Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2017-09-13 02:14:49 UTC |
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Update Date | 2023-02-21 17:31:31 UTC |
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HMDB ID | HMDB0125533 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | 3,5-Dihydroxyphenylpropionic acid |
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Description | 3,5-Dihydroxyphenylpropionic acid (3,5-DHPPA) is an alkylresorcinol metabolite. It is a potential urinary biomarker of whole grain intake (PMID: 15282102 ). BioTransformer predicts that 3,5-DHPPA is a product of 3,5-dihydroxycinnamic acid metabolism via a reduction-of-alpha-beta-unsaturated-compounds-pattern1 reaction occurring in human gut microbiota and catalyzed by the abkar1 enzyme (PMID: 30612223 ). |
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Structure | OC(=O)CCC1=CC(O)=CC(O)=C1 InChI=1S/C9H10O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h3-5,10-11H,1-2H2,(H,12,13) |
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Synonyms | Value | Source |
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3,5-Dihydroxyphenylpropionate | Generator | 3-(3,5-Dihydroxyphenyl)propanoate | Generator | 3,5-DHPPA | HMDB | 3,5-Dihydroxybenzenepropionic acid | HMDB | 3,5-Dihydroxyphenylpropanoic acid | HMDB | 3,5-Dihydroxyphenylpropionic acid | HMDB | 3-(3,5-Dihydroxyphenyl)-1-propanoic acid | HMDB | 3-(3,5-Dihydroxyphenyl)-1-propionic acid | HMDB | 3-(3',5'-Dihydroxyphenyl)propanoic acid | HMDB | 3-(3,5-Dihydroxyphenyl)propanoic acid | HMDB | 3-(3,5-Dihydroxyphenyl)propanoic acid; | HMDB |
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Chemical Formula | C9H10O4 |
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Average Molecular Weight | 182.175 |
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Monoisotopic Molecular Weight | 182.057908802 |
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IUPAC Name | 3-(3,5-dihydroxyphenyl)propanoic acid |
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Traditional Name | 3-(3,5-dihydroxyphenyl)propanoic acid |
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CAS Registry Number | 26539-01-5 |
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SMILES | OC(=O)CCC1=CC(O)=CC(O)=C1 |
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InChI Identifier | InChI=1S/C9H10O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h3-5,10-11H,1-2H2,(H,12,13) |
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InChI Key | ITPFIKQWNDGDLG-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Phenylpropanoic acids |
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Sub Class | Not Available |
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Direct Parent | Phenylpropanoic acids |
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Alternative Parents | |
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Substituents | - 3-phenylpropanoic-acid
- Resorcinol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Monocyclic benzene moiety
- Benzenoid
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Carbonyl group
- Organic oxygen compound
- Organooxygen compound
- Organic oxide
- 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 | 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 IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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3,5-Dihydroxyphenylpropionic acid,1TMS,isomer #1 | C[Si](C)(C)OC(=O)CCC1=CC(O)=CC(O)=C1 | 2026.9 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,1TMS,isomer #2 | C[Si](C)(C)OC1=CC(O)=CC(CCC(=O)O)=C1 | 1979.5 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,2TMS,isomer #1 | C[Si](C)(C)OC(=O)CCC1=CC(O)=CC(O[Si](C)(C)C)=C1 | 2003.0 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,2TMS,isomer #2 | C[Si](C)(C)OC1=CC(CCC(=O)O)=CC(O[Si](C)(C)C)=C1 | 1984.4 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,3TMS,isomer #1 | C[Si](C)(C)OC(=O)CCC1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1 | 1978.1 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC(O)=CC(O)=C1 | 2268.8 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(CCC(=O)O)=C1 | 2218.6 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1 | 2453.3 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC(CCC(=O)O)=CC(O[Si](C)(C)C(C)(C)C)=C1 | 2457.3 | Semi standard non polar | 33892256 | 3,5-Dihydroxyphenylpropionic acid,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1 | 2663.5 | 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 - 3,5-Dihydroxyphenylpropionic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0080-1900000000-a7da1bd2dfb09541aa86 | 2017-07-27 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3,5-Dihydroxyphenylpropionic acid GC-MS (3 TMS) - 70eV, Positive | splash10-010r-9055000000-e5c05de39f53cb40bc53 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 3,5-Dihydroxyphenylpropionic 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 - 3,5-Dihydroxyphenylpropionic acid 10V, Positive-QTOF | splash10-00lr-0900000000-4b763ab5e9795472fe39 | 2017-06-28 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 20V, Positive-QTOF | splash10-00li-1900000000-377ffebc50146a6e89e8 | 2017-06-28 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 40V, Positive-QTOF | splash10-0fri-9800000000-2e82de879aeb36a7a367 | 2017-06-28 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 10V, Negative-QTOF | splash10-001i-0900000000-3c6dfe18bf51db167b53 | 2017-06-28 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 20V, Negative-QTOF | splash10-001i-0900000000-a81d1dc98f5be380aef5 | 2017-06-28 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 40V, Negative-QTOF | splash10-01pc-4900000000-247ffd87c4a9f77fc195 | 2017-06-28 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 10V, Positive-QTOF | splash10-00y0-0900000000-c28e45417cd4f7cf76ac | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 20V, Positive-QTOF | splash10-0080-2900000000-3e4e0453b895a825828c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 40V, Positive-QTOF | splash10-0kas-9200000000-101d0967b2925794e2ba | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 10V, Negative-QTOF | splash10-001i-0900000000-342e0859267fcbe95f96 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 20V, Negative-QTOF | splash10-000i-0900000000-f3d5a71bfcb2af4a9f6d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 3,5-Dihydroxyphenylpropionic acid 40V, Negative-QTOF | splash10-052u-4900000000-73b016b632e4bbefc9be | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-04 | FELIX lab | View Spectrum |
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