U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H23ClN2O8
Molecular Weight 478.8804
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORTETRACYCLINE

SMILES

C[C@@]1([C@@]2([H])C[C@@]3([H])[C@@]([H])(C(=C(C(=O)[C@]3(C(=C2C(=O)c4c(ccc(c41)Cl)O)O)O)C(=N)O)O)N(C)C)O

InChI

InChIKey=CYDMQBQPVICBEU-XRNKAMNCSA-N
InChI=1S/C22H23ClN2O8/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/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/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
GREEN BOOK   INN   MART.   MI   VANDF   WHO-DD  
INN  
Official Name English
CHLORTETRACYCLINE [EP]
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
Common Name English
CHLORTETRACYCLINE [VANDF]
Common Name English
CHLORTETRACYCLINE [GREEN BOOK]
Common Name English
CHLOROTETRACYCLINE
Common Name English
(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
Systematic Name English
LYMECYCLINE IMPURITY G [EP]
Common Name English
CHLORTETRACYCLINE [WHO-DD]
Common Name English
CHLORTETRACYCLINE [INN]
Common Name English
CHLORTETRACYCLINE [MI]
Common Name English
CHLORTETRACYCLINE [MART.]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 520.445
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QD06AA52
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-ATC A01AB21
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 558.140
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 558.145
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 558.128
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
NCI_THESAURUS C1595
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-ATC S01AA02
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-ATC J01AA03
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 558.128
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QA01AB21
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 558.145
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-ATC D06AA02
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QD06AA02
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QJ51RA01
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QJ51AA03
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
LIVERTOX 198
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
EPA PESTICIDE CODE 6301
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QJ01AA03
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 556.150
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 520.441
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 520.443
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QJ51AA53
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QS01AA02
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
WHO-VATC QG51AA08
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
CFR 21 CFR 558.140
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
Code System Code Type Description
WIKIPEDIA
CHLORTETRACYCLINE
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
NCI_THESAURUS
C61673
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
CAS
57-62-5
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
ChEMBL
CHEMBL404520
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
EPA CompTox
57-62-5
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
DRUG CENTRAL
624
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
DRUG BANK
DB09093
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
FDA UNII
WCK1KIQ23Q
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
MERCK INDEX
M3468
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY Merck Index
RXCUI
2408
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
200-341-7
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
INN
236
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
MESH
D002751
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY
EVMPD
SUB06213MIG
Created by admin on Sat Jun 26 14:37:05 UTC 2021 , Edited by admin on Sat Jun 26 14:37:05 UTC 2021
PRIMARY