Tetracycline hydrochlorideProduct ingredient for Tetracycline
- Name
- Tetracycline hydrochloride
- Drug Entry
- Tetracycline
Tetracycline is a broad spectrum polyketide antibiotic produced by the Streptomyces genus of Actinobacteria. It exerts a bacteriostatic effect on bacteria by binding reversible to the bacterial 30S ribosomal subunit and blocking incoming aminoacyl tRNA from binding to the ribosome acceptor site. It also binds to some extent to the bacterial 50S ribosomal subunit and may alter the cytoplasmic membrane causing intracellular components to leak from bacterial cells.
The FDA withdrew its approval for the use of all liquid oral drug products formulated for pediatric use containing tetracycline in a concentration greater than 25 mg/ml.2 Other formulations of tetracycline continue to be used.
- Accession Number
- DBSALT000361
- Structure
Structure for Tetracycline hydrochloride (DBSALT000361)
- Synonyms
- Tetracycline HCl
- UNII
- P6R62377KV
- CAS Number
- 64-75-5
- Weight
- Average: 480.9
Monoisotopic: 480.1299435 - Chemical Formula
- C22H25ClN2O8
- InChI Key
- XMEVHPAGJVLHIG-FMZCEJRJSA-N
- InChI
- InChI=1S/C22H24N2O8.ClH/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);1H/t9-,10-,15-,21+,22-;/m0./s1
- IUPAC Name
- (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
- SMILES
- Cl.[H][C@@]12C[C@@]3([H])C(=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C)C(=O)C1=C(O)C=CC=C1[C@@]3(C)O
- External Links
- PubChem Compound
- 54704426
- ChemSpider
- 10482118
- ChEMBL
- CHEMBL454950
- Wikipedia
- Tetracycline
- Predicted Properties
Property Value Source Water Solubility 1.33 mg/mL ALOGPS logP -0.56 ALOGPS logP -3.5 Chemaxon logS -2.5 ALOGPS pKa (Strongest Acidic) 3.26 Chemaxon pKa (Strongest Basic) 9.25 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 9 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 181.62 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 114.19 m3·mol-1 Chemaxon Polarizability 42.89 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon