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: doxorubicin
Accession: CHEBI:28748
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Definition: An anthracycline antibiotic that has formula C27H29NO11.
Synonyms: exact_synonym: (1S,3S)-3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside
related_synonym: (1S,3S)-3-glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside; (8S-cis)-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione; 14-hydroxydaunomycin; 14-hydroxydaunorubicine; Adriamycin; Formula=C27H29NO11; InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1; InChIKey=AOJJSUZBOXZQNB-TZSSRYMLSA-N; SMILES=COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO; doxorubicine; doxorubicinum
alt_id: CHEBI:22270; CHEBI:2496; CHEBI:42031
xref: CAS:23214-92-8; DrugBank:DB00997; Drug_Central:960; KEGG:C01661; KEGG:D03899; LINCS:LSM-4062; LIPID_MAPS_instance:LMPK13050001
xref_mesh: MESH:D004317
xref: PDBeChem:DM2
cyclic_relationship: is_conjugate_base_of CHEBI:64816
G
ABCB1
ATP binding cassette subfamily B member 1
increases expression affects response to substance multiple interactions
EXP
Doxorubicin results in increased expression of ABCB1 protein ABCB1 protein affects the susceptibility to Doxorubicin valspodar inhibits the reaction [ABCB1 protein affects the susceptibility to Doxorubicin]; valspodar inhibits the reaction [ABCB1 protein results in decreased susceptibility to Doxorubicin]
CTD
PMID:15492788 PMID:24975508 PMID:28093773
NCBI chr14:13,644,891...13,852,829
Ensembl chr14:13,542,647...13,742,727
G
HGF
hepatocyte growth factor
decreases response to substance
EXP
HGF protein results in decreased susceptibility to Doxorubicin
CTD
PMID:15688034
NCBI chr18:21,329,688...21,410,257
Ensembl chr18:21,332,817...21,410,263
G
TNNT2
troponin T2, cardiac type
affects expression
EXP
Doxorubicin affects the expression of TNNT2 protein
CTD
PMID:12322705
NCBI chr 7:1,598,306...1,620,531
Ensembl chr 7:1,598,306...1,613,741
G
VIP
vasoactive intestinal peptide
decreases expression
EXP
Doxorubicin results in decreased expression of VIP protein
CTD
PMID:3711722
NCBI chr 1:42,941,655...42,950,160
Ensembl chr 1:42,941,224...42,950,700
G
XIAP
X-linked inhibitor of apoptosis
affects response to substance
EXP
XIAP affects the susceptibility to Doxorubicin
CTD
PMID:16953886
NCBI chr X:95,300,234...95,356,103
Ensembl chr X:95,331,827...95,351,582
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