Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2012-04-03 14:10:30 UTC |
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Update Date | 2023-02-21 17:18:00 UTC |
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HMDB ID | HMDB0013674 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1,2,3-Trihydroxybenzene |
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Description | 1,2,3-Trihydroxybenzene, also known as pyrogallic acid or 1,2,3-benzenetriol, belongs to the class of organic compounds known as 5-unsubstituted pyrrogallols. These are pyrrogallols that are unsubstituted at th5-position of the benzene ring. 1,2,3-Trihydroxybenzene is found, on average, in the highest concentration within a few different foods, such as robusta coffees (Coffea canephora), coffees (Coffea), and arabica coffees (Coffea arabica) and in a lower concentration in cocoa powder and beer. 1,2,3-Trihydroxybenzene has also been detected, but not quantified in, eggplants (Solanum melongena). This could make 1,2,3-trihydroxybenzene a potential biomarker for the consumption of these foods. 1,2,3-Trihydroxybenzene is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 1,2,3-Trihydroxybenzene. |
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Structure | InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H |
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Synonyms | Value | Source |
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1,2,3-Benzenetriol | ChEBI | Benzene-1,2,3-triol | ChEBI | Pyrogallic acid | ChEBI | Pyrogallol | Kegg | Pyrogallate | Generator | Acid, pyrogallic | MeSH | 1,2,3-Benzenetriol (acd/name 4.0) | HMDB | 1,2,3-Trihydroxy-benzene | HMDB | 1,2,3-Trihydroxybenzen | HMDB | 2,3-Dihydroxyphenol | HMDB | C.I. oxidation base 32 | HMDB | Fouramine base ap | HMDB | Fouramine brown ap | HMDB | Fourrine 85 | HMDB | Fourrine PG | HMDB | Phenol | HMDB | Piral | HMDB | Pyro | HMDB | 1,2,3-Trihydroxybenzene | HMDB |
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Chemical Formula | C6H6O3 |
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Average Molecular Weight | 126.11 |
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Monoisotopic Molecular Weight | 126.031694058 |
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IUPAC Name | benzene-1,2,3-triol |
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Traditional Name | pyrogallol |
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CAS Registry Number | 87-66-1 |
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SMILES | OC1=CC=CC(O)=C1O |
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InChI Identifier | InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H |
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InChI Key | WQGWDDDVZFFDIG-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 5-unsubstituted pyrrogallols. These are pyrrogallols that are unsubstituted at th5-position of the benzene ring. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Phenols |
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Sub Class | Benzenetriols and derivatives |
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Direct Parent | 5-unsubstituted pyrrogallols |
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Alternative Parents | |
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Substituents | - 5-unsubstituted pyrrogallol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Monocyclic benzene moiety
- Polyol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic 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 | 133 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 507 mg/mL at 25 °C | 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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1,2,3-Trihydroxybenzene,1TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC(O)=C1O | 1516.6 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,1TMS,isomer #2 | C[Si](C)(C)OC1=C(O)C=CC=C1O | 1427.0 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,2TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC(O[Si](C)(C)C)=C1O | 1479.3 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,2TMS,isomer #2 | C[Si](C)(C)OC1=CC=CC(O)=C1O[Si](C)(C)C | 1463.2 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,3TMS,isomer #1 | C[Si](C)(C)OC1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C | 1541.9 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=CC(O)=C1O | 1743.1 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=C(O)C=CC=C1O | 1654.5 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1O | 1975.6 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC=CC(O)=C1O[Si](C)(C)C(C)(C)C | 1959.1 | Semi standard non polar | 33892256 | 1,2,3-Trihydroxybenzene,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C | 2228.9 | 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 - 1,2,3-Trihydroxybenzene GC-MS (3 TMS) | splash10-000l-3792000000-204d58c54b6096995794 | 2014-06-16 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 1,2,3-Trihydroxybenzene EI-B (Non-derivatized) | splash10-000l-0293000000-317381c3955975af27a6 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 1,2,3-Trihydroxybenzene GC-EI-TOF (Non-derivatized) | splash10-000l-1792000000-9b688a43f00234e626d1 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 1,2,3-Trihydroxybenzene GC-MS (Non-derivatized) | splash10-000l-3792000000-204d58c54b6096995794 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 1,2,3-Trihydroxybenzene GC-EI-TOF (Non-derivatized) | splash10-000l-2792000000-8c51cf40229b594f969b | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,2,3-Trihydroxybenzene GC-MS (Non-derivatized) - 70eV, Positive | splash10-004i-8900000000-86a07f617d9e8a040199 | 2017-07-27 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,2,3-Trihydroxybenzene GC-MS (3 TMS) - 70eV, Positive | splash10-00fu-7394000000-523c320e6717d1157dae | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,2,3-Trihydroxybenzene 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 - 1,2,3-Trihydroxybenzene 35V, Negative-QTOF | splash10-004i-3900000000-aeb92cf5a0c6ea14fff2 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 40V, Positive-QTOF | splash10-0ue9-9000000000-7699321c8f67f0410223 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 20V, Positive-QTOF | splash10-001i-9100000000-ea01e7e29e972e1d7246 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 10V, Positive-QTOF | splash10-0a4i-2900000000-e697ce0798ac1b834e4c | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 20V, Negative-QTOF | splash10-004i-9400000000-44dd7b530071c9df93f6 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 10V, Negative-QTOF | splash10-004i-2900000000-bb91257afdfff20901ae | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 40V, Negative-QTOF | splash10-102c-9100000000-c0e14c51a15ee2e09b24 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 10V, Positive-QTOF | splash10-004i-0900000000-912d8a287d687cb0d66c | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 20V, Positive-QTOF | splash10-004i-2900000000-e3d143390169f9266a86 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 40V, Positive-QTOF | splash10-014i-9100000000-8d1d0e03dd45599fc9c0 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 10V, Negative-QTOF | splash10-004i-0900000000-ea97e3db0a8790646d2e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 20V, Negative-QTOF | splash10-004i-1900000000-b3160bcc0b389cf211d9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 40V, Negative-QTOF | splash10-016v-9300000000-bc0f8f26aacd70e402fe | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 10V, Positive-QTOF | splash10-0a6r-2900000000-4e851cb501d3e45affc9 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 20V, Positive-QTOF | splash10-001i-9100000000-3358a867a0e9fb9492b9 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 40V, Positive-QTOF | splash10-0udr-9000000000-b92ddc7dd0d4d7cf8081 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 10V, Negative-QTOF | splash10-004i-0900000000-5fac22aad109814b92dd | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 20V, Negative-QTOF | splash10-016r-9200000000-8a4799a05e6d74dbb2cd | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,2,3-Trihydroxybenzene 40V, Negative-QTOF | splash10-014l-9000000000-1afa6f5c853d02418a3a | 2021-09-25 | 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) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | 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]-) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-03 | FELIX lab | View Spectrum |
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