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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:cinchonine
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Accession:CHEBI:27509 term browser browse the term
Definition:Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (S configuration). It occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis.
Synonyms:related_synonym: (8R,9S)-cinchonine;   (9S)-Cinchonan-9-ol;   (S)-quinolin-4-yl-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol;   D-cinchonine;   Formula=C19H22N2O;   InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1;   InChIKey=KMPWYEUPVWOPIM-QAMTZSDWSA-N;   SMILES=[H][C@@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@@H](O)c1ccnc2ccccc12
 alt_id: CHEBI:23241;   CHEBI:3704;   CHEBI:622763
 xref: Beilstein:89689;   CAS:118-10-5;   KEGG:C06528;   KEGG:D07153
 xref_mesh: MESH:C010086


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cinchonine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions
decreases expression
ISO cinchonine analog inhibits the reaction [ABCB1 protein results in decreased susceptibility to docetaxel]; cinchonine analog inhibits the reaction [ABCB1 protein results in decreased susceptibility to Paclitaxel]; cinchonine inhibits the reaction [ABCB1 protein results in decreased susceptibility to docetaxel]; cinchonine inhibits the reaction [ABCB1 protein results in decreased susceptibility to Paclitaxel]
cinchonine analog results in decreased expression of ABCB1 protein; cinchonine results in decreased expression of ABCB1 protein
CTD PMID:20196146 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO cinchonine results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Slc47a1 solute carrier family 47 member 1 multiple interactions ISO cinchonine inhibits the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:47,631,425...47,685,379
Ensembl chr10:47,632,192...47,666,921
JBrowse link
G Slc47a2 solute carrier family 47 member 2 multiple interactions ISO cinchonine inhibits the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:47,587,909...47,631,373
Ensembl chr10:47,588,497...47,630,799
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biochemical role 19281
          metabolite 19262
            cinchonine 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  organonitrogen heterocyclic compound 17460
                                    quinolines 2562
                                      (8xi)-cinchonan 64
                                        (8xi)-cinchonan-9-ol 4
                                          cinchonine 4
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