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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:(-)-lobeline
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Accession:CHEBI:48723 term browser browse the term
Definition:An optically active piperidine alkaloid having a 2-oxo-2-phenylethyl substituent at the 2-position and a 2-hydroxy-2-phenylethyl group at the 6-position.
Synonyms:exact_synonym: 2-{(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone
 related_synonym: 2-(6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenylethanone;   2-(6-(beta-Hydroxyphenethyl)-1-methyl-2-piperidyl)acetophenone;   8,10-Diphenyllobelionol;   Formula=C22H27NO2;   InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21-/m0/s1;   InChIKey=MXYUKLILVYORSK-HBMCJLEFSA-N;   Inflatine;   Lobelin;   Lobelina;   Lobelinum;   Lobnico;   SMILES=[H][C@]1(CCC[C@]([H])(CC(=O)c2ccccc2)N1C)C[C@H](O)c1ccccc1;   alpha-Lobeline
 alt_id: CHEBI:43901;   CHEBI:6509
 xref: Beilstein:91532;   CAS:90-69-7;   KEGG:C07475;   KEGG:D02364;   KNApSAcK:C00002053;   LINCS:LSM-5744
 xref_mesh: MESH:D008120
 xref: PDBeChem:L0B



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(-)-lobeline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Chrna4 cholinergic receptor nicotinic alpha 4 subunit multiple interactions ISO [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK1 protein]; [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK3 protein]; [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of STAT3 protein]; Lobeline inhibits the reaction [epibatidine binds to [CHRNA4 protein binds to CHRNB2 protein]]; Lobeline results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein] CTD PMID:14645658 PMID:18448488 NCBI chr 3:168,136,246...168,157,839
Ensembl chr 3:168,136,266...168,156,957
JBrowse link
G Chrna7 cholinergic receptor nicotinic alpha 7 subunit affects response to substance
multiple interactions
ISO CHRNA7 protein mutant form affects the susceptibility to Lobeline
Lobeline binds to and results in decreased activity of CHRNA7 protein; Lobeline binds to and results in increased activity of CHRNA7 protein mutant form
CTD PMID:10082212 NCBI chr 1:116,715,286...116,837,223
Ensembl chr 1:116,714,711...116,837,240
JBrowse link
G Chrnb2 cholinergic receptor nicotinic beta 2 subunit multiple interactions ISO [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK1 protein]; [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK3 protein]; [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of STAT3 protein]; Lobeline inhibits the reaction [epibatidine binds to [CHRNA4 protein binds to CHRNB2 protein]]; Lobeline results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein] CTD PMID:14645658 PMID:18448488 NCBI chr 2:175,181,402...175,189,619
Ensembl chr 2:175,181,402...175,189,619
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Lobeline results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK1 protein]; Lobeline inhibits the reaction [Nicotine results in decreased phosphorylation of MAPK1 protein] CTD PMID:18448488 PMID:20106947 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 ISO [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of MAPK3 protein]; Lobeline inhibits the reaction [Nicotine results in decreased phosphorylation of MAPK3 protein] CTD PMID:18448488 PMID:20106947 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions ISO [Lobeline binds to and results in decreased activity of [CHRNA4 protein binds to CHRNB2 protein]] inhibits the reaction [Nicotine results in increased phosphorylation of STAT3 protein]; Lobeline inhibits the reaction [Nicotine results in increased phosphorylation of STAT3 protein] CTD PMID:18448488 PMID:20106947 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20050
    role 20001
      biological role 20000
        biochemical role 19624
          metabolite 19605
            alkaloid 5700
              piperidine alkaloid 92
                (-)-lobeline 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 20050
    subatomic particle 20048
      composite particle 20048
        hadron 20048
          baryon 20048
            nucleon 20048
              atomic nucleus 20048
                atom 20048
                  main group element atom 19948
                    main group molecular entity 19948
                      s-block molecular entity 19735
                        hydrogen molecular entity 19727
                          hydrides 19093
                            inorganic hydride 17893
                              pnictogen hydride 17876
                                nitrogen hydride 17767
                                  azane 17517
                                    ammonia 17516
                                      organic amino compound 17516
                                        tertiary amino compound 8850
                                          tertiary amine 622
                                            (-)-lobeline 7
paths to the root