NCBI Taxonomy: 212328
Picrodendron (ncbi_taxid: 212328)
found 225 associated metabolites at genus taxonomy rank level.
Ancestor: Picrodendraceae
Child Taxonomies: Picrodendron baccatum, Picrodendron arboreum
Picrotoxinin
Picrotoxinin belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Picrotoxinin is soluble (in water) and a very weakly acidic compound (based on its pKa). D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018756 - GABA Antagonists 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. Picrotoxinin is a natural product found in Picrodendron baccatum and Anamirta cocculus with data available. Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1]. Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1].
Corianin
A sesquiterpene lactone containing an epoxide group and two tertiary hydroxy groups that has been isolated from the fruits of Coriaria ruscifolia and Coriaria japonica.
Picrotoxinin
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. Picrotoxinin is a natural product found in Picrodendron baccatum and Anamirta cocculus with data available. 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. D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018756 - GABA Antagonists Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1]. Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1].
2',12'-dihydroxy-12'-isopropyl-8'-methoxy-4-[1-methoxy-3-oxo-3-(3,4,5-trihydroxyphenyl)propylidene]-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1'r,2s,4r,4's,5's,8'r,9's,10's,12'r,14's)-4-hydroxy-4-[(1s)-1-hydroxyethyl]-9'-methoxy-3',3',10'-trimethyl-2',7',13'-trioxaspiro[oxolane-2,11'-pentacyclo[8.4.0.0¹,⁵.0⁴,⁸.0¹²,¹⁴]tetradecane]-5,6'-dione
2'-hydroxy-12'-isopropyl-8'-methoxy-4-(1-methoxyethylidene)-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
4,12'-dihydroxy-4-(1-hydroxyethyl)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1r,5r,8s,9r,12r,13r)-1,5-dihydroxy-13-methyl-14-(prop-1-en-2-yl)-3,7,10-trioxapentacyclo[6.4.1.1⁹,¹².0²,⁴.0⁵,¹³]tetradecan-11-one
(1's,2s,3'r,4s,4's,8'r,9's,10's)-3',8',9'-trihydroxy-4-[(1s)-1-hydroxyethyl]-8'-isopropyl-10'-methoxy-1'-methyl-5'-oxaspiro[oxolane-2,2'-tricyclo[5.3.1.0⁴,¹¹]undecan]-7'(11')-ene-5,6'-dione
(1's,2s,2'r,3's,4z,5'r,7'r,8's,9'r,12's)-2'-hydroxy-12'-(2-hydroxypropan-2-yl)-8'-methoxy-4-(1-methoxyethylidene)-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
3-hydroxy-11-isopropyl-6-methyl-5-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-9-oxatricyclo[6.2.1.0²,⁶]undec-4-ene-7,10-dione
(1'r,2r,2's,3's,5'r,8's,9's,12'r)-2',8',12'-trihydroxy-12'-(2-hydroxypropan-2-yl)-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
(1's,2s,2'r,3's,4e,5'r,7'r,8's,9'r,12's)-2'-hydroxy-12'-isopropyl-8'-methoxy-4-(1-methoxyethylidene)-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(4z)-3',8',9'-trihydroxy-4-(2-hydroxy-1-methoxyethylidene)-8'-isopropyl-10'-methoxy-1'-methyl-5'-oxaspiro[oxolane-2,2'-tricyclo[5.3.1.0⁴,¹¹]undecan]-7'(11')-ene-5,6'-dione
C21H28O10 (440.16823880000004)
2'-hydroxy-4-(1-hydroxyethyl)-12'-(2-hydroxypropan-2-yl)-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1'r,2r,2's,3'r,5'r,7's,8's,9's,12'r)-12'-hydroxy-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
2,3,11-trihydroxy-5-(hydroxymethyl)-11-isopropyl-7-methoxy-6-methyl-9-oxatricyclo[6.2.1.0²,⁶]undec-4-en-10-one
(1's,2s,2'r,3's,4s,5'r,7'r,8's,9'r,12's)-2'-hydroxy-4-(1-hydroxyethyl)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1's,2s,2'r,3's,4r,5'r,7'r,8's,9's,12'r)-2',4,12'-trihydroxy-4-[(1r)-1-hydroxyethyl]-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
C20H28O10 (428.16823880000004)
(1'r,2s,2's,4s,6's,7'r,8'r,10's,12'r,13's)-1',7',13'-trihydroxy-4-(1-hydroxyethyl)-5',5',12'-trimethyl-4',9'-dioxaspiro[oxolane-2,11'-tetracyclo[8.2.1.0²,⁶.0⁸,¹²]tridecane]-3',5-dione
4-hydroxy-4-(1-hydroxyethyl)-9'-methoxy-3',3',10'-trimethyl-2',7',13'-trioxaspiro[oxolane-2,11'-pentacyclo[8.4.0.0¹,⁵.0⁴,⁸.0¹²,¹⁴]tetradecane]-5,6'-dione
(1r,3r,5s,8s,9r,12s,13r)-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
(1's,2s,2'r,3's,5'r,7'r,8's,9's,12'r)-2',12'-dihydroxy-12'-isopropyl-3,8'-dimethoxy-7'-methyl-5,11'-dioxo-4',10'-dioxaspiro[furan-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-4-carbaldehyde
C20H24O10 (424.13694039999996)
(1's,2s,2'r,3's,4e,5'r,7'r,8's,9's,12'r)-2',12'-dihydroxy-12'-isopropyl-8'-methoxy-4-[1-methoxy-3-oxo-3-(3,4,5-trihydroxyphenyl)propylidene]-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
2'-hydroxy-12'-(2-hydroxypropan-2-yl)-8'-methoxy-4-(1-methoxyethylidene)-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1's,2s,2'r,3's,4z,5'r,7'r,8's,9'r,12's)-2'-hydroxy-12'-isopropyl-8'-methoxy-4-(1-methoxyethylidene)-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1'r,2r,2's,3'r,4''s,5'r,6's,7's,8's,9's)-4''-(1-hydroxyethyl)-8'-methoxy-3,3,7'-trimethyldispiro[oxirane-2,12'-[4,10]dioxatetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane-6',2''-oxolane]-5'',11'-dione
2',12'-dihydroxy-4-(2-hydroxy-1-methoxyethylidene)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
C21H28O10 (440.16823880000004)
(1's,2s,2'r,3's,4e,5'r,7'r,8's,9's,12'r)-2',12'-dihydroxy-4-(2-hydroxy-1-methoxyethylidene)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
C21H28O10 (440.16823880000004)
3,7,11-trihydroxy-5-(hydroxymethyl)-11-isopropyl-6-methyl-9-oxatricyclo[6.2.1.0²,⁶]undec-4-en-10-one
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
2-[(1's,2s,2'r,3's,5'r,7'r,8's,9's,12'r)-2',12'-dihydroxy-12'-isopropyl-8'-methoxy-7'-methyl-5,11'-dioxo-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-4-ylidene]-2-methoxyethyl 3,4,5-trihydroxybenzoate
(1's,2s,2'r,3's,4s,5'r,7'r,8's,9'r,12's)-2'-hydroxy-4-[(1s)-1-hydroxyethyl]-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1s,2s,3r,6r,8r,11s)-3-hydroxy-11-isopropyl-6-methyl-5-({[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-9-oxatricyclo[6.2.1.0²,⁶]undec-4-ene-7,10-dione
1',7',13'-trihydroxy-4-(1-hydroxyethyl)-5',5',12'-trimethyl-4',9'-dioxaspiro[oxolane-2,11'-tetracyclo[8.2.1.0²,⁶.0⁸,¹²]tridecane]-3',5-dione
(1's,2s,2'r,3's,5'r,7'r,8's,9's,12'r)-2',8',12'-trihydroxy-12'-isopropyl-7'-methyl-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
(4e)-2',12'-dihydroxy-4-(2-hydroxy-1-methoxyethylidene)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
C21H28O10 (440.16823880000004)
(1's,2s,2'r,3's,4e,5'r,7'r,8's,9'r,12's)-2'-hydroxy-12'-(2-hydroxypropan-2-yl)-8'-methoxy-4-(1-methoxyethylidene)-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1'r,2r,2's,3'r,5'r,7'r,8's,9's,12'r)-8',12'-dihydroxy-7'-(hydroxymethyl)-12'-isopropyl-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
3',8',9'-trihydroxy-4-(2-hydroxy-1-methoxyethylidene)-8'-isopropyl-10'-methoxy-1'-methyl-5'-oxaspiro[oxolane-2,2'-tricyclo[5.3.1.0⁴,¹¹]undecan]-7'(11')-ene-5,6'-dione
C21H28O10 (440.16823880000004)
(1's,2s,3'r,4e,4's,8'r,9's,10's)-3',8',9'-trihydroxy-4-(2-hydroxy-1-methoxyethylidene)-8'-isopropyl-10'-methoxy-1'-methyl-5'-oxaspiro[oxolane-2,2'-tricyclo[5.3.1.0⁴,¹¹]undecan]-7'(11')-ene-5,6'-dione
C21H28O10 (440.16823880000004)
(1'r,2s,3'r,5'r,7's,8's,9's,12'r)-8',12'-dihydroxy-12'-isopropyl-7'-methyl-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
4,7,8-trihydroxy-4'-(1-hydroxyethyl)-5-methoxy-3,3,5a-trimethyl-4,5,7,8-tetrahydro-3ah-spiro[indeno[4,5-c]furan-6,2'-oxolane]-1,5'-dione
2'-hydroxy-4''-(1-hydroxyethyl)-8'-methoxy-3,3,7'-trimethyldispiro[oxirane-2,12'-[4,10]dioxatetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane-6',2''-oxolane]-5'',11'-dione
methyl (1s,1's,2'r,3s,3's,5s,5'r,7'r,8's,9's,12'r)-2',12'-dihydroxy-12'-isopropyl-8'-methoxy-1,7'-dimethyl-11'-oxo-2,4',6,10'-tetraoxaspiro[bicyclo[3.1.0]hexane-3,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5-carboxylate
C21H28O10 (440.16823880000004)
(1'r,2r,3's,4r,4's,7's,8'r,9'r,10's,11's)-3',9',11'-trihydroxy-4-(1-hydroxyethyl)-8'-(2-hydroxypropan-2-yl)-10'-methoxy-1'-methyl-5'-oxaspiro[oxolane-2,2'-tricyclo[5.3.1.0⁴,¹¹]undecane]-5,6'-dione
(1'r,2s,3'r,4s,4'r,7's,8's,9'r,10's,11'r)-3',9',11'-trihydroxy-4-[(1s)-1-hydroxyethyl]-8'-(2-hydroxypropan-2-yl)-10'-methoxy-1'-methyl-5'-oxaspiro[oxolane-2,2'-tricyclo[5.3.1.0⁴,¹¹]undecane]-5,6'-dione
(1's,2s,2'r,3's,4s,5'r,7'r,8's,9'r,12's)-2'-hydroxy-4-[(1r)-1-hydroxyethyl]-12'-(2-hydroxypropan-2-yl)-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1'r,2s,2's,3'r,4r,5'r,7's,8's,9's,12'r)-4,12'-dihydroxy-4-(1-hydroxyethyl)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1r,2s,3r,6r,7s,8s,11r)-3,7,11-trihydroxy-5-(hydroxymethyl)-11-isopropyl-6-methyl-9-oxatricyclo[6.2.1.0²,⁶]undec-4-en-10-one
3',8',9'-trihydroxy-4-(1-hydroxyethyl)-8'-isopropyl-10'-methoxy-1'-methyl-5'-oxaspiro[oxolane-2,2'-tricyclo[5.3.1.0⁴,¹¹]undecan]-7'(11')-ene-5,6'-dione
5,6,9,11-tetrahydroxy-6-(hydroxymethyl)-10-(2-hydroxypropan-2-yl)-8-methoxy-7-methyl-3-oxatricyclo[5.3.1.0⁴,¹¹]undecan-2-one
(1's,2r,2'r,3's,5'r,7'r,8's,9'r,12's)-2',8'-dihydroxy-12'-isopropyl-7'-methyl-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
(1'r,2r,2'r,3's,4''s,5'r,6's,7'r,8's,9's)-2'-hydroxy-4''-[(1s)-1-hydroxyethyl]-8'-methoxy-3,3,7'-trimethyldispiro[oxirane-2,12'-[4,10]dioxatetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane-6',2''-oxolane]-5'',11'-dione
(1's,2s,2'r,3's,5s,5'r,7'r,8's,9's,12'r)-2',12'-dihydroxy-12'-isopropyl-8'-methoxy-5,7'-dimethyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-4,11'-dione
(1'r,2s,2's,4s,6's,7'r,8's,10's,12'r,13's)-1',7',13'-trihydroxy-4-[(1s)-1-hydroxyethyl]-5',5',12'-trimethyl-4',9'-dioxaspiro[oxolane-2,11'-tetracyclo[8.2.1.0²,⁶.0⁸,¹²]tridecane]-3',5-dione
1,5-dihydroxy-13-methyl-14-(prop-1-en-2-yl)-3,7,10-trioxapentacyclo[6.4.1.1⁹,¹².0²,⁴.0⁵,¹³]tetradecan-11-one
2',4,12'-trihydroxy-4-(1-hydroxyethyl)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
C20H28O10 (428.16823880000004)
2'-hydroxy-4-(1-hydroxyethyl)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1's,2r,2'r,3's,5'r,7'r,8's,9'r,12's)-2',8'-dihydroxy-12'-(2-hydroxypropan-2-yl)-7'-methyl-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
2',12'-dihydroxy-12'-isopropyl-8'-methoxy-5,7'-dimethyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-4,11'-dione
(1's,2r,2'r,7'r,9'r)-2',8'-dihydroxy-12'-(2-hydroxypropan-2-yl)-7'-methyl-4',10'-dioxaspiro[oxirane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecan]-11'-one
(1'r,2s,2's,3'r,4r,5'r,7's,8's,9's,12'r)-4,12'-dihydroxy-4-[(1s)-1-hydroxyethyl]-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
(1s,2r,3r,6r,7s,8s,11r)-2,3,11-trihydroxy-5-(hydroxymethyl)-11-isopropyl-7-methoxy-6-methyl-9-oxatricyclo[6.2.1.0²,⁶]undec-4-en-10-one
(1's,2s,2'r,3's,4z,5'r,7'r,8's,9's,12'r)-2',12'-dihydroxy-4-(2-hydroxy-1-methoxyethylidene)-12'-isopropyl-8'-methoxy-7'-methyl-4',10'-dioxaspiro[oxolane-2,6'-tetracyclo[7.2.1.0²,⁷.0³,⁵]dodecane]-5,11'-dione
C21H28O10 (440.16823880000004)