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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 polypeptide 4 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 2:181,022,311...181,043,579
Ensembl chr 2:181,018,380...181,043,546
JBrowse link
G Chrna7 cholinergic receptor, nicotinic, alpha polypeptide 7 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 7:63,098,692...63,212,526
Ensembl chr 7:63,098,692...63,212,569
JBrowse link
G Chrnb2 cholinergic receptor, nicotinic, beta polypeptide 2 (neuronal) 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 3:89,753,448...89,764,632
Ensembl chr 3:89,746,195...89,764,632
JBrowse link
G Kcnh2 potassium voltage-gated channel, subfamily H (eag-related), member 2 decreases activity ISO Lobeline results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 5:24,319,589...24,351,684
Ensembl chr 5:24,319,589...24,351,604
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 chr16:16,983,382...17,047,453
Ensembl chr16:16,983,382...17,047,453
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 7:126,759,626...126,765,816
Ensembl chr 7:126,759,601...126,765,819
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 chr11:100,886,806...100,939,594
Ensembl chr11:100,885,098...100,939,540
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 21569
    role 21548
      biological role 21546
        biochemical role 20712
          metabolite 20663
            alkaloid 5430
              piperidine alkaloid 69
                (-)-lobeline 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 21569
    subatomic particle 21555
      composite particle 21555
        hadron 21555
          baryon 21555
            nucleon 21555
              atomic nucleus 21555
                atom 21555
                  main group element atom 21461
                    main group molecular entity 21461
                      s-block molecular entity 20970
                        hydrogen molecular entity 20895
                          hydrides 20103
                            inorganic hydride 18051
                              pnictogen hydride 18014
                                nitrogen hydride 17831
                                  azane 17725
                                    ammonia 17724
                                      organic amino compound 17723
                                        tertiary amino compound 8729
                                          tertiary amine 609
                                            (-)-lobeline 7
paths to the root