Record Information |
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Version | 2.0 |
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Created at | 2012-09-11 18:57:50 UTC |
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Updated at | 2024-09-17 15:44:36 UTC |
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NP-MRD ID | NP0001232 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 2-Hydroxybenzaldehyde |
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Description | 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. 2-Hydroxybenzaldehyde is a cinnamon, cooling, and medical tasting compound. 2-Hydroxybenzaldehyde is found, on average, in the highest concentration within peppermints. 2-Hydroxybenzaldehyde has also been detected, but not quantified, in several different foods, such as common buckwheats, garden tomato (var.), Herbs and spices, and tea. This could make 2-hydroxybenzaldehyde a potential biomarker for the consumption of these foods. 2-Hydroxybenzaldehyde is a potentially toxic compound. |
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Structure | InChI=1S/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H |
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Synonyms | Value | 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 | Salicylaldehyde ester | HMDB | 2-Hydroxy-1-benzaldehyde | HMDB | Salicylaldehyde | HMDB | 2-Hydroxybenzaldehyde | ChEBI |
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Chemical Formula | C7H6O2 |
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Average Mass | 122.1213 Da |
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Monoisotopic Mass | 122.03678 Da |
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IUPAC Name | 2-hydroxybenzaldehyde |
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Traditional Name | salicylaldehyde |
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CAS Registry Number | 90-02-8 |
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SMILES | OC1=CC=CC=C1C=O |
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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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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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| Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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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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Physical Properties |
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State | Liquid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 0.7 °C | Not Available | Boiling Point | 196.00 to 197.00 °C. @ 760.00 mm Hg | The Good Scents Company Information System | Water Solubility | 17 mg/mL at 86 °C | Not Available | LogP | 1.81 | Not Available |
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Predicted Properties | |
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General References | - Kim HK, Yun YK, Ahn YJ: Fumigant toxicity of cassia bark and cassia and cinnamon oil compounds to Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae). Exp Appl Acarol. 2008 Jan;44(1):1-9. doi: 10.1007/s10493-008-9129-y. Epub 2008 Feb 5. [PubMed:18247142 ]
- Caboni P, Aissani N, Cabras T, Falqui A, Marotta R, Liori B, Ntalli N, Sarais G, Sasanelli N, Tocco G: Potent nematicidal activity of phthalaldehyde, salicylaldehyde, and cinnamic aldehyde against Meloidogyne incognita. J Agric Food Chem. 2013 Feb 27;61(8):1794-803. doi: 10.1021/jf305164m. Epub 2013 Feb 15. [PubMed:23379671 ]
- Montalbano F, Cal PM, Carvalho MA, Goncalves LM, Lucas SD, Guedes RC, Veiros LF, Moreira R, Gois PM: Discovery of new heterocycles with activity against human neutrophile elastase based on a boron promoted one-pot assembly reaction. Org Biomol Chem. 2013 Jul 21;11(27):4465-72. doi: 10.1039/c3ob40614h. [PubMed:23715243 ]
- May NV, Jancso A, Enyedy EA: Binding Models of Copper(II) Thiosemicarbazone Complexes with Human Serum Albumin: A Speciation Study. Molecules. 2021 May 5;26(9). pii: molecules26092711. doi: 10.3390/molecules26092711. [PubMed:34063080 ]
- Yu M, Liu Y, Feng J, Chen D, Yang Y, Liu P, Yu Z, Wei J: Remarkable Phytochemical Characteristics of Chi-Nan Agarwood Induced from New-Found Chi-Nan Germplasm of Aquilaria sinensis Compared with Ordinary Agarwood. Int J Anal Chem. 2021 Apr 10;2021:5593730. doi: 10.1155/2021/5593730. eCollection 2021. [PubMed:33927765 ]
- Nagatomo M, Zhang K, Fujino H, Inoue M: Et3 B/Et2 AlCl/O2 -Mediated Radical Coupling Reaction between alpha-Alkoxyacyl Tellurides and 2-Hydroxybenzaldehyde Derivatives. Chem Asian J. 2020 Nov 16;15(22):3820-3824. doi: 10.1002/asia.202001090. Epub 2020 Oct 16. [PubMed:33006274 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
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