Gyrinal: Difference between revisions
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Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation ( |
Citation bot (talk | contribs) Added bibcode. | Use this bot. Report bugs. | Suggested by Whoop whoop pull up | Category:Aldehydes | #UCB_Category 4/94 |
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| ImageSize = 108px |
| ImageSize = 108px |
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| PIN = (2''E'',6''E'',9''E'')-3,7-Dimethyl-8,11-dioxododeca-2,6,9-trienal |
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| OtherNames = |
| OtherNames = |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 36518-11-3 |
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| CASNo = 36518-11-3 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 5P42XHP9MY |
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| PubChem = 6443774 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 4947737 |
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| InChI = 1/C14H18O3/c1-11(9-10-15)5-4-6-12(2)14(17)8-7-13(3)16/h6-10H,4-5H2,1-3H3/b8-7+,11-9+,12-6+ |
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| InChIKey = PQXIJIXNDRFJBT-WWUHPALEBW |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C14H18O3/c1-11(9-10-15)5-4-6-12(2)14(17)8-7-13(3)16/h6-10H,4-5H2,1-3H3/b8-7+,11-9+,12-6+ |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = PQXIJIXNDRFJBT-WWUHPALESA-N |
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|Section2={{Chembox Properties |
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| C =14|H=18|O=3 |
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| MolarMass = 234.29 g/mol |
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| MeltingPtC = 0 |
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'''Gyrinal''' is an [[organic compound|organic]] [[chemical compound]] - an unsaturated ketoaldehyde - with the formula [[Carbon|C]]<sub>14</sub>[[Hydrogen|H]]<sub>18</sub>[[Oxygen|O]]<sub>3</sub>, obtained from the [[whirligig beetle]] (the water boatman, ''Gyrinus natator''). It is a powerful antiseptic and fish and mammal toxin, and thus used as a defensive compound. Typically the beetles contain approx. 80 microgram of the compound. The LD<sub>50</sub> of the compound is approx. 45 |
'''Gyrinal''' is an [[organic compound|organic]] [[chemical compound]] - an unsaturated ketoaldehyde - with the formula [[Carbon|C]]<sub>14</sub>[[Hydrogen|H]]<sub>18</sub>[[Oxygen|O]]<sub>3</sub>, obtained from the [[whirligig beetle]] (the water boatman, ''Gyrinus natator''). It is a powerful antiseptic and fish and mammal toxin, and thus used as a defensive compound. Typically the beetles contain approx. 80 microgram of the compound. The LD<sub>50</sub> of the compound is approx. 45 mg/kg in mice. |
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==References== |
==References== |
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{{reflist}} |
{{reflist}} |
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{{cite journal |
*{{cite journal |
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| author = Schildknecht, H. |
| author = Schildknecht, H. |
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| title = Chemical Ecology - A Chapter of Modern Natural Products Chemistry |
| title = Chemical Ecology - A Chapter of Modern Natural Products Chemistry |
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| journal = Angewandte Chemie International Edition in English |
| journal = [[Angewandte Chemie International Edition in English]] |
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| volume = 15 |
| volume = 15 | pages = 214–222 |
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| year = 1976 |
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| doi = 10.1002/anie.197602141 |
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| year= 1976 |
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| issue = 4}} |
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{{cite journal |
*{{cite journal |
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| author = Miller, J. R., |
| author = Miller, J. R., Hendry, L. B., and Mumma, R. O. |
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| title = |
| title = Norsesquiterpenes as defensive toxins of whirligig beetles (Coleoptera: Gyrinidae) |
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| journal = Journal of Chemical Ecology |
| journal = Journal of Chemical Ecology |
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| volume = 1 |
| volume = 1 |
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| issue = 1 |
| issue = 1 |
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| pages = 59–82 |
| pages = 59–82 |
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| year = 1975 |
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| doi = |
| doi = 10.1007/BF00987720| bibcode = 1975JCEco...1...59M |
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| s2cid = 32820323 |
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}} |
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[[Category:Aldehydes]] |
[[Category:Aldehydes]] |
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[[Category: |
[[Category:Enones]] |
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[[Category:Sesquiterpenes]] |
[[Category:Sesquiterpenes]] |
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[[Category:Alkene derivatives]] |
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[[fr:Gyrinal]] |