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CHEBI:41977 - daunorubicin

ChEBI IDCHEBI:41977
ChEBI Namedaunorubicin
Stars
DefinitionA natural product found in Actinomadura roseola.
Secondary ChEBI IDsCHEBI:4330, CHEBI:23560, CHEBI:41970, CHEBI:65723
Last Modified22 February 2017
DownloadsMolfile
FormulaC27H29NO10
Net Charge0
Average Mass527.526
Monoisotopic Mass527.17915
SMILESCOc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(C)=O)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
InChIInChI=1S/C27H29NO10/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/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1
InChIKeySTQGQHZAVUOBTE-VGBVRHCVSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Actinomadura roseola (ncbitaxon:46179) - PubMed (10820108) Strain: Ao108
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
daunorubicin (CHEBI:41977) has parent hydride tetracene (CHEBI:32600)
daunorubicin (CHEBI:41977) has role antineoplastic agent (CHEBI:35610)
daunorubicin (CHEBI:41977) has role bacterial metabolite (CHEBI:76969)
daunorubicin (CHEBI:41977) is a p-quinones (CHEBI:25830)
daunorubicin (CHEBI:41977) is a aminoglycoside antibiotic (CHEBI:22507)
daunorubicin (CHEBI:41977) is a anthracycline (CHEBI:48120)
daunorubicin (CHEBI:41977) is a tetracenequinones (CHEBI:51286)
daunorubicin (CHEBI:41977) is conjugate base of daunorubicin(1+) (CHEBI:64677)
Incoming Relation(s)
10-carboxy-13-deoxydaunorubicin (CHEBI:77195) has functional parent daunorubicin (CHEBI:41977)
daunorubicin(1+) (CHEBI:64677) is conjugate acid of daunorubicin (CHEBI:41977)
IUPAC Name 
(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranoside
INNs  Source
daunorubicinumChemIDplus
daunorubicinChemIDplus
Synonyms  Source
DaunorubicinKEGG COMPOUND
DaunomycinKEGG COMPOUND
(+)-daunomycinChemIDplus
(8S-cis)-8-acetyl-10-((3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyrannosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-napthacenedioneChemIDplus
acetyladriamycinChemIDplus
leukaemomycin CChemIDplus
Manual XrefsDatabases
C01907KEGG COMPOUND
DM1PDBeChem
LMPK13050002LIPID MAPS
DaunorubicinWikipedia
DB00694DrugBank
D07776KEGG DRUG
LSM-2962LINCS
786DrugCentral
Registry NumbersSources
Reaxys:1445583Reaxys
CAS:20830-81-3KEGG COMPOUND
CAS:20830-81-3ChemIDplus
Citations