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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:13-dihydrodaunorubicin
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Accession:CHEBI:31059 term browser browse the term
Definition:An aminoglycoside antibiotic that is (1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl residue attached at position 1 via a glycosidic linkage.
Synonyms:exact_synonym: (1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-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: 1-Hydroxy-13-dihydrodaunomycin;   13-Dihydrodaunomycin;   Antibiotic 20-798RP;   Daunomycinol;   Daunorubicinol;   Dihydrodaunomycin;   Duborimycin;   Formula=C27H31NO10;   InChI=1S/C27H31NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10-11,14,16-17,22,29-30,32,34-35H,7-9,28H2,1-3H3/t10-,11?,14-,16-,17-,22+,27-/m0/s1;   InChIKey=HJEZFVLKJYFNQW-FKKRWUELSA-N;   Leukaemomycin D;   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(C)O
 xref: CAS:28008-55-1;   KEGG:C12430;   LIPID_MAPS_instance:LMPK13050004
 xref_mesh: MESH:C000847
 xref: PMID:9098063;   PMID:9864343;   Reaxys:6773802
 cyclic_relationship: is_conjugate_base_of CHEBI:75296


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13-dihydrodaunorubicin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akr1a1 aldo-keto reductase family 1 member A1 multiple interactions ISO [AKR1A1 results in increased metabolism of Daunorubicin] which results in increased chemical synthesis of daunorubicinol CTD PMID:18276838 NCBI chr 5:130,092,945...130,130,277
Ensembl chr 5:130,092,732...130,113,674 		JBrowse link
G Akr1b10 aldo-keto reductase family 1 member B10 multiple interactions ISO [AKR1B10 protein results in increased reduction of Daunorubicin] which results in increased chemical synthesis of daunorubicinol CTD PMID:19028477 NCBI chr 4:63,038,459...63,060,336
Ensembl chr 4:63,040,169...63,053,852 		JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 multiple interactions
increases chemical synthesis		 ISO [AKR1C3 protein results in increased metabolism of Daunorubicin] which results in increased abundance of daunorubicinol; [AKR1C3 protein results in increased reduction of Daunorubicin] which results in increased abundance of daunorubicinol; enasidenib inhibits the reaction [[AKR1C3 protein results in increased reduction of Daunorubicin] which results in increased abundance of daunorubicinol]; NVP-BKM120 inhibits the reaction [AKR1C3 protein results in increased chemical synthesis of daunorubicinol]; Tretinoin inhibits the reaction [[AKR1C3 protein results in increased metabolism of Daunorubicin] which results in increased abundance of daunorubicinol] CTD PMID:30703376 PMID:32588086 PMID:33025066 PMID:35972551 NCBI chr17:66,110,970...66,127,867
Ensembl chr17:66,110,963...66,127,873 		JBrowse link
G Cbr1 carbonyl reductase 1 multiple interactions ISO [[Curcumin binds to and results in decreased activity of CBR1 protein] which results in decreased reduction of Daunorubicin] which results in decreased chemical synthesis of daunorubicinol; [CBR1 protein results in increased reduction of Daunorubicin] which results in increased chemical synthesis of daunorubicinol; [CBR1 results in increased metabolism of Daunorubicin] which results in increased chemical synthesis of daunorubicinol CTD PMID:20670211 PMID:25541467 NCBI chr11:32,860,571...32,862,981
Ensembl chr11:32,908,950...32,911,393
Ensembl chr11:32,908,950...32,911,393 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19932
    role 19904
      biological role 19902
        antimicrobial agent 18269
          carbohydrate-containing antibiotic 7551
            aminoglycoside antibiotic 7539
              13-dihydrodaunorubicin 4
                (13S)-13-dihydrodaunorubicin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19932
    subatomic particle 19930
      composite particle 19930
        hadron 19930
          baryon 19930
            nucleon 19930
              atomic nucleus 19930
                atom 19930
                  main group element atom 19876
                    p-block element atom 19876
                      carbon group element atom 19816
                        carbon atom 19812
                          organic molecular entity 19812
                            heteroorganic entity 19559
                              organochalcogen compound 19317
                                organooxygen compound 19231
                                  carbohydrates and carbohydrate derivatives 15298
                                    carbohydrate 15298
                                      carbohydrate derivative 14308
                                        glycosyl compound 13064
                                          glycoside 11847
                                            aminoglycoside 11273
                                              aminoglycoside antibiotic 7539
                                                13-dihydrodaunorubicin 4
                                                  (13S)-13-dihydrodaunorubicin 0
paths to the root