CHEBI:27644 - chlortetracycline

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ChEBI Name chlortetracycline
ChEBI ID CHEBI:27644
Definition A member of the class of tetracyclines with formula C22H23ClN2O8 isolated from Streptomyces aureofaciens.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3653, CHEBI:23164
Supplier Information
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Formula C22H23ClN2O8
Net Charge 0
Average Mass 478.88000
Monoisotopic Mass 478.114
InChI 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
InChIKey CYDMQBQPVICBEU-XRNKAMNCSA-N
SMILES CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)ccc(Cl)c1[C@@]3(C)O
Metabolite of Species Details
Streptomyces aureofaciens (NCBI:txid1894) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
calcium ionophore

antibacterial drug
A drug used to treat or prevent bacterial infections.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via tetracyclines )
Application(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
fluorescent probe
A role played by a fluorescent molecular entity used to study the microscopic environment by fluorescence spectroscopy.
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chlortetracycline (CHEBI:27644) has role antibacterial drug (CHEBI:36047)
chlortetracycline (CHEBI:27644) has role antiprotozoal drug (CHEBI:35820)
chlortetracycline (CHEBI:27644) has role calcium ionophore (CHEBI:22986)
chlortetracycline (CHEBI:27644) has role fluorescent probe (CHEBI:39442)
chlortetracycline (CHEBI:27644) is a monocarboxylic acid amide (CHEBI:29347)
chlortetracycline (CHEBI:27644) is a monochlorobenzenes (CHEBI:83403)
chlortetracycline (CHEBI:27644) is a tertiary α-hydroxy ketone (CHEBI:139592)
chlortetracycline (CHEBI:27644) is a tertiary alcohol (CHEBI:26878)
chlortetracycline (CHEBI:27644) is a tertiary amino compound (CHEBI:50996)
chlortetracycline (CHEBI:27644) is a tetracyclines (CHEBI:26895)
chlortetracycline (CHEBI:27644) is conjugate acid of chlortetracycline(1−) (CHEBI:133598)
Incoming chlortetracycline(1−) (CHEBI:133598) is conjugate base of chlortetracycline (CHEBI:27644)
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
INNs Sources
chlortetracycline WHO MedNet
chlortétracycline WHO MedNet
chlortetracyclinum WHO MedNet
clortetraciclina WHO MedNet
Synonym Source
7-Chlorotetracycline KEGG COMPOUND
Brand Name Source
Aueromycin KEGG DRUG
Manual Xrefs Databases
624 DrugCentral
C06571 KEGG COMPOUND
CTC PDBeChem
D07689 KEGG DRUG
HMDB0014401 HMDB
LMPK07000004 LIPID MAPS
US2482055 Patent
View more database links
Registry Numbers Types Sources
57-62-5 CAS Registry Number KEGG COMPOUND
57-62-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23530364 PubMed citation Europe PMC
24845506 PubMed citation Europe PMC
25131164 PubMed citation Europe PMC
25602656 PubMed citation Europe PMC
7150561 PubMed citation Europe PMC
7390959 PubMed citation Europe PMC
7988792 PubMed citation Europe PMC
Last Modified
07 February 2018