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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C22H22ClN2O8.Ca
Molecular Weight 995.821
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORTETRACYCLINE CALCIUM

SMILES

[Ca++].[H][C@@]12C[C@@]3([H])C(C(=O)C4=C(C(Cl)=CC=C4O)[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2N(C)C.[H][C@@]56C[C@@]7([H])C(C(=O)C8=C(C(Cl)=CC=C8O)[C@@]7(C)O)=C(O)[C@]5(O)C(=O)C(C(N)=O)=C([O-])[C@H]6N(C)C

InChI

InChIKey=BRXWPGYMDYZZNU-NAUDNZITSA-L
InChI=1S/2C22H23ClN2O8.Ca/c2*1-21(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;/h2*4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31);/q;;+2/p-2/t2*7-,8-,15-,21-,22-;/m00./s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/17638695 | https://www.ncbi.nlm.nih.gov/pubmed/6404649

Chlortetracycline (trade name Aureomycin, Lederle) is a tetracycline antibiotic, the first tetracycline to be identified. It was discovered in 1945 by Benjamin Minge Duggar working at Lederle Laboratories under the supervision of Yellapragada Subbarow. Duggar identified the antibiotic as the product of an actinomycete he cultured from a soil sample collected from Sanborn Field at the University of Missouri. The organism was named Streptomyces aureofaciens and the isolated drug, Aureomycin, because of their golden color. Chlortetracycline inhibits cell growth by inhibiting translation. It binds to the 16S part of the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. In veterinary medicine, chlortetracycline is commonly used to treat conjunctivitis in cats.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1560.8 ng/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
13415.51 ng × h/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
30.59 h
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
50%
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORTETRACYCLINE plasma
Gallus gallus domesticus
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Efficacy of chlortetracycline treatment on vulvar non-neoplastic epithelial disorders.
2015
Evaluation of pilot-scale microencapsulation of probiotics and product effect on broilers.
2015 Oct
Patents

Sample Use Guides

In Vivo Use Guide
Cattle: 0.1-10 mg per lb body wt per day; Swine: 10 mg per lb body wt per day; Turkeys: 25 mg per lb body wt per day;
Route of Administration: Oral
Chlortetracycline activity was determined against 37 Mycoplasma putrefaciens isolates. Chlortetracycline was tested at concentrations ranged from 4 to 0.03 mg/ml/ The MIC was defined as the lowest concentration in which there was no bacterial growth, as evidenced by a lack of pH color change at the time the drug-free growth control showed a color change. This change of color was evident after 24 h of incubation.
Name Type Language
CHLORTETRACYCLINE CALCIUM
Common Name English
7-CHLORO-4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-2-NAPHTHACENECARBOXAMIDE CALCIUM SALT
Common Name English
CALCIUM CHLORTETRACYCLINE
Common Name English
CHLORTETRACYCLINE CALCIUM COMPLEX [GREEN BOOK]
Common Name English
2-NAPHTHACENECARBOXAMIDE, 7-CHLORO-4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-, CALCIUM SALT (2:1), (4S-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-
Systematic Name English
CALCIUM-CHLORTETRACYCLINE COMPLEX
Common Name English
CHLOROTETRACYCLINE CALCIUM SALT
Common Name English
CHLORTETRACYCLINE CALCIUM COMPLEX
GREEN BOOK  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1595
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID10856176
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY
SMS_ID
300000023754
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY
DRUG BANK
DBSALT001647
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY
DAILYMED
NR4B2SX17S
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY
CAS
5892-31-9
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
NON-SPECIFIC STOICHIOMETRY
FDA UNII
NR4B2SX17S
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY
PUBCHEM
90479560
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY
NCI_THESAURUS
C80800
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY
RXCUI
1306093
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY RxNorm
CAS
57122-99-3
Created by admin on Fri Dec 15 17:35:49 GMT 2023 , Edited by admin on Fri Dec 15 17:35:49 GMT 2023
PRIMARY