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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 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
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 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
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 chr10:46,034,115...46,088,617
Ensembl chr10:46,034,122...46,087,637
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 chr10:45,990,806...46,033,937
Ensembl chr10:45,991,095...46,033,904
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        biochemical role 19381
          metabolite 19356
            cinchonine 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic molecule 19560
                              organic cyclic compound 19351
                                organic heterocyclic compound 18582
                                  organonitrogen heterocyclic compound 17639
                                    quinolines 2595
                                      (8xi)-cinchonan 67
                                        (8xi)-cinchonan-9-ol 4
                                          cinchonine 4
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