Chlortetracycline bisulfateProduct ingredient for Chlortetracycline

Name
Chlortetracycline bisulfate
Drug Entry
Chlortetracycline

Chlortetracycline is a tetracycline antibiotic, and historically the first member of this class to be identified. It was discovered in 1945 by the scientist, Benjamin Minge Duggar, working at Lederle Laboratories under the supervision of Yellapragada Subbarow. He discovered that this antibiotic was the product of an actinomycete strain he cultured and obtained from a soil sample from a field in Missouri. The organism was named Streptomyces aureofaciens due to its gold-hued color.

Accession Number
DBSALT001619
Structure
Synonyms
Not Available
UNII
1D06KZ672I
CAS Number
27823-62-7
Weight
Average: 576.95
Monoisotopic: 576.0816731
Chemical Formula
C22H25ClN2O12S
InChI Key
GQUMQTDURIYYIA-MRFRVZCGSA-N
InChI
InChI=1S/C22H23ClN2O8.H2O4S/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21;1-5(2,3)4/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);(H2,1,2,3,4)/t7-,8-,15-,21-,22-;/m0./s1
IUPAC Name
(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide; sulfuric acid
SMILES
OS(O)(=O)=O.[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(Cl)=C1[C@@]3(C)O
ChemSpider
28528814
ChEMBL
CHEMBL2106006
Predicted Properties
PropertyValueSource
Water Solubility0.259 mg/mLALOGPS
logP-0.13ALOGPS
logP-2.9Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)2.99Chemaxon
pKa (Strongest Basic)9.04Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area181.62 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity118.99 m3·mol-1Chemaxon
Polarizability46.01 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon