loading...| Preferred Name | demeclocycline | |
| Synonyms |
7-chloro-6-demethyltetracycline [4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide demethylchlortetracycline demeclocyclinum demeclociclina 6-demethyl-7-chlorotetracycline demeclocycline DMCT DMCTC (4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Demeclocycline |
|
| Definitions |
Tetracycline which lacks the methyl substituent at position 7 and in which the hydrogen para- to the phenolic hydroxy group is substituted by chlorine. Like tetracycline, it is an antibiotic, but being excreted more slowly, effective blood levels are maintained for longer. It is used (mainly as the hydrochloride) for the treatment of Lyme disease, acne and bronchitis, as well as for hyponatraemia (low blood sodium concentration) due to the syndrome of inappropriate antidiuretic hormone (SIADH) where fluid restriction alone has been ineffective. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_4392 |
|
| alternative label |
7-chloro-6-demethyltetracycline [4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide demethylchlortetracycline demeclocyclinum demeclociclina 6-demethyl-7-chlorotetracycline demeclocycline DMCT DMCTC (4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Demeclocycline |
|
| charge |
0 |
|
| database_cross_reference |
Patent:US3050446 DrugBank:DB00618 CAS:127-33-3 KEGG:D03680 Drug_Central:802 Beilstein:2230579 Patent:US3019172 Patent:US3012946 PMID:24134630 Patent:US3154476 Chemspider:10482117 Wikipedia:Demeclocycline Patent:FR1344645 KEGG:D00290 Patent:US2878289 |
|
| definition |
Tetracycline which lacks the methyl substituent at position 7 and in which the hydrogen para- to the phenolic hydroxy group is substituted by chlorine. Like tetracycline, it is an antibiotic, but being excreted more slowly, effective blood levels are maintained for longer. It is used (mainly as the hydrochloride) for the treatment of Lyme disease, acne and bronchitis, as well as for hyponatraemia (low blood sodium concentration) due to the syndrome of inappropriate antidiuretic hormone (SIADH) where fluid restriction alone has been ineffective. |
|
| formula |
C21H21ClN2O8 |
|
| has role |
http://purl.obolibrary.org/obo/CHEBI_194423 |
|
| has_alternative_id |
CHEBI:554084 |
|
| has_exact_synonym |
(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Demeclocycline |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
7-chloro-6-demethyltetracycline [4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide demethylchlortetracycline demeclocyclinum demeclociclina 6-demethyl-7-chlorotetracycline demeclocycline DMCT DMCTC |
|
| has_RxCUI |
3154 |
|
| id |
CHEBI:4392 |
|
| in_subset | ||
| inchi |
InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1 |
|
| inchikey |
FMTDIUIBLCQGJB-SEYHBJAFSA-N |
|
| label |
demeclocycline |
|
| mass |
464.85300 |
|
| monoisotopicmass |
464.09864 |
|
| notation |
CHEBI:4392 |
|
| prefLabel |
demeclocycline |
|
| smiles |
[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)c1c(O)ccc(Cl)c1[C@H]2O |
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| subClassOf |