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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:rubitecan
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Accession:CHEBI:90225 term browser browse the term
Definition:A pyranoindolizinoquinoline that is camptothecin in which the hydrogen at position 9 has been replaced by a nitro group. It is a prodrug for 9-aminocamptothecin.
Synonyms:exact_synonym: (4S)-4-ethyl-4-hydroxy-10-nitro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
 related_synonym: 9-NC;   9-nitro-(20S)-camptothecin;   9-nitro-20(S)-camptothecin;   9-nitrocamptothecin;   Camptogen;   Formula=C20H15N3O6;   InChI=1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,1H3/t20-/m0/s1;   InChIKey=VHXNKPBCCMUMSW-FQEVSTJZSA-N;   Orathecin;   RFS 2000;   SMILES=[N+]([O-])(=O)C=1C2=CC=3CN4C(C=5COC([C@](C5C=C4C3N=C2C=CC1)(O)CC)=O)=O;   rubitecanum
 alt_id: MESH:C079905
 xref: CAS:91421-42-0;   Drug_Central:2411;   KEGG:D04031
 xref_mesh: MESH:C079905
 xref: PMID:10200331;   PMID:11901310;   PMID:15122081;   PMID:15357630;   PMID:16370935;   PMID:21191594;   PMID:21695227;   PMID:23873658;   PMID:23934323;   PMID:24549232;   PMID:25445521;   PMID:26004006;   PMID:26487893;   Reaxys:5365063;   Wikipedia:Rubitecan


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rubitecan term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc2 ATP binding cassette subfamily C member 2 increases expression ISO rubitecan results in increased expression of ABCC2 mRNA CTD PMID:15342794 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
JBrowse link
G Aifm1 apoptosis inducing factor, mitochondria associated 1 multiple interactions
increases expression
ISO [rubitecan co-treated with Phosphatidylcholines] results in increased expression of AIFM1 protein
rubitecan results in increased expression of AIFM1 protein
CTD PMID:21695227 NCBI chr  X:127,650,223...127,689,356
Ensembl chr  X:127,650,226...127,689,256
JBrowse link
G Ar androgen receptor multiple interactions ISO rubitecan binds to and results in decreased activity of AR protein CTD PMID:25752796 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
ISO [rubitecan co-treated with Phosphatidylcholines] results in increased expression of BAX protein
rubitecan results in increased expression of BAX protein
CTD PMID:21695227 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions
decreases expression
ISO [rubitecan co-treated with Phosphatidylcholines] results in decreased expression of BCL2 protein
rubitecan results in decreased expression of BCL2 protein
CTD PMID:21695227 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions
increases expression
ISO [rubitecan co-treated with Phosphatidylcholines] results in increased expression of CASP3 protein
rubitecan results in increased expression of CASP3 protein
CTD PMID:21695227 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 multiple interactions
increases expression
ISO [rubitecan co-treated with Phosphatidylcholines] results in increased expression of CASP8 protein
rubitecan results in increased expression of CASP8 protein
CTD PMID:21695227 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases expression
multiple interactions
ISO rubitecan results in increased expression of CASP9 protein
[rubitecan co-treated with Phosphatidylcholines] results in increased expression of CASP9 protein
CTD PMID:21695227 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccnd1 cyclin D1 multiple interactions
decreases expression
ISO [rubitecan co-treated with Phosphatidylcholines] results in decreased expression of CCND1 protein
rubitecan results in decreased expression of CCND1 protein
CTD PMID:21695227 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Ccne1 cyclin E1 multiple interactions
decreases expression
ISO Phosphatidylcholines promotes the reaction [rubitecan results in decreased expression of CCNE1 protein] CTD PMID:21695227 NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101
JBrowse link
G Cdk2 cyclin dependent kinase 2 multiple interactions ISO [rubitecan co-treated with Phosphatidylcholines] results in decreased expression of CDK2 protein CTD PMID:21695227 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression
ISO [rubitecan co-treated with Phosphatidylcholines] results in increased expression of CDKN1A protein
rubitecan results in increased expression of CDKN1A protein
CTD PMID:21695227 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B increases expression
multiple interactions
ISO rubitecan results in increased expression of CDKN1B protein
[rubitecan co-treated with Phosphatidylcholines] results in increased expression of CDKN1B protein
CTD PMID:21695227 NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO rubitecan binds to and results in decreased activity of ESR1 protein CTD PMID:25752796 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Esr2 estrogen receptor 2 multiple interactions ISO rubitecan binds to and results in decreased activity of ESR2 protein CTD PMID:25752796 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Pgr progesterone receptor multiple interactions ISO rubitecan binds to and results in decreased activity of PGR protein CTD PMID:25752796 NCBI chr 8:6,073,216...6,131,552
Ensembl chr 8:6,072,673...6,131,344
JBrowse link
G Tp53 tumor protein p53 multiple interactions
increases expression
ISO Phosphatidylcholines inhibits the reaction [rubitecan results in increased expression of TP53 protein] CTD PMID:21695227 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      application 19471
        pro-agent 10095
          prodrug 9899
            rubitecan 17
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 group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic ester 15889
                                        lactone 11245
                                          delta-lactone 3871
                                            rubitecan 17
paths to the root