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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; 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 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 chr11:32,860,618...32,862,981
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 19812
    role 19763
      biological role 19763
        antimicrobial agent 17482
          carbohydrate-containing antibiotic 2558
            aminoglycoside antibiotic 2540
              13-dihydrodaunorubicin 4
                (13S)-13-dihydrodaunorubicin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19710
                    p-block element atom 19710
                      carbon group element atom 19631
                        carbon atom 19621
                          organic molecular entity 19621
                            heteroorganic entity 19290
                              organochalcogen compound 19063
                                organooxygen compound 19014
                                  carbohydrates and carbohydrate derivatives 12352
                                    carbohydrate 12352
                                      carbohydrate derivative 11956
                                        glycosyl compound 10990
                                          glycoside 9269
                                            aminoglycoside 8440
                                              aminoglycoside antibiotic 2540
                                                13-dihydrodaunorubicin 4
                                                  (13S)-13-dihydrodaunorubicin 0
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