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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Definition:A pyranoindolizinoquinoline that is camptothecin in which the hydrogen at position 9 has been replaced by a nitro group.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 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
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:135,304,063...135,343,062
Ensembl chr  X:135,304,066...135,343,087
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:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
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 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
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 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980
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 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457
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 chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
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 4:168,689,043...168,694,159
Ensembl chr 4:168,689,163...168,693,964
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 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
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 6:99,163,953...99,214,711
Ensembl chr 6:99,164,357...99,214,251
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 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
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 chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pro-agent 8830
          prodrug 8610
            rubitecan 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic ester 14077
                                        lactone 5979
                                          delta-lactone 3799
                                            rubitecan 17
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