Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:06:16 UTC |
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Update date | 2020-09-17 15:35:56 UTC |
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Primary ID | FDB004502 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Hex-trans-2-en-1-al |
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Description | 2-Hexenal, also known as 2-hexenaldehyde, 3-propyl-acrolein or leaf aldehyde, belongs to the class of organic compounds known as medium-chain aldehydes. These are aldehydes with a chain length containing between 6 and 12 carbon atoms. 2-Hexenal occurs in two isomeric forms (trans - and cis -2-hexenal), with the trans form being of greater importance. trans-2-Hexenal is an inflammable, colorless, light and air sensitive liquid. As an odorant, 2-hexnal has a sharp, vegetable-green smell with a slight sharpness that smells like acrolein. When diluted, however, it smells pleasantly green and apple-like. Indeed, 2-hexenal is one of the aldehydes that contribute to the taste of apples and is often referred to as green notes (the taste of green apples, such as Granny Smith). It has a sweet, berry, apple-like taste and a fresh, floral green odor. 2-Hexenal is one of the major volatile compounds in ripe tomatoes. It also contributes to the aroma of cherries. 2-Hexenal has been detected, but not quantified in, several different fruits, vegetables, spices and nuts, such as soybeans, cucumbers, blackcurrants, ginkgo nuts, green tea and common walnuts. 2-Hexenal is used as a food additive and in perfuming agents. Specifically, it is used in perfume compositions as part of fresh-green, natural topnote complexes, particularly in delicately floral or fruity fragrance types, and in general as a fresh top note. 2-Hexenal is a potentially toxic compound as it can be flammable, harmful to skin contact and irritates the eyes. 2-Hexenal is a known uremic toxin (PMID: 22626821). Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. As a uremic toxin, this compound can cause uremic syndrome. Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. 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). Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present in individuals suffering from uremia. Uremia or uremic syndrome can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. |
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CAS Number | Not Available |
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Structure | |
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Synonyms | |
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Predicted Properties | |
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Chemical Formula | C6H10O |
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IUPAC name | (2E)-hex-2-enal |
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InChI Identifier | InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4+ |
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InChI Key | MBDOYVRWFFCFHM-SNAWJCMRSA-N |
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Isomeric SMILES | [H]\C(CCC)=C(\[H])C=O |
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Average Molecular Weight | 98.145 |
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Monoisotopic Molecular Weight | 98.073164942 |
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Classification |
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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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Ontology | No ontology term |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | |
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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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Predicted GC-MS | Hex-trans-2-en-1-al, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00or-9000000000-ef8fb4a16f9e47588e24 | Spectrum | Predicted GC-MS | Hex-trans-2-en-1-al, 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-QTOF 32V, positive | splash10-0002-9000000000-ea4667e9ee10cccddb24 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-0a4j-9000000000-13fcd86dcfc328ec27a6 | 2020-07-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-9000000000-db77fc4d5edd7bdc3907 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000t-9000000000-8c4cc267531a0c711b32 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-9000000000-1018f15c3b2d6e22c226 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-9000000000-9232ec723afab464ccc2 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0002-9000000000-a839e50ee7ad7503877e | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-4a1d88a16ebce778de70 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0540-9000000000-6923af674dd120606957 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052r-9000000000-3ea4a5ca74032209afaf | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0573-9000000000-b0552bcc819f05df9c04 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-9000000000-649f52184fb4997b20fb | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9000000000-3e77d5cdc17bcd3c255e | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0n2d-9000000000-022c1508f6a2751bcc39 | 2021-09-22 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | Not Available |
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ChEMBL ID | Not Available |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | Not Available |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | Not Available |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | HEX-TRANS-2-EN-1-AL |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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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 | Not Available |
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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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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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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 | Not Available |
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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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