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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Definition:A pyranoindolizinoquinoline that is camptothecin in which the hydrogen at position 9 has been replaced by a nitro group.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
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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 8:6,072,673...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 19811
    role 19818
      application 19630
        pro-agent 11523
          prodrug 11284
            rubitecan 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19811
    subatomic particle 19809
      composite particle 19809
        hadron 19840
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19759
                    p-block element atom 19759
                      carbon group element atom 19708
                        carbon atom 19734
                          organic molecular entity 19705
                            heteroorganic entity 19459
                              organochalcogen compound 19222
                                organooxygen compound 19137
                                  ester 17247
                                    carboxylic ester 16563
                                      lactone 12512
                                        delta-lactone 3946
                                          rubitecan 17
paths to the root