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CHEBI:8205 - picrotin

Default Structure
ChEBI IDCHEBI:8205
ChEBI Namepicrotin
Stars
DefinitionAn organic heteropentacyclic compound that is picrotoxinin in which the olefinic double bond has undergone addition of water to give the corresponding tertiary alcohol. It is the less toxic component of picrotoxin, lacking GABA activity.
Last Modified22 February 2017
DownloadsMolfile
FormulaC15H18O7
Net Charge0
Average Mass310.302
Monoisotopic Mass310.10525
SMILES[H][C@@]12C[C@@]3(O)[C@H]4C(=O)O[C@H]([C@H]4C(C)(C)O)[C@@]4([H])OC(=O)[C@]1(O2)[C@@]34C
InChIInChI=1S/C15H18O7/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9/h5-9,18-19H,4H2,1-3H3/t5-,6+,7-,8-,9-,13-,14-,15+/m1/s1
InChIKeyRYEFFICCPKWYML-QCGISDTRSA-N
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
picrotin (CHEBI:8205) has functional parent picrotoxinin (CHEBI:8206)
picrotin (CHEBI:8205) has role plant metabolite (CHEBI:76924)
picrotin (CHEBI:8205) is a diol (CHEBI:23824)
picrotin (CHEBI:8205) is a epoxide (CHEBI:32955)
picrotin (CHEBI:8205) is a organic heteropentacyclic compound (CHEBI:38164)
picrotin (CHEBI:8205) is a picrotoxane sesquiterpenoid (CHEBI:134174)
picrotin (CHEBI:8205) is a tertiary alcohol (CHEBI:26878)
picrotin (CHEBI:8205) is a γ-lactone (CHEBI:37581)
Incoming Relation(s)
picrotoxin (CHEBI:134126) has part picrotin (CHEBI:8205)
IUPAC Name 
(1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
Manual XrefsDatabases
2163DrugCentral
C00003349KNApSAcK
C09528KEGG COMPOUND
Registry NumbersSources
Reaxys:1438953Reaxys
CAS:21416-53-5ChemIDplus
CAS:21416-53-5KEGG COMPOUND
Citations