Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 11:21:47 UTC |
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Update Date | 2021-09-26 23:06:11 UTC |
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HMDB ID | HMDB0253154 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Hexenal |
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Description | 2-Hexenal, also known as 2-hexenaldehyde or 3-propyl-acrolein, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. 2-Hexenal is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Hexenal is a sweet, almond, and apple tasting compound. Outside of the human body, 2-Hexenal has been detected, but not quantified in, several different foods, such as sweet cherries, asparagus, blackcurrants, black elderberries, and cucumbers. This could make 2-hexenal a potential biomarker for the consumption of these foods. 2-Hexenal is a potentially toxic compound. Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present. Increased levels of uremic toxins can stimulate the production of reactive oxygen species. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hexenal is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hexenal is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. | Read more...
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Structure | InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3 |
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Synonyms | Value | Source |
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2-Hexenaldehyde | ChEBI | 3-Propyl-acrolein | ChEBI | alpha,beta-Hexylenaldehyde | ChEBI | Alpha.beta-hexylenaldehyd | ChEBI | beta-Propylacrolein | ChEBI | Hexen-2-al | ChEBI | Hexen-2-en-1-al | ChEBI | Hexylenic aldehyde | ChEBI | Leaf aldehyde | ChEBI | a,b-Hexylenaldehyde | Generator | Α,β-hexylenaldehyde | Generator | b-Propylacrolein | Generator | Β-propylacrolein | Generator | 2-Hexen-1-al | HMDB | 3-Propyl acrolein | HMDB | 3-Propylacrolein | HMDB | beta-Propyl acrolein | HMDB | FEMA 2560 | HMDB | Hex-2-en-1-al | HMDB | Hex-2-enal | HMDB | Hexenal | HMDB | Evipan | MeSH | Hexobarbital | MeSH | Hexobarbital, sodium | MeSH | Hexobarbitone | MeSH | Sodium hexobarbital | MeSH |
| Show more...
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Chemical Formula | C6H10O |
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Average Molecular Weight | 98.143 |
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Monoisotopic Molecular Weight | 98.073164942 |
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IUPAC Name | hex-2-enal |
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Traditional Name | hexenal |
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CAS Registry Number | Not Available |
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SMILES | CCCC=CC=O |
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InChI Identifier | InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3 |
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InChI Key | MBDOYVRWFFCFHM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 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 | Medium-chain aldehydes |
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Alternative Parents | |
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Substituents | - Medium-chain aldehyde
- Enal
- Alpha,beta-unsaturated aldehyde
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | |
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Disposition | |
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Process | |
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Role | |
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Physical Properties |
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State | Not Available |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized | Show more...
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Hexenal GC-MS (Non-derivatized) - 70eV, Positive | splash10-05r0-9000000000-f80d6978daedea323aa6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Hexenal GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 10V, Positive-QTOF | splash10-0002-9000000000-db77fc4d5edd7bdc3907 | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 20V, Positive-QTOF | splash10-000t-9000000000-8c4cc267531a0c711b32 | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 40V, Positive-QTOF | splash10-0a4l-9000000000-1018f15c3b2d6e22c226 | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 10V, Negative-QTOF | splash10-0002-9000000000-9232ec723afab464ccc2 | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 20V, Negative-QTOF | splash10-0002-9000000000-a839e50ee7ad7503877e | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 40V, Negative-QTOF | splash10-0006-9000000000-4a1d88a16ebce778de70 | 2015-05-27 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 10V, Positive-QTOF | splash10-0540-9000000000-6923af674dd120606957 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 20V, Positive-QTOF | splash10-052r-9000000000-3ea4a5ca74032209afaf | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 40V, Positive-QTOF | splash10-0573-9000000000-b0552bcc819f05df9c04 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 10V, Negative-QTOF | splash10-0002-9000000000-649f52184fb4997b20fb | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 20V, Negative-QTOF | splash10-004i-9000000000-3e77d5cdc17bcd3c255e | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hexenal 40V, Negative-QTOF | splash10-0n2d-9000000000-022c1508f6a2751bcc39 | 2021-10-12 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Blood | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB008081 |
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KNApSAcK ID | C00035480 |
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Chemspider ID | 4444608 |
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KEGG Compound ID | C08497 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Cis-3-Hexenal |
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METLIN ID | Not Available |
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PubChem Compound | 5281168 |
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PDB ID | Not Available |
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ChEBI ID | 19591 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]
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