Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:04:46 UTC |
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Update date | 2020-09-17 15:39:56 UTC |
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Primary ID | FDB000934 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 1H-Indole-3-carboxaldehyde |
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Description | 1H-Indole-3-carboxaldehyde, also known as 3-formylindole or 3-indolealdehyde, belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. 1H-Indole-3-carboxaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 1H-Indole-3-carboxaldehyde has been detected, but not quantified in, several different foods, such as gram beans, brussel sprouts, cucumbers, cereals and cereal products, and white cabbages. This could make 1H-indole-3-carboxaldehyde a potential biomarker for the consumption of these foods. A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. |
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CAS Number | 487-89-8 |
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Structure | |
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Synonyms | Synonym | Source |
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1H-Indole-3-carboxaldehyde | ChEBI | 3-Formylindole | ChEBI | 3-Indolealdehyde | ChEBI | 3-Indolecarbaldehyde | ChEBI | 3-Indolecarboxaldehyde | ChEBI | beta-Indolylaldehyde | ChEBI | I3cho | ChEBI | Indole-3-aldehyde | ChEBI | Indole-3-carbaldehyde | Kegg | b-Indolylaldehyde | Generator | Β-indolylaldehyde | Generator | 3-Indolemethanal | MeSH | 1H-Indole-3-carbaldehyde | HMDB | 1H-Indole-3-carboxaldehde | HMDB | indol-3-Carbaldehyd | HMDB | indol-3-Carbaldehyde | HMDB | indol-3-Carboxaldehyde | HMDB | INDOLE-3-carboxyaldehyde | HMDB | Indole-3-carboxaldehyde | ChEBI | 1H-Indol-3-yl carboxaldehyde | HMDB | 1H-Indole-3-aldehyde | HMDB | 1H-Indole-3-methanal | HMDB | 3-Formyl-1H-indole | HMDB | 3-Indolylformaldehyde | HMDB | I3A | HMDB | Indole-3-carboxylaldehyde | HMDB | Indole-3-formaldehyde | HMDB | β-indolylaldehyde | biospider | 3-indolemethanal | biospider | B-indolylaldehyde | biospider | Beta-indolylaldehyde | biospider | Indol-3-carbaldehyd | biospider | Indol-3-carbaldehyde | biospider | Indol-3-carboxaldehyde | biospider | INDOLE-3-CARBOXYALDEHYDE | biospider |
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Predicted Properties | |
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Chemical Formula | C9H7NO |
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IUPAC name | 1H-indole-3-carbaldehyde |
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InChI Identifier | InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H |
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InChI Key | OLNJUISKUQQNIM-UHFFFAOYSA-N |
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Isomeric SMILES | O=CC1=CNC2=C1C=CC=C2 |
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Average Molecular Weight | 145.158 |
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Monoisotopic Molecular Weight | 145.052763851 |
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Classification |
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Description | Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Indoles and derivatives |
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Sub Class | Indoles |
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Direct Parent | Indoles |
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Alternative Parents | |
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Substituents | - Indole
- Aryl-aldehyde
- Substituted pyrrole
- Benzenoid
- Pyrrole
- Heteroaromatic compound
- Vinylogous amide
- Azacycle
- Aldehyde
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 74.47%; H 4.86%; N 9.65%; O 11.02% | DFC |
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Melting Point | Mp 197-199° | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | 1.68 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa2 12.36 (25°,NH) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-0007-2900000000-fcb37c6394c016a4e2d0 | 2015-03-01 | View Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kp-7900000000-cfb69fae32949705791f | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-0007-2900000000-90cfb2317bcbb908e2e8 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-0007-2900000000-90cfb2317bcbb908e2e8 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-0007-2900000000-c43b940db5ef735c79d6 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kk-2950000000-8901bc9a710fac996fbc | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kb-2960000000-0b154d6ce8924292e9ed | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-9430000000-252f37d7921252e01ac0 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-9430000000-868873ec5dc494bef752 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kp-7900000000-cfb69fae32949705791f | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-0007-2900000000-90cfb2317bcbb908e2e8 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-0007-2900000000-90cfb2317bcbb908e2e8 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-0007-2900000000-c43b940db5ef735c79d6 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kk-2950000000-8901bc9a710fac996fbc | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kb-2960000000-0b154d6ce8924292e9ed | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-9430000000-252f37d7921252e01ac0 | Spectrum | GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-9430000000-868873ec5dc494bef752 | Spectrum | Predicted GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-014j-0900000000-2f4c23a8137235ce4e95 | Spectrum | Predicted GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 1H-Indole-3-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0006-0900000000-39d11dbd7bebe565fa94 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-014l-0900000000-c9a64e9031a8d467a02b | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0006-0900000000-b7ccb1c640ee7aaf06b4 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-014l-0900000000-d434c2e937c83d1ffd7c | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-00kb-0900000000-597c804d77e9a7930c9e | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-014i-2900000000-878ab4a0cfc6d8f0e9d0 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-00kf-9400000000-74dbc81ab5e686655977 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-00kf-9100000000-22b52274e9bec85c9488 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-014i-3900000000-b8cbcf3139ea5a313666 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-014i-2900000000-94ec8ba0db56440ffc3f | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-00kf-9400000000-baa602f27188a3041af4 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 45V, Positive | splash10-00kf-9100000000-345cf6df9ff740e5d926 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 25V, Positive | splash10-014i-2900000000-878ab4a0cfc6d8f0e9d0 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 15V, Positive | splash10-00kb-0900000000-597c804d77e9a7930c9e | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-0002-0900000000-3d2deb9c036b136fd16a | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 50V, Positive | splash10-014i-1900000000-16d2415d939c5aaff449 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Negative | splash10-014l-0900000000-d434c2e937c83d1ffd7c | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Negative | splash10-014l-0900000000-c9a64e9031a8d467a02b | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-00kf-0900000000-ba3a2cf1a036ce47cf69 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0900000000-68769392454e8a8bc1da | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-0900000000-0be256e552c87fb9650a | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-014i-2900000000-ae05266446e712d329cb | 2015-04-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0900000000-89f321c95d799e3073a8 | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-0900000000-f63834b99989e7eab9cf | 2015-04-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00kf-2900000000-7f76bc218a02b8adc1d0 | 2015-04-25 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 22.53 MHz, DMSO-d6, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 9838 |
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ChEMBL ID | CHEMBL147741 |
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KEGG Compound ID | C08493 |
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Pubchem Compound ID | 10256 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB29737 |
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CRC / DFC (Dictionary of Food Compounds) ID | BNC50-U:BNC50-U |
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EAFUS ID | Not Available |
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Dr. Duke ID | INDOLE-3-CARBOXYALDEHYDE|INDOLE-3-CARBOXALDEHYDE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00000112 |
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HET ID | I3A |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181. — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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