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picrotoxinin |
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CHEBI:8206 |
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A picrotoxane sesquiterpenoid that is 3a,4,5,6,7,7a-hexahydro-1H-indene-3,7-dicarboxylic acid which is substituted at positions 3a, 6, and 7a by methyl, isopropenyl, and hydroxy groups, respectively; in which the double bond at position 2-3 has been epoxidised; and in which the carboxy groups at positions 3 and 7 have undergone γ-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin. |
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This entity has been manually annotated by the ChEBI Team.
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Molfile
XML
SDF
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InChI=1S/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8-,9-,10-,13-,14-,15+/m1/s1 |
PIMZUZSSNYHVCU-YKWPQBAZSA-N |
[C@]123[C@]4([C@@]([C@@H]5[C@H](C(C)=C)[C@H]([C@]4(OC1=O)[H])OC5=O)(O)C[C@]2(O3)[H])C |
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plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
GABA antagonist
A compound that inhibits the action of gamma-aminobutyric acid.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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GABA antagonist
A compound that inhibits the action of gamma-aminobutyric acid.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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View more via ChEBI Ontology
(1R,3R,5S,8S,9R,12S,13R,14R)-1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
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(−)-picrotoxinin
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LIPID MAPS
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picrotoxinine
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ChemIDplus
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17617-45-7
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CAS Registry Number
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KEGG COMPOUND
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42745
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Reaxys Registry Number
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Reaxys
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12770091
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PubMed citation
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Europe PMC
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17405877
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PubMed citation
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Europe PMC
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17675213
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PubMed citation
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Europe PMC
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17714449
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PubMed citation
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Europe PMC
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18031737
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PubMed citation
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Europe PMC
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21505038
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PubMed citation
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Europe PMC
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25238029
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PubMed citation
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Europe PMC
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27423910
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PubMed citation
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Europe PMC
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7916140
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PubMed citation
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Europe PMC
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