loading...| Preferred Name |
Doxycycline |
|
| Synonyms |
(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Doxycycline 5-hydroxy-alpha-6-deoxytetracycline doxycycline (anhydrous) 6alpha-deoxy-5-oxytetracycline Supracyclin doxiciclina (4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE doxycycline doxycyclinum Doxycyclin Jenacyclin Vibramycin |
|
| Definitions |
Tetracycline in which the 5beta-hydrogen is replaced by a hydroxy group, while the 6alpha-hydroxy group is replaced by hydrogen. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis and treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chronic obstructive pulmonary disease (COPD), and adult periodontitis. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_50845 |
|
| charge |
0 |
|
| database_cross_reference |
CAS:564-25-0 PMID:34355683 PMCID:PMC8466018 PMID:19630297 PDBeChem:DXT PMID:1650428 PMID:34318509 KEGG:D07876 Beilstein:3041790 Chemspider:10469369 DrugBank:DB00254 PMID:11891205 KNApSAcK:C00017127 Wikipedia:Doxycycline PMID:34338231 PMID:11477376 Patent:US3200149 Drug_Central:961 PMID:23698443 HMDB:HMDB0014399 PMID:24134630 PMID:16651635 PMID:34577552 KEGG:C06973 PMID:11850258 LIPID_MAPS_instance:LMPK07000001 Reaxys:3041790 PMCID:PMC8464303 PMID:34228348 MetaCyc:CPD-19256 PMID:34551605 PMID:34128838 Patent:US3019260 VSDB:1840 |
|
| definition |
Tetracycline in which the 5beta-hydrogen is replaced by a hydroxy group, while the 6alpha-hydroxy group is replaced by hydrogen. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis and treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chronic obstructive pulmonary disease (COPD), and adult periodontitis. |
|
| formula |
C22H24N2O8 |
|
| has role |
http://purl.obolibrary.org/obo/CHEBI_50846 http://purl.obolibrary.org/obo/CHEBI_176497 http://purl.obolibrary.org/obo/CHEBI_36047 |
|
| has_alternative_id |
CHEBI:42135 CHEBI:4713 |
|
| has_exact_synonym |
(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Doxycycline |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
5-hydroxy-alpha-6-deoxytetracycline doxycycline (anhydrous) 6alpha-deoxy-5-oxytetracycline Supracyclin doxiciclina (4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE doxycycline doxycyclinum Doxycyclin Jenacyclin Vibramycin |
|
| has_RxCUI |
3640 |
|
| id |
CHEBI:50845 |
|
| in_subset | ||
| inchi |
InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1 |
|
| inchikey |
JBIWCJUYHHGXTC-AKNGSSGZSA-N |
|
| label |
doxycycline Doxycycline |
|
| mass |
444.43464 |
|
| monoisotopicmass |
444.15327 |
|
| notation |
CHEBI:50845 |
|
| prefLabel |
Doxycycline |
|
| smiles |
[H][C@@]12[C@@H](C)c3cccc(O)c3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O |
|
| subClassOf |