doxorubicin

CHEBI:28748 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:139590 CHEBI:139590
CHEBI:139592 CHEBI:139592
CHEBI:25830 CHEBI:25830
CHEBI:35315 CHEBI:35315
CHEBI:47779 CHEBI:47779
CHEBI:48120 CHEBI:48120
CHEBI:49322 CHEBI:49322
CHEBI:51286 CHEBI:51286

Chemical structure

Computed structure properties
Molecular formula	C27H29NO11
Charge	0
Average mass	543.525 Da
Monoisotopic mass	543.17406 Da
Source	ChEBI
InChIKey	AOJJSUZBOXZQNB-TZSSRYMLSA-N

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

Also called

doxorubicine (INN)— chebi
doxorubicinum (INN)— chebi
(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 (EXACT_SYNONYM)— chebi
(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 (EXACT_SYNONYM)— 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 (EXACT_SYNONYM)— chebi
14-hydroxydaunomycin (EXACT_SYNONYM)— chebi
14-hydroxydaunorubicine (EXACT_SYNONYM)— chebi
Adriamycin (EXACT_SYNONYM)— chebi
DOXORUBICIN (EXACT_SYNONYM)— chebi
Doxorubicin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:23214-92-8
drugbank:DB00997
drugcentral:960
kegg.compound:C01661
kegg.drug:D03899
lincs.smallmolecule:LSM-4062
lipidmaps:LMPK13050001
pdb-ccd:DM2

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:28748`	doxorubicin	`antibioticmech:chebi-4ea42ba741`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.