Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:bicuculline
go back to main search page
Accession:CHEBI:3092 term browser browse the term
Definition:A benzylisoquinoline alkaloid that is 6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline which is substituted at the 5-pro-S position by a (6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl group. A light-sensitive competitive antagonist of GABAA receptors. It was originally identified in 1932 in plant alkaloid extracts and has been isolated from Dicentra cucullaria, Adlumia fungosa, Fumariaceae, and several Corydalis species.
Synonyms:exact_synonym: (6R)-6-[(5S)-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e][1,3]benzodioxol-8(6H)-one
 related_synonym: Bicculine;   Bicucullin;   Formula=C20H17NO6;   InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1;   InChIKey=IYGYMKDQCDOMRE-ZWKOTPCHSA-N;   SMILES=[H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@@]1([H])N(C)CCc2cc3OCOc3cc12;   d-Bicuculline
 xref: Beilstein:98786;   CAS:485-49-4;   KEGG:C09364;   KNApSAcK:C00001820
 xref_mesh: MESH:D001640
 xref: PMID:27579770;   PMID:29137474;   PMID:29949743;   PMID:30858801;   Wikipedia:Bicuculline


show annotations for term's descendants           Sort by:
 
bicuculline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Arc activity-regulated cytoskeleton-associated protein multiple interactions EXP Bicuculline inhibits the reaction [Propofol results in decreased expression of ARC protein] CTD PMID:18946287 NCBI chr 7:106,555,968...106,559,697
Ensembl chr 7:106,555,785...106,559,378
JBrowse link
G Casp3 caspase 3 multiple interactions ISO [Bicuculline co-treated with Ethanol] results in increased cleavage of CASP3 protein CTD PMID:29044621 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Creb1 cAMP responsive element binding protein 1 increases phosphorylation EXP Bicuculline results in increased phosphorylation of CREB1 protein CTD PMID:22534176 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 multiple interactions ISO [Bicuculline co-treated with Ethanol] results in increased phosphorylation of ERN1 protein CTD PMID:29044621 NCBI chr10:91,326,889...91,421,201
Ensembl chr10:91,330,654...91,421,029
JBrowse link
G Gabra1 gamma-aminobutyric acid type A receptor subunit alpha 1 multiple interactions
decreases expression
EXP
ISO
Bicuculline inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB1 protein]]; Bicuculline inhibits the reaction [methylmercuric chloride promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]]
Bicuculline promotes the reaction [tetramethylenedisulfotetramine inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein alternative form]]]; Bicuculline results in decreased activity of [GABRA1 protein binds to GABRB1 binds to GABRG2 protein alternative form]
Bicuculline results in decreased expression of GABRA1 mRNA
CTD PMID:1977069 PMID:9600394 PMID:27720918 PMID:29038840 NCBI chr10:26,595,151...26,650,611
Ensembl chr10:26,595,160...26,650,864
JBrowse link
G Gabra2 gamma-aminobutyric acid type A receptor subunit alpha 2 multiple interactions ISO Bicuculline results in decreased activity of [GABRA2 protein binds to GABRB3 binds to GABRG2 protein alternative form] CTD PMID:29038840 NCBI chr14:37,096,995...37,230,030
Ensembl chr14:37,097,279...37,228,944
JBrowse link
G Gabra6 gamma-aminobutyric acid type A receptor subunit alpha6 multiple interactions EXP
ISO
Bicuculline inhibits the reaction [methylmercuric chloride promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA6 protein binds to GABRB2 protein binds to GABRG2 protein]]]
Bicuculline results in decreased activity of [GABRA6 protein binds to GABRB1 binds to GABRG2 protein alternative form]; Bicuculline results in decreased activity of [GABRA6 protein binds to GABRB3 binds to GABRG2 protein alternative form]
CTD PMID:27720918 PMID:29038840 NCBI chr10:26,810,411...26,825,768
Ensembl chr10:26,810,423...26,825,769
JBrowse link
G Gabrb1 gamma-aminobutyric acid type A receptor subunit beta1 multiple interactions EXP
ISO
Bicuculline inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB1 protein]]
Bicuculline results in decreased activity of [GABRA1 protein binds to GABRB1 binds to GABRG2 protein alternative form]; Bicuculline results in decreased activity of [GABRA6 protein binds to GABRB1 binds to GABRG2 protein alternative form]
CTD PMID:1977069 PMID:29038840 NCBI chr14:36,068,725...36,548,946
Ensembl chr14:36,080,393...36,548,948
JBrowse link
G Gabrb2 gamma-aminobutyric acid type A receptor subunit beta 2 multiple interactions EXP
ISO
Bicuculline inhibits the reaction [methylmercuric chloride promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]]; Bicuculline inhibits the reaction [methylmercuric chloride promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA6 protein binds to GABRB2 protein binds to GABRG2 protein]]]
Bicuculline promotes the reaction [tetramethylenedisulfotetramine inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein alternative form]]]
CTD PMID:27720918 PMID:29038840 NCBI chr10:26,936,592...27,156,141
Ensembl chr10:26,936,551...27,151,251
JBrowse link
G Gabrb3 gamma-aminobutyric acid type A receptor subunit beta 3 decreases expression
multiple interactions
EXP
ISO
Bicuculline results in decreased expression of GABRB3 mRNA
Bicuculline results in decreased activity of [GABRA2 protein binds to GABRB3 binds to GABRG2 protein alternative form]; Bicuculline results in decreased activity of [GABRA6 protein binds to GABRB3 binds to GABRG2 protein alternative form]
CTD PMID:9600394 PMID:29038840 NCBI chr 1:108,467,047...108,702,522
Ensembl chr 1:108,296,124...108,698,961
JBrowse link
G Gabrg1 gamma-aminobutyric acid type A receptor subunit gamma 1 decreases expression EXP Bicuculline results in decreased expression of GABRG1 mRNA CTD PMID:9600394 NCBI chr14:37,396,217...37,469,606
Ensembl chr14:37,396,294...37,635,956
JBrowse link
G Gabrg2 gamma-aminobutyric acid type A receptor subunit gamma 2 multiple interactions EXP
ISO
Bicuculline inhibits the reaction [methylmercuric chloride promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]]; Bicuculline inhibits the reaction [methylmercuric chloride promotes the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA6 protein binds to GABRB2 protein binds to GABRG2 protein]]]
Bicuculline promotes the reaction [tetramethylenedisulfotetramine inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein alternative form]]]; Bicuculline results in decreased activity of [GABRA1 protein binds to GABRB1 binds to GABRG2 protein alternative form]; Bicuculline results in decreased activity of [GABRA2 protein binds to GABRB3 binds to GABRG2 protein alternative form]; Bicuculline results in decreased activity of [GABRA6 protein binds to GABRB1 binds to GABRG2 protein alternative form]; Bicuculline results in decreased activity of [GABRA6 protein binds to GABRB3 binds to GABRG2 protein alternative form]
CTD PMID:27720918 PMID:29038840 NCBI chr10:26,376,805...26,463,680
Ensembl chr10:26,374,694...26,464,346
JBrowse link
G Gnrh1 gonadotropin releasing hormone 1 multiple interactions EXP Bicuculline affects the reaction [bisphenol A affects the secretion of GNRH1 protein]; Bicuculline promotes the reaction [manganese chloride results in increased secretion of GNRH1 protein] CTD PMID:18603625 PMID:26950200 NCBI chr15:41,972,482...41,976,690
Ensembl chr15:41,972,905...41,973,581
Ensembl chr15:41,972,905...41,973,581
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions ISO Bicuculline promotes the reaction [Ethanol results in increased activity of GPT protein] CTD PMID:29044621 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Gria1 glutamate ionotropic receptor AMPA type subunit 1 multiple interactions EXP Bicuculline results in decreased expression of and results in decreased localization of GRIA1 protein CTD PMID:19674091 NCBI chr10:41,210,713...41,527,283
Ensembl chr10:41,210,713...41,527,283
JBrowse link
G Gria2 glutamate ionotropic receptor AMPA type subunit 2 multiple interactions
decreases expression
EXP
ISO
Bicuculline promotes the reaction [MECP2 protein binds to GRIA2 promoter]; Bicuculline results in decreased expression of and results in decreased localization of GRIA2 protein; MECP2 protein affects the reaction [Bicuculline results in decreased expression of GRIA2 protein]
Bicuculline results in decreased expression of GRIA2 mRNA; Bicuculline results in decreased expression of GRIA2 protein
CTD PMID:19674091 PMID:22262897 NCBI chr 2:165,949,379...166,069,510
Ensembl chr 2:165,947,521...166,069,510
JBrowse link
G Grin2d glutamate ionotropic receptor NMDA type subunit 2D multiple interactions ISO [Bicuculline co-treated with 4-Aminopyridine] results in decreased expression of GRIN2D protein CTD PMID:19911010 NCBI chr 1:96,306,871...96,346,994
Ensembl chr 1:96,308,365...96,344,793
JBrowse link
G Hdac5 histone deacetylase 5 multiple interactions EXP [Bicuculline co-treated with 4-Aminopyridine] affects the localization of HDAC5 protein CTD PMID:15773917 NCBI chr10:87,152,978...87,187,921
Ensembl chr10:87,152,978...87,188,235
JBrowse link
G Map3k5 mitogen-activated protein kinase kinase kinase 5 multiple interactions ISO [Bicuculline co-treated with Ethanol] results in increased expression of MAP3K5 protein CTD PMID:29044621 NCBI chr 1:14,685,776...14,904,935
Ensembl chr 1:14,685,492...14,904,800
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions EXP
ISO
Bicuculline inhibits the reaction [methyl tert-butyl ether results in decreased phosphorylation of MAPK1 protein]
[Bicuculline co-treated with 4-Aminopyridine] results in increased activity of and results in increased phosphorylation of MAPK1 protein; Dizocilpine Maleate inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] results in increased activity of and results in increased phosphorylation of MAPK1 protein]
CTD PMID:19344668 PMID:19911010 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions EXP
ISO
Bicuculline inhibits the reaction [methyl tert-butyl ether results in decreased phosphorylation of MAPK3 protein]
[Bicuculline co-treated with 4-Aminopyridine] results in increased activity of and results in increased phosphorylation of MAPK3 protein; Dizocilpine Maleate inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] results in increased activity of and results in increased phosphorylation of MAPK3 protein]
CTD PMID:19344668 PMID:19911010 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO [Bicuculline co-treated with Ethanol] results in increased expression of MAPK8 protein CTD PMID:29044621 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Mecp2 methyl CpG binding protein 2 multiple interactions
increases phosphorylation
increases expression
ISO
EXP
MECP2 protein affects the reaction [Bicuculline results in decreased expression of GRIA2 protein]
Bicuculline promotes the reaction [MECP2 protein binds to GRIA2 promoter]; MECP2 protein affects the reaction [Bicuculline results in decreased expression of GRIA2 protein]
Bicuculline results in increased phosphorylation of MECP2 protein
Bicuculline results in increased expression of MECP2 mRNA
CTD PMID:22262897 NCBI chr  X:151,781,177...151,844,687
Ensembl chr  X:151,789,930...151,844,689
JBrowse link
G Mpdz multiple PDZ domain crumbs cell polarity complex component affects response to substance ISO MPDZ protein affects the susceptibility to Bicuculline CTD PMID:14960011 NCBI chr 5:95,766,112...95,920,531
Ensembl chr 5:95,766,118...95,920,499
JBrowse link
G Ncor2 nuclear receptor co-repressor 2 multiple interactions EXP 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] affects the localization of NCOR2 protein]; [Bicuculline co-treated with 4-Aminopyridine] affects the localization of NCOR2 protein; KN 62 inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] affects the localization of NCOR2 protein]; STO 609 inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] affects the localization of NCOR2 protein] CTD PMID:15773917 NCBI chr12:31,466,418...31,628,319
Ensembl chr12:31,466,412...31,628,319
JBrowse link
G Ngf nerve growth factor multiple interactions EXP Bicuculline inhibits the reaction [Propofol inhibits the reaction [Vincristine results in decreased susceptibility to NGF protein]]; Bicuculline inhibits the reaction [Thiopental inhibits the reaction [Vincristine results in decreased susceptibility to NGF protein]] CTD PMID:11991087 NCBI chr 2:189,901,058...189,954,452
Ensembl chr 2:189,901,058...189,954,452
JBrowse link
G Oxtr oxytocin receptor multiple interactions EXP Bicuculline inhibits the reaction [oxytocin, Thr(4)-Gly(7)- results in increased activity of OXTR protein] CTD PMID:11069593 NCBI chr 4:145,598,549...145,614,674
Ensembl chr 4:145,599,561...145,614,674
JBrowse link
G Rara retinoic acid receptor, alpha multiple interactions EXP [Bicuculline co-treated with 4-Aminopyridine] promotes the reaction [alitretinoin results in increased activity of RARA protein]; Dizocilpine Maleate inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] promotes the reaction [alitretinoin results in increased activity of RARA protein]]; KN 62 inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] promotes the reaction [alitretinoin results in increased activity of RARA protein]]; STO 609 inhibits the reaction [[Bicuculline co-treated with 4-Aminopyridine] promotes the reaction [alitretinoin results in increased activity of RARA protein]] CTD PMID:15773917 NCBI chr10:83,883,490...83,928,932
Ensembl chr10:83,893,384...83,928,142
JBrowse link
G Ryr1 ryanodine receptor 1 increases response to substance EXP RYR1 results in increased susceptibility to Bicuculline CTD PMID:22534176 NCBI chr 1:84,292,578...84,423,799
Ensembl chr 1:84,292,578...84,423,812
JBrowse link
G Ryr2 ryanodine receptor 2 increases response to substance EXP RYR2 results in increased susceptibility to Bicuculline CTD PMID:22534176 NCBI chr17:58,389,925...58,975,641
Ensembl chr17:58,389,925...58,975,142
JBrowse link
G Th tyrosine hydroxylase multiple interactions EXP Bicuculline promotes the reaction [Reserpine affects the activity of TH protein]; Bicuculline promotes the reaction [Reserpine results in increased expression of TH mRNA] CTD PMID:1981253 NCBI chr 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      application 19481
        agrochemical 15037
          bicuculline 31
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            heteroorganic entity 19294
                              organonitrogen compound 18538
                                alkaloid 5680
                                  isoquinoline alkaloid 1136
                                    benzylisoquinoline alkaloid 216
                                      bicuculline 31
paths to the root