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CHEBI:28748 - doxorubicin
| Formula | C27H29NO11 |
| Net Charge | 0 |
| Average Mass | 543.525 |
| Monoisotopic Mass | 543.17406 |
| SMILES | COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 |
| 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 |
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Escherichia coli (ncbitaxon:562) | - | PubMed (21988831) |
| Roles Classification |
|---|
| Biological Roles: | 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. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| doxorubicin (CHEBI:28748) has functional parent Adriamycinone (CHEBI:165223) |
| 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 primary α-hydroxy ketone (CHEBI:139590) |
| doxorubicin (CHEBI:28748) is a tertiary α-hydroxy ketone (CHEBI:139592) |
| doxorubicin (CHEBI:28748) is a tetracenequinones (CHEBI:51286) |
| doxorubicin (CHEBI:28748) is conjugate base of doxorubicin(1+) (CHEBI:64816) |
| Incoming Relation(s) |
| 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) |
| pirarubicin (CHEBI:94770) 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 | Source |
|---|---|
| doxorubicin | ChemIDplus |
| doxorubicine | ChemIDplus |
| doxorubicinum | ChemIDplus |
| Synonyms | Source |
|---|---|
| 14-hydroxydaunomycin | ChemIDplus |
| 14-hydroxydaunorubicine | ChemIDplus |
| (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 |
| Adriamycin | KEGG COMPOUND |
| Adriamycin | KEGG COMPOUND |
| Registry Numbers | Sources |
|---|---|
| CAS:23214-92-8 | ChemIDplus |
| CAS:23214-92-8 | KEGG COMPOUND |