TETRACYCLINE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC A01AB13 D06AA04 J01AA07 S01AA09 S02AA08 S03AA02
UNII F8VB5M810T
EPA CompTox DTXSID7023645

Structure

InChI Key OFVLGDICTFRJMM-WESIUVDSSA-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]3C[C@@H]12
InChI
InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H24N2O8
Molecular Weight 444.44
AlogP -0.21
Hydrogen Bond Acceptor 9.0
Hydrogen Bond Donor 6.0
Number of Rotational Bond 2.0
Polar Surface Area 181.62
Molecular species ZWITTERION
Aromatic Rings 1.0
Heavy Atoms 32.0

Pharmacology

Mechanism of Action Action Reference
Bacterial 70S ribosome inhibitor INHIBITOR FDA PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Metallo protease Metallo protease MAM clan Metallo protease M10A subfamily
- - - - 100-100
Enzyme Transferase
- - - - 10
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Purine receptor
- - - - 2
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 22.1-51.1
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 10.4
Unclassified protein
- - - - 40
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Escherichia coli K-12
- - - - 27
Euplotes aediculatus
- - - - 0
Homo sapiens
- - - - 2-100
Mycobacterium smegmatis
- 330-410 - - -
Plasmodium falciparum
- 0-696.7 - - -
Pseudomonas aeruginosa
- - - - 51-103
Tetrahymena thermophila
- - - - 0-0

Related Entries

Cross References

Resources Reference
ChEBI 77932
ChEMBL CHEMBL1440
DrugBank DB00759
DrugCentral 2611
FDA SRS F8VB5M810T
Human Metabolome Database HMDB0014897
Guide to Pharmacology 10927
KEGG C06570
PDB TAC
SureChEMBL SCHEMBL3098
ZINC ZINC000084441937
CONTENTS