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.

Accession Number
DBSALT000361
Structure
Thumb
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][[email protected]@]12C[[email protected]@]3([H])C(=C(O)[[email protected]]1(O)C(=O)C(C(N)=O)=C(O)[[email protected]]2N(C)C)C(=O)C1=C(O)C=CC=C1[[email protected]@]3(C)O
PubChem Compound
54704426
ChemSpider
10482118
ChEMBL
CHEMBL454950
Wikipedia
Tetracycline
Predicted Properties
PropertyValueSource
Water Solubility1.33 mg/mLALOGPS
logP-0.56ALOGPS
logP-3.5ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.26ChemAxon
pKa (Strongest Basic)9.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area181.62 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity114.19 m3·mol-1ChemAxon
Polarizability42.89 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon