Sinapic acid has been detected, but not quantified in, common peas (Pisum sativum) and pulses. This could make cis-sinapic acid a potential biomarker for the consumption of these foods. cis-Sinapic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on cis-Sinapic acid. |
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Structure | COC1=CC(\C=C/C(O)=O)=CC(OC)=C1O InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3- |
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Synonyms | Value | Source |
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(Z)-4-Hydroxy-3,5-dimethoxycinnamic acid | ChEBI | cis-4-Hydroxy-3,5-dimethoxycinnamic acid | ChEBI | (Z)-4-Hydroxy-3,5-dimethoxycinnamate | Generator | cis-4-Hydroxy-3,5-dimethoxycinnamate | Generator | cis-Sinapate | Generator | trans-Sinapinic acid | MeSH, HMDB | 3,5-Dimethoxy-4-hydroxycinnamic acid | MeSH, HMDB | (e)-Sinapic acid | MeSH, HMDB | Sinapic acid | MeSH, HMDB | Sinapinic acid | MeSH, HMDB | Synapitic acid | MeSH, HMDB | 4-Hydroxy-3,5-dimethoxycinnamic acid | MeSH, HMDB | trans-Sinapic acid | MeSH, HMDB | (2Z)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid | HMDB | (Z)-3,5-Dimethoxy-4-hydroxycinnamic acid | HMDB | (Z)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid | HMDB | (Z)-Sinapic acid | HMDB | 3,5-Dimethoxy-4-hydroxy-cis-cinnamic acid | HMDB | 3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid | HMDB | Z-Sinapinic acid | HMDB | cis-Sinapic acid | HMDB | cis-Sinapinic acid | HMDB |
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Chemical Formula | C11H12O5 |
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Average Molecular Weight | 224.21 |
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Monoisotopic Molecular Weight | 224.068473494 |
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IUPAC Name | (2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid |
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Traditional Name | (2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid |
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CAS Registry Number | 7361-90-2 |
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SMILES | COC1=CC(\C=C/C(O)=O)=CC(OC)=C1O |
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InChI Identifier | InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3- |
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InChI Key | PCMORTLOPMLEFB-ARJAWSKDSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. |
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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 | Hydroxycinnamic acids |
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Alternative Parents | |
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Substituents | - Cinnamic acid
- Coumaric acid or derivatives
- Hydroxycinnamic acid
- M-dimethoxybenzene
- Dimethoxybenzene
- Methoxyphenol
- Phenoxy compound
- Anisole
- Methoxybenzene
- Styrene
- Phenol ether
- Alkyl aryl ether
- Phenol
- Monocyclic benzene moiety
- Benzenoid
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Ether
- Organic oxygen compound
- Carbonyl group
- Organic oxide
- Organooxygen compound
- Hydrocarbon derivative
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | - 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid (CHEBI:76350 )
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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 | 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 | 7082 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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cis-Sinapic acid,1TMS,isomer #1 | COC1=CC(/C=C\C(=O)O[Si](C)(C)C)=CC(OC)=C1O | 2214.3 | Semi standard non polar | 33892256 | cis-Sinapic acid,1TMS,isomer #2 | COC1=CC(/C=C\C(=O)O)=CC(OC)=C1O[Si](C)(C)C | 2169.8 | Semi standard non polar | 33892256 | cis-Sinapic acid,2TMS,isomer #1 | COC1=CC(/C=C\C(=O)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C | 2201.5 | Semi standard non polar | 33892256 | cis-Sinapic acid,1TBDMS,isomer #1 | COC1=CC(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O | 2477.7 | Semi standard non polar | 33892256 | cis-Sinapic acid,1TBDMS,isomer #2 | COC1=CC(/C=C\C(=O)O)=CC(OC)=C1O[Si](C)(C)C(C)(C)C | 2451.1 | Semi standard non polar | 33892256 | cis-Sinapic acid,2TBDMS,isomer #1 | COC1=CC(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C | 2735.3 | Semi standard non polar | 33892256 |
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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 - cis-Sinapic acid GC-MS (2 TMS) | splash10-00kr-3659000000-141953a5d5d848f1aa51 | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - cis-Sinapic acid GC-MS (Non-derivatized) | splash10-00kr-3659000000-141953a5d5d848f1aa51 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - cis-Sinapic acid GC-EI-TOF (Non-derivatized) | splash10-000i-2958000000-16d208a44d4442af41c5 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - cis-Sinapic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-05di-1960000000-e20c10aa0bcc765f8c28 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - cis-Sinapic acid GC-MS (2 TMS) - 70eV, Positive | splash10-0umi-8196000000-afceb35e7a5f28ec225c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - cis-Sinapic 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 - cis-Sinapic acid 10V, Positive-QTOF | splash10-056r-0190000000-6e81a94093485194a43f | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 20V, Positive-QTOF | splash10-004i-1960000000-18717b9e874f0901ea68 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 40V, Positive-QTOF | splash10-06vj-2900000000-254ee08e710708eb6545 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 10V, Negative-QTOF | splash10-00di-0190000000-89ae701e731ef1f24fd7 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 20V, Negative-QTOF | splash10-00di-0890000000-74c0bdbe7769b328017a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 40V, Negative-QTOF | splash10-0a4i-1910000000-69bbc48ce24397a342a2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 10V, Positive-QTOF | splash10-0a6r-0290000000-9de305bfb1242c5c3e10 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 20V, Positive-QTOF | splash10-056r-0980000000-368fb5936979c9a6e99d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 40V, Positive-QTOF | splash10-0aor-3900000000-395e080ff0323f7c60bc | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 10V, Negative-QTOF | splash10-00di-0090000000-cfca81bd3cf2894d0d6b | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 20V, Negative-QTOF | splash10-03di-0900000000-e363c6280db16d0c6ea7 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - cis-Sinapic acid 40V, Negative-QTOF | splash10-00dl-8930000000-4fe3d11040b797e9d211 | 2021-09-22 | Wishart Lab | View Spectrum |
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