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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 5:135,482,068...135,498,693
Ensembl chr 5:135,482,068...135,498,822
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 4:61,813,265...61,830,371
Ensembl chr 4:61,771,970...61,828,657
JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 multiple interactions ISO [AKR1C3 protein results in increased metabolism 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 NCBI chr17:69,761,126...69,778,021
Ensembl chr17:69,761,118...69,778,021
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 chr11:33,813,041...33,815,418
Ensembl chr11:33,845,463...33,847,793
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        antimicrobial agent 17309
          carbohydrate-containing antibiotic 2547
            aminoglycoside antibiotic 2529
              13-dihydrodaunorubicin 4
                (13S)-13-dihydrodaunorubicin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            heteroorganic entity 19147
                              organochalcogen compound 18855
                                organooxygen compound 18777
                                  carbohydrates and carbohydrate derivatives 12178
                                    carbohydrate 12178
                                      carbohydrate derivative 11802
                                        glycosyl compound 10846
                                          glycoside 9202
                                            aminoglycoside 8414
                                              aminoglycoside antibiotic 2529
                                                13-dihydrodaunorubicin 4
                                                  (13S)-13-dihydrodaunorubicin 0
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