FB2024_03 , released June 25, 2024
Chemical: picrotoxinin
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General Information
Name
picrotoxinin
FlyBase ID
FBch0000270
ChEBI Name
picrotoxinin
ChEBI ID
PubChem Name
Picrotoxinin
PubChem ID
442292 (PubChem link: Picrotoxinin)
Chemical Structure
Chemical structure of picrotoxinin
picrotoxinin
InChIKey

PIMZUZSSNYHVCU-YKWPQBAZSA-N

Definition (ChEBI)

ChEBI: Picrotoxinin is 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 gamma-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin. It has a role as a plant metabolite, a GABA antagonist and a serotonergic antagonist. It is an organic heteropentacyclic compound, an epoxide, a tertiary alcohol, a gamma-lactone and a picrotoxane sesquiterpenoid.

Roles Classification (ChEBI)
Comment
Synonyms and Secondary IDs (23)
Synonyms
(-)-Picrotoxinin
(-)-picrotoxinin
(1ar,2ar,3s,6r,6as,8as,8br,9r)-2a-Hydroxy-8b-Methyl-9-(Prop-1-En-2-Yl)hexahydro-3,6-Methano-1,5,7-Trioxacyclopenta[ij]cyclopropa[a]azulene-4,8(3h)-Dione
(1ar,2ar,3s,6r,6as,8as,8br,9r)-2a-hydroxy-8b-methyl-9-(prop-1-en-2-yl)hexahydro-3,6-methano-1,5,7-trioxacyclopenta[ij]cyclopropa[a]azulene-4,8(3h)-dione
17617-45-7
3,6-Methano-8H-1,5,7-trioxacyclopenta(ij)cycloprop(a)azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-, (1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-
3,6-methano-8h-1,5,7-trioxacyclopenta(ij)cycloprop(a)azulene-4,8(3h)-dione, hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-, (1ar,2ar,3s,6r,6as,8as,8br,9r)-
9K011NUF0R
9k011nuf0r
CHEBI:8206
CHEMBL47244
NSC 129537
Picrotoxinin
PubChem:442292
UNII-9K011NUF0R
chebi:8206
chembl47244
nsc 129537
picrotoxinine
pubchem:442292
unii-9k011nuf0r
Secondary FlyBase IDs
    References (11)