DOXORUBICIN


Synonyms	Adriablastin Adriamycin Adriblastina Doxil Doxorubicin Epirubicin hydrochloride impurity, doxorubicin- Hydroxydaunorubicin NSC-123127 NSC-759155 Rubex Valrubicin impurity, doxorubicin
Status
Molecule Category	Free-form
ATC	L01DB01
UNII	80168379AG
EPA CompTox	DTXSID8021480


InChI Key	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

Property Name	Value
Molecular Formula	C27H29NO11
Molecular Weight	543.53
Hydrogen Bond Acceptor	12.0
Hydrogen Bond Donor	6.0
Number of Rotational Bond	5.0
Polar Surface Area	206.07
Molecular species	BASE
Aromatic Rings	2.0
Heavy Atoms	39.0

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Hydrolase	-	900	-	-	-
Enzyme Isomerase	-	150-990	-	-	0-72.1
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase AUR family	-	40	-	-	-
Enzyme Oxidoreductase	-	150-300	-	-	-
Epigenetic regulator Writer DNA methyltransferase	-	-	-	-	70
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Purine receptor	-	-	-	-	7
Transcription factor	120	-	-	-	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	-5.8-53.6

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Agrobacterium tumefaciens	-	-	-	-	68.8
Canis lupus familiaris	-	430	-	-	-
Chlorocebus sabaeus	-	501.19-920	-	-	-
Cricetulus griseus	-	52-620	-	-	-
Enterobacteria phage lambda	-	600-730	-	-	-
Escherichia coli K-12	-	-	-	-	78
Gallus gallus	-	0.04-40	-	-	-
Homo sapiens	9-900	0-990	-	-	-35.58-100
Human immunodeficiency virus 1	-	900	-	-	-
Lytechinus variegatus	-	-	-	-	100-100
Mus musculus	400	7.6-990	-	-	0.58-100
Rattus norvegicus	-	9.787-520	-	-	27
Sus scrofa	-	200-850	-	-	-

Header

Compound Name

Maximum Phase

Compound Structure

Smile

Inchi

InchiKey

Compound Properties

Molecular Formula

Molecular Weight

ALogP

PSA

Resources	Reference
CAS NUMBER	23214-92-8
ChEBI	28748
ChEMBL	CHEMBL53463
DrugBank	DB00997
DrugCentral	960
FDA SRS	80168379AG
Human Metabolome Database	HMDB0015132
Guide to Pharmacology	7069
KEGG	C01661
PDB	DM2
PharmGKB	PA449412
PubChem	31703
SureChEMBL	SCHEMBL3243
ZINC	ZINC000003918087

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, Volume 54, Issue D1, 6 January 2026, Pages D1397–D1404, https://doi.org/10.1093/nar/gkaf1251

This work is licensed under Creative Commons Attribution-ShareAlike 4.0 International License

Last update: Monday, 23^rd March 2026

DOXORUBICIN

Structure

Physicochemical Descriptors

Metabolites Network

Pharmacology

Related Entries

Cross References