EcoDrugPlus


Trade Names	TERRAMYCIN
Synonyms	5-hydroxytetracycline dihydrate Berkmycen Chemocycline E703 Galenomycin Hi-Tet Imperacin Microtet NSC-757262 NSC-9169 Nitox OXTC Oxitetracycline Oxymycin Oxytetracycline
Status
Molecule Category	Free-form
ATC	D06AA03 G01AA07 J01AA06 S01AA04
UNII	X20I9EN955
EPA CompTox	DTXSID4023412


InChI Key	IWVCMVBTMGNXQD-PXOLEDIWSA-N
Smiles	CN(C)[C@@H]1C(O)=C(C(N)=O)C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)cccc4[C@@](C)(O)[C@H]3[C@H](O)[C@@H]12
InChI	InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1

Property Name	Value
Molecular Formula	C22H24N2O9
Molecular Weight	460.44
AlogP	-1.24
Hydrogen Bond Acceptor	10.0
Hydrogen Bond Donor	7.0
Number of Rotational Bond	2.0
Polar Surface Area	201.85
Molecular species	ACID
Aromatic Rings	1.0
Heavy Atoms	33.0

Mechanism of Action	Action	Reference
Bacterial 70S ribosome inhibitor	INHIBITOR	KEGG

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	61.86-95.2
Unclassified protein	-	-	-	-	40

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Cricetulus griseus	-	-	-	-	61.86-95.2

Resources	Reference
CAS NUMBER	6153-64-6
ChEBI	27701
ChEMBL	CHEMBL1517
DrugBank	DB00595
DrugCentral	2041
FDA SRS	X20I9EN955
Guide to Pharmacology	10919
KEGG	C06624
PDB	OTC
SureChEMBL	SCHEMBL2899
ZINC	ZINC000095626782

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

OXYTETRACYCLINE

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Physicochemical Descriptors

Pharmacology

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