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
Download Molfile XML SDF
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
960 DrugCentral
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
22 February 2017