Record Information |
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Version | 1.0 |
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Created at | 2021-01-06 01:06:47 UTC |
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Updated at | 2021-08-19 23:59:54 UTC |
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NP-MRD ID | NP0016018 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 2-Hydroxybenzamide |
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Provided By | NPAtlas |
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Description | Salicylamide, also known as 2-carbamoylphenol or OHB, belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. 2-Hydroxybenzamide is found in Streptomyces cinnamonensis, Streptomyces sp. RM-14-6 and Streptomyces spectabilis. It was first documented in 1991 (PMID: 1650428). Based on a literature review a small amount of articles have been published on Salicylamide (PMID: 28029795) (PMID: 14729655) (PMID: 22530891) (PMID: 34371374) (PMID: 34066719) (PMID: 33895704). |
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Structure | [H]OC1=C([H])C([H])=C([H])C([H])=C1C(=O)N([H])[H] InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) |
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Synonyms | Value | Source |
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2-Carbamoylphenol | ChEBI | 2-Carboxamidophenol | ChEBI | 2-Hydroxybenzamide | ChEBI | O-Hydroxybenzamide | ChEBI | OHB | ChEBI | Salicilamida | ChEBI | Salicylamidum | ChEBI | Salicylic acid amide | ChEBI | Salicylate amide | Generator | Salicylamide sulfate | HMDB | Salicylamide, 3H-labeled | HMDB | Salicylamide, monosodium salt | HMDB | Salicylamide, calcium (2:1) salt | HMDB | Salicylamide sodium | HMDB |
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Chemical Formula | C7H7NO2 |
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Average Mass | 137.1360 Da |
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Monoisotopic Mass | 137.04768 Da |
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IUPAC Name | 2-hydroxybenzamide |
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Traditional Name | salicylamide |
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CAS Registry Number | Not Available |
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SMILES | NC(=O)C1=CC=CC=C1O |
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InChI Identifier | InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) |
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InChI Key | SKZKKFZAGNVIMN-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available | 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 | 1H NMR Spectrum (1D, 100 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 | 1H NMR Spectrum (1D, 1000 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 | 1H NMR Spectrum (1D, 200 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 | 1H NMR Spectrum (1D, 300 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 | 1H NMR Spectrum (1D, 400 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 | 1H NMR Spectrum (1D, 500 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 | 1H NMR Spectrum (1D, 600 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 | 1H NMR Spectrum (1D, 700 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 | 1H NMR Spectrum (1D, 800 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 | 1D NMR | 1H NMR Spectrum (1D, 900 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 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. |
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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 | 1-hydroxy-4-unsubstituted benzenoids |
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Direct Parent | 1-hydroxy-4-unsubstituted benzenoids |
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Alternative Parents | Not Available |
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Substituents | Not Available |
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Properties | |
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Predicted Properties | |
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General References | - Shaaban KA, Saunders MA, Zhang Y, Tran T, Elshahawi SI, Ponomareva LV, Wang X, Zhang J, Copley GC, Sunkara M, Kharel MK, Morris AJ, Hower JC, Tremblay MS, Prendergast MA, Thorson JS: Spoxazomicin D and Oxachelin C, Potent Neuroprotective Carboxamides from the Appalachian Coal Fire-Associated Isolate Streptomyces sp. RM-14-6. J Nat Prod. 2017 Jan 27;80(1):2-11. doi: 10.1021/acs.jnatprod.6b00948. Epub 2016 Dec 28. [PubMed:28029795 ]
- Varga JM, Kalchschmid G, Klein GF, Fritsch P: Mechanism of allergic cross-reactions--I. Multispecific binding of ligands to a mouse monoclonal anti-DNP IgE antibody. Mol Immunol. 1991 Jun;28(6):641-54. doi: 10.1016/0161-5890(91)90133-5. [PubMed:1650428 ]
- MacDonald CJ, Ciolino HP, Yeh GC: The drug salicylamide is an antagonist of the aryl hydrocarbon receptor that inhibits signal transduction induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin. Cancer Res. 2004 Jan 1;64(1):429-34. doi: 10.1158/0008-5472.can-03-0974. [PubMed:14729655 ]
- Dundar Y, Ozatik Y, Ozatik O, Ergin V, Onkol T, Menevse A, Erol K, Sahin MF: Synthesis and biological evaluation of the salicylamide and salicylic acid derivatives as anti-estrogen agents. Med Chem. 2012 May;8(3):481-90. doi: 10.2174/1573406411208030481. [PubMed:22530891 ]
- Jorda R, Molitorova V, Pilarova E, Vojackova V, Reznickova E, Svobodova K, Pauk K, Imramovsky A, Krystof V: Pseudopeptides with aldehyde or vinylsulfone warheads: Synthesis and antiproteasomal activity. Bioorg Chem. 2021 Jul 31;115:105228. doi: 10.1016/j.bioorg.2021.105228. [PubMed:34371374 ]
- Pindelska E, Marczewska-Rak A, Jaskowska J, Madura ID: Solvates of New Arylpiperazine Salicylamide Derivative-a Multi-Technique Approach to the Description of 5 HTR Ligand Structure and Interactions. Int J Mol Sci. 2021 May 8;22(9). pii: ijms22094992. doi: 10.3390/ijms22094992. [PubMed:34066719 ]
- Xu J, Wu W, Chen H, Xue Y, Bao X, Zhou J: Substituted N-(4-amino-2-chlorophenyl)-5-chloro-2-hydroxybenzamide analogues potently inhibit respiratory syncytial virus (RSV) replication and RSV infection-associated inflammatory responses. Bioorg Med Chem. 2021 Jun 1;39:116157. doi: 10.1016/j.bmc.2021.116157. Epub 2021 Apr 18. [PubMed:33895704 ]
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