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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:(-)-noscapine
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Accession:CHEBI:73237 term browser browse the term
Definition:A benzylisoquinoline alkaloid that is 1,2,3,4-tetrahydroisoquinoline which is substituted by a 4,5-dimethoxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl group at position 1, a methylenedioxy group at positions 6-7 and a methoxy group at position 8. Obtained from plants of the Papaveraceae family, it lacks significant painkilling properties and is primarily used for its antitussive (cough-suppressing) effects.
Synonyms:related_synonym: (-)-narcotine;   (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one;   alpha-Narcotine;   noscapina;   noscapinum
 alt_id: CHEBI:10321
 xref: CAS:128-62-1;   HMDB:HMDB0033439;   KNApSAcK:C00001891
 xref_mesh: MESH:D009665
 xref: Reaxys:99933;   drugcentral:1973;   kegg.compound:C09592;   kegg.drug:D01036;   lincs.smallmolecule:LSM-3997;   metacyc.compound:CPD-14834;   pubmed:22079300;   pubmed:22546556;   pubmed:22653730;   pubmed:22671862;   pubmed:22733149;   pubmed:22848370;   pubmed:22935070;   pubmed:23117045;   wikipedia.en:Noscapine
 chemrof_inchikey: AKNNEGZIBPJZJG-MSOLQXFVSA-N
 chemrof_formula: C22H23NO7
 chemrof_inchi: InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
 chemrof_smiles: [H][C@]1([C@@]2([H])c3c(cc4c(c3OC)OCO4)CCN2C)OC(=O)c2c1ccc(OC)c2OC
 cyclic_relationship: has_functional_parent CHEBI:141667



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(-)-noscapine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
ISO Noscapine promotes the reaction [Cisplatin results in increased expression of BAX protein]
Noscapine results in increased expression of BAX protein
CTD PMID:20674069 NCBI chr 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression
multiple interactions
ISO Noscapine results in decreased expression of BCL2 protein
Noscapine promotes the reaction [Cisplatin results in decreased expression of BCL2 protein]
CTD PMID:20674069 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases response to substance
multiple interactions
decreases expression
increases expression
ISO BIRC5 protein results in decreased susceptibility to Noscapine
Noscapine promotes the reaction [Cisplatin results in decreased expression of BIRC5 protein]
Noscapine results in decreased expression of BIRC5 protein
Noscapine results in increased expression of BIRC5 mRNA; Noscapine results in increased expression of BIRC5 protein
CTD PMID:20674069 PMID:22848370 NCBI chr10:103,567,369...103,580,069
Ensembl chr10:103,572,080...103,582,155
JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity
ISO [Noscapine co-treated with Cisplatin] results in increased cleavage of CASP3 protein; Noscapine promotes the reaction [Cisplatin results in increased expression of and results in increased cleavage of CASP3 protein]; Noscapine results in increased expression of and results in increased cleavage of CASP3 protein
Noscapine results in increased activity of CASP3 protein
CTD PMID:20674069 PMID:22848370 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732
JBrowse link
G Casp9 caspase 9 multiple interactions ISO Noscapine promotes the reaction [Cisplatin results in increased expression of and results in increased cleavage of CASP9 protein]; Noscapine results in increased expression of and results in increased cleavage of CASP9 protein CTD PMID:20674069 Ensembl chr 5:159,391,188...159,409,648 JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression
ISO Noscapine promotes the reaction [Cisplatin results in increased expression of CDKN1A protein]
Noscapine results in increased expression of CDKN1A protein
CTD PMID:20674069 NCBI chr20:7,150,820...7,161,373
Ensembl chr20:7,153,958...7,164,969
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO Noscapine inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein] CTD PMID:18493746 NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions ISO Noscapine results in increased degradation of and results in decreased expression of and results in decreased activity of HIF1A protein CTD PMID:16596621 NCBI chr 6:98,357,788...98,405,068
Ensembl chr 6:98,359,910...98,405,323
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO Noscapine results in increased cleavage of PARP1 protein CTD PMID:22848370 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:94,839,433...94,871,567
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Noscapine inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:50,668,817...50,711,019
Ensembl chr 1:50,668,817...50,711,019
JBrowse link
G Tp53 tumor protein p53 multiple interactions
increases expression
ISO Noscapine promotes the reaction [Cisplatin results in increased expression of TP53 protein]; Noscapine results in increased expression of and results in increased phosphorylation of TP53 protein
Noscapine results in increased expression of TP53 protein
CTD PMID:20674069 PMID:22848370 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299
JBrowse link
G Vegfa vascular endothelial growth factor A decreases secretion ISO Noscapine results in decreased secretion of VEGFA protein CTD PMID:16596621 NCBI chr 9:22,452,854...22,468,194
Ensembl chr 9:22,439,392...22,468,194
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20874
    role 20844
      biological role 20831
        biochemical role 19888
          apoptosis inducer 13591
            (-)-noscapine 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 20874
    subatomic particle 20883
      composite particle 20883
        hadron 20872
          baryon 20883
            nucleon 20872
              atomic nucleus 20883
                atom 20872
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20712
                        carbon atom 20706
                          organic molecular entity 20706
                            organic molecule 20499
                              organic cyclic compound 20390
                                organic heterocyclic compound 19381
                                  oxacycle 18273
                                    benzofurans 3322
                                      2-benzofurans 2157
                                        isobenzofuranone 12
                                          (-)-noscapine 12
paths to the root