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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 EXP [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 chr20:63,343,223...63,375,471
Ensembl chr20:63,343,223...63,378,401
JBrowse link
G CHRNA7 cholinergic receptor nicotinic alpha 7 subunit affects response to substance
multiple interactions
EXP 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 chr15:32,030,462...32,173,018
Ensembl chr15:31,923,438...32,173,018
JBrowse link
G CHRNB2 cholinergic receptor nicotinic beta 2 subunit multiple interactions EXP [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 1:154,567,778...154,584,708
Ensembl chr 1:154,567,778...154,580,013
JBrowse link
G KCNH2 potassium voltage-gated channel subfamily H member 2 decreases activity EXP Lobeline results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 7:150,944,956...150,978,321
Ensembl chr 7:150,944,961...150,978,321
JBrowse link
G MAPK1 mitogen-activated protein kinase 1 multiple interactions EXP [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 chr22:21,759,657...21,867,680
Ensembl chr22:21,754,500...21,867,680
Ensembl chr22:21,754,500...21,867,680
JBrowse link
G MAPK3 mitogen-activated protein kinase 3 multiple interactions EXP [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 chr16:30,114,105...30,123,309
Ensembl chr16:30,114,105...30,123,506
JBrowse link
G STAT3 signal transducer and activator of transcription 3 multiple interactions EXP [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 chr17:42,313,324...42,388,502
Ensembl chr17:42,313,324...42,388,482
Ensembl chr17:42,313,324...42,388,482
Ensembl chr17:42,313,324...42,388,482
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 24387
    role 24297
      biological role 24264
        biochemical role 23652
          metabolite 23571
            alkaloid 5572
              piperidine alkaloid 70
                (-)-lobeline 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 24387
    subatomic particle 24344
      composite particle 24344
        hadron 24344
          baryon 24344
            nucleon 24344
              atomic nucleus 24344
                atom 24344
                  main group element atom 24191
                    main group molecular entity 24191
                      s-block molecular entity 23457
                        hydrogen molecular entity 23288
                          hydrides 21920
                            inorganic hydride 19156
                              pnictogen hydride 19128
                                nitrogen hydride 18805
                                  azane 18689
                                    ammonia 18688
                                      organic amino compound 18687
                                        tertiary amino compound 8832
                                          tertiary amine 610
                                            (-)-lobeline 7
paths to the root