Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:11 UTC |
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Update date | 2020-09-17 15:35:45 UTC |
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Primary ID | FDB012456 |
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Secondary Accession Numbers | |
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Chemical Information |
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FooDB Name | 2-Hydroxybenzaldehyde |
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Description | Salicyladehyde or 2-Hydroxybenzaldehyde, also known as salicylal or o-formylphenol, belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Salicylaldehyde is a colorless oily liquid. At high concentrations it has a bitter almond odor. In nature, salicylaldehyde has been identified as the metabolite responsible for the characteristic aroma of buckwheat (PMID: 26003350). It is also a component of castoreum, used in perfumery (PMID: 24249178). The defensive secretions of some leaf beatle species, such as the red poplar leaf beetle, also contain salicylaldehyde (PMID: 27033853). |
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CAS Number | 90-02-8 |
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Structure | |
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Synonyms | Synonym | Source |
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O-Formylphenol | ChEBI | O-Hydroxybenzaldehyde | ChEBI | Salicylal | ChEBI | Salicylaldehyd | ChEBI | Salizylaldehyd | ChEBI | 2-Formylphenol | HMDB | FEMA 3004 | HMDB | Salicylaldehyde, 8ci | HMDB | Salicylic aldehyde | HMDB | 2-Hydroxybenzaldehyde | ChEBI | Salicylaldehyde ester | MeSH | 2-Hydroxy-1-benzaldehyde | HMDB | Salicylaldehyde | HMDB | O-formylphenol | biospider | O-hydroxybenzaldehyde | biospider | Salicylaldehyde, 8CI | db_source |
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Predicted Properties | |
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Chemical Formula | C7H6O2 |
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IUPAC name | 2-hydroxybenzaldehyde |
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InChI Identifier | InChI=1S/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H |
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InChI Key | SMQUZDBALVYZAC-UHFFFAOYSA-N |
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Isomeric SMILES | OC1=CC=CC=C1C=O |
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Average Molecular Weight | 122.1213 |
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Monoisotopic Molecular Weight | 122.036779436 |
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Classification |
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Description | Belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbonyl compounds |
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Direct Parent | Hydroxybenzaldehydes |
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Alternative Parents | |
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Substituents | - Hydroxybenzaldehyde
- Benzoyl
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous acid
- Organic oxide
- Hydrocarbon derivative
- 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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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | C 68.85%; H 4.95%; O 26.20% | DFC |
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Melting Point | Fp 0.7° | DFC |
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Boiling Point | Bp18 86° | DFC |
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Experimental Water Solubility | 17 mg/mL at 86 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | 1.81 | HANSCH,C ET AL. (1995) |
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Experimental pKa | pKa1 8.37 (25°) | 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 | d204 1.17 | DFC |
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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) | splash10-00di-9600000000-af7c15a0b15606c87955 | 2014-09-20 | View Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-8900000000-583bbd8c5848ff6c26b1 | Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-9800000000-e0a9ad2626c3dba695db | Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00dr-9500000000-e18d8d6fc6476767e239 | Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kf-3900000000-632e662634ab33df04b6 | Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-8900000000-583bbd8c5848ff6c26b1 | Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00di-9800000000-e0a9ad2626c3dba695db | Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00dr-9500000000-e18d8d6fc6476767e239 | Spectrum | GC-MS | Salicaldehyde, non-derivatized, GC-MS Spectrum | splash10-00kf-3900000000-632e662634ab33df04b6 | Spectrum | Predicted GC-MS | Salicaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-6900000000-f3f3aaf417e6320169c2 | Spectrum | Predicted GC-MS | Salicaldehyde, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-9700000000-ad6e9da1650fde48af74 | Spectrum | Predicted GC-MS | Salicaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Salicaldehyde, 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-QFT , negative | splash10-00di-0900000000-be0f193ffc0b577e05b8 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF 35V, negative | splash10-00di-0900000000-f6bbf793b513247a43f9 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-00di-0900000000-1fd6de1de02ee87b504b | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-00di-0900000000-ee44a10727fab869a4d2 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-00di-0900000000-690d3ae60cf893b9ff06 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-00di-0900000000-d8a2c0fadb6a182d8f0a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-00di-2900000000-97030dc87c10651e96a2 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-00dj-5900000000-8d437ad0fdcd47cd7bcb | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-006t-9600000000-f45ab5984169c5818bcb | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-00di-0900000000-71123584d3741c4699ab | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0900000000-1255ecd1c31ba1344679 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-2900000000-a6ed64aa8049a5f6c188 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-9000000000-a9b45cf42b4fda665c1d | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-0900000000-028de9906ead3d0f2c4f | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-0900000000-de8eee3eed47a07dd7d8 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0fxx-9100000000-8365be7aef3c22b70d98 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-05fs-3900000000-5b3e0b81e8c054ff2cf6 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0cdj-9400000000-9a54f9d98b585a8691d9 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-9000000000-23bd778d9581ae5a1f0d | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-4900000000-f0356154a12f6010da9e | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-9000000000-d0111d930d0fb38e1292 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00kf-9000000000-f94ec230876fa6f26623 | 2021-09-22 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, benzene, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, benzene, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 13863618 |
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ChEMBL ID | CHEMBL108925 |
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KEGG Compound ID | C06202 |
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Pubchem Compound ID | 6998 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 16008 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB34170 |
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CRC / DFC (Dictionary of Food Compounds) ID | HHB01-Z:HHB01-Z |
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EAFUS ID | 3360 |
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Dr. Duke ID | 2-HYDROXY-BENZALDEHYDE|SALICYLALDEHYDE |
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BIGG ID | Not Available |
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KNApSAcK ID | C00031273 |
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HET ID | NK |
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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 | rw1028641 |
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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 | Descriptor | ID | Definition | Reference |
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Allelochemic | | A chemical released by plants that interacts with other organisms, influencing their behavior or growth. Its biological role involves plant defense and communication. Therapeutically, allelochemics have anti-inflammatory, antimicrobial, and antioxidant properties, with applications in managing anxiety, pain, and infections, as well as potential anticancer uses. | DUKE | Name | 48318 | flavor | DUKE | Perfumery | 48318 | The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties. | DUKE | Pesticide | 25944 | An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections. | DUKE | Sprout inhibitor | 35222 | A plant growth regulator that suppresses seed germination and sprouting, used to extend shelf life of stored potatoes and other tubers. Therapeutically, it has applications in cancer treatment, inhibiting angiogenesis and tumor growth. Key medical uses include anti-cancer and anti-angiogenic therapies. | DUKE |
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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 | Flavor | Citations |
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medical |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| spicy |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| cinnamon |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| wintergreen |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| cooling |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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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 | — 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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