Record Information |
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Version | 1.0 |
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Created at | 2022-03-17 20:36:17 UTC |
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Updated at | 2022-03-17 20:36:17 UTC |
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NP-MRD ID | NP0047201 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Glyoxal |
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Description | It was first documented in 1998 (PMID: 9506998). |
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Structure | InChI=1S/C2H2O2/c3-1-2-4/h1-2H |
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Synonyms | Value | Source |
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1,2-Ethanedione | ChEBI | Biformal | ChEBI | Biformyl | ChEBI | Diformal | ChEBI | Diformyl | ChEBI | Ethane-1,2-dial | ChEBI | Ethanedial | ChEBI | Glyoxal aldehyde | ChEBI | Glyoxylaldehyde | ChEBI | Oxal | ChEBI | Oxalaldehyde | ChEBI | Ethanedione | MeSH |
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Chemical Formula | C2H2O2 |
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Average Mass | 58.0361 Da |
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Monoisotopic Mass | 58.00548 Da |
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IUPAC Name | oxaldehyde |
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Traditional Name | glyoxal |
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CAS Registry Number | 107-22-2 |
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SMILES | O=CC=O |
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InChI Identifier | InChI=1S/C2H2O2/c3-1-2-4/h1-2H |
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InChI Key | LEQAOMBKQFMDFZ-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Not Available | 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 short-chain aldehydes. These are an aldehyde with a chain length containing between 2 and 5 carbon atoms. |
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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 | Short-chain aldehydes |
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Alternative Parents | |
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Substituents | - Organic oxide
- Hydrocarbon derivative
- Short-chain aldehyde
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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External Links |
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HMDB ID | Not Available |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB007802 |
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KNApSAcK ID | Not Available |
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Chemspider ID | Not Available |
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KEGG Compound ID | C14448 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Glyoxal |
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METLIN ID | Not Available |
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PubChem Compound | 7860 |
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PDB ID | Not Available |
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ChEBI ID | 34779 |
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Good Scents ID | Not Available |
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References |
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General References | - Chikazawa M, Otaki N, Shibata T, Miyashita H, Kawai Y, Maruyama S, Toyokuni S, Kitaura Y, Matsuda T, Uchida K: Multispecificity of immunoglobulin M antibodies raised against advanced glycation end products: involvement of electronegative potential of antigens. J Biol Chem. 2013 May 10;288(19):13204-14. doi: 10.1074/jbc.M113.452177. Epub 2013 Mar 29. [PubMed:23543734 ]
- Uter W, Schwanitz HJ, Lessmann H, Schnuch A: Glyoxal is an important allergen for (medical care) cleaning staff. Int J Hyg Environ Health. 2001 Dec;204(4):251-3. doi: 10.1078/1438-4639-00099. [PubMed:11833298 ]
- Aalto-Korte K, Makela EA, Huttunen M, Suuronen K, Jolanki R: Occupational contact allergy to glyoxal. Contact Dermatitis. 2005 May;52(5):276-81. doi: 10.1111/j.0105-1873.2005.00580.x. [PubMed:15899002 ]
- Yamawaki H, Hara Y: Glyoxal causes inflammatory injury in human vascular endothelial cells. Biochem Biophys Res Commun. 2008 May 16;369(4):1155-9. doi: 10.1016/j.bbrc.2008.03.020. Epub 2008 Mar 14. [PubMed:18343213 ]
- Thornalley PJ: Protein and nucleotide damage by glyoxal and methylglyoxal in physiological systems--role in ageing and disease. Drug Metabol Drug Interact. 2008;23(1-2):125-50. doi: 10.1515/dmdi.2008.23.1-2.125. [PubMed:18533367 ]
- Zhang Z, Zhao D, Xu B: Analysis of glyoxal and related substances by means of high-performance liquid chromatography with refractive index detection. J Chromatogr Sci. 2013 Nov-Dec;51(10):893-8. doi: 10.1093/chromsci/bms186. Epub 2012 Nov 23. [PubMed:23180757 ]
- Salter RJ, Blitz MA, Heard DE, Pilling MJ, Seakins PW: Pressure and temperature dependent photolysis of glyoxal in the 355-414 nm region: evidence for dissociation from multiple states. Phys Chem Chem Phys. 2013 May 7;15(17):6516-26. doi: 10.1039/c3cp43596b. [PubMed:23531876 ]
- Lee C, Kim I, Park C: Glyoxal detoxification in Escherichia coli K-12 by NADPH dependent aldo-keto reductases. J Microbiol. 2013 Aug;51(4):527-30. doi: 10.1007/s12275-013-3087-8. Epub 2013 Aug 30. [PubMed:23990306 ]
- Shamsi FA, Partal A, Sady C, Glomb MA, Nagaraj RH: Immunological evidence for methylglyoxal-derived modifications in vivo. Determination of antigenic epitopes. J Biol Chem. 1998 Mar 20;273(12):6928-36. doi: 10.1074/jbc.273.12.6928. [PubMed:9506998 ]
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