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CHEBI:28748 - doxorubicin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name doxorubicin
ChEBI ID CHEBI:28748
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42031, CHEBI:2496, CHEBI:22270
Supplier Information
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Formula C27H29NO11
Net Charge 0
Average Mass 543.51930
Monoisotopic Mass 543.174
InChI 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
Metabolite of Species Details
Escherichia coli (NCBI:562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via anthracycline )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via anthracycline antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing doxorubicin (CHEBI:28748) has parent hydride tetracene (CHEBI:32600)
doxorubicin (CHEBI:28748) has role Escherichia coli metabolite (CHEBI:76971)
doxorubicin (CHEBI:28748) is a p-quinones (CHEBI:25830)
doxorubicin (CHEBI:28748) is a aminoglycoside (CHEBI:47779)
doxorubicin (CHEBI:28748) is a anthracycline (CHEBI:48120)
doxorubicin (CHEBI:28748) is a anthracycline antibiotic (CHEBI:49322)
doxorubicin (CHEBI:28748) is a deoxy hexoside (CHEBI:35315)
doxorubicin (CHEBI:28748) is a tetracenequinones (CHEBI:51286)
doxorubicin (CHEBI:28748) is conjugate base of doxorubicin(1+) (CHEBI:64816)
Incoming 1-O-demethyl-6-deoxydoxorubicin (CHEBI:41919) has functional parent doxorubicin (CHEBI:28748)
3'-deamino-3'-(3-cyanomorpholin-4-yl)doxorubicin (CHEBI:41576) has functional parent doxorubicin (CHEBI:28748)
4'-deoxy-4'-iododoxorubicin (CHEBI:47897) has functional parent doxorubicin (CHEBI:28748)
4'-deoxy-4'-iododoxorubicinium (CHEBI:42037) has functional parent doxorubicin (CHEBI:28748)
4'-epidoxorubicin (CHEBI:47898) has functional parent doxorubicin (CHEBI:28748)
4'-epidoxorubicinium (CHEBI:41983) has functional parent doxorubicin (CHEBI:28748)
nemorubicin (CHEBI:42053) has functional parent doxorubicin (CHEBI:28748)
doxorubicin(1+) (CHEBI:64816) is conjugate acid of doxorubicin (CHEBI:28748)
IUPAC Name
(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-α-L-lyxo-hexopyranoside
INNs Sources
doxorubicin ChemIDplus
doxorubicine ChemIDplus
doxorubicinum ChemIDplus
Synonyms Sources
(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-α-L-lyxo-hexopyranoside ChEBI
(8S-cis)-10-((3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione ChemIDplus
14-hydroxydaunomycin ChemIDplus
14-hydroxydaunorubicine ChemIDplus
Adriamycin KEGG COMPOUND
Adriamycin KEGG COMPOUND
Doxorubicin KEGG COMPOUND
DOXORUBICIN PDBeChem
Database Links Databases
C01661 KEGG COMPOUND
D03899 KEGG DRUG
DB00997 DrugBank
DM2 PDBeChem
LMPK13050001 LIPID MAPS
LSM-4062 LINCS
View more database links
Registry Numbers Types Sources
23214-92-8 CAS Registry Number KEGG COMPOUND
23214-92-8 CAS Registry Number ChemIDplus
Last Modified
06 June 2016