CHEBI:60648 - doxycycline monohydrate

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ChEBI Name doxycycline monohydrate
ChEBI ID CHEBI:60648
Definition The monohydrate form of doxycycline. 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H26N2O9
Net Charge 0
Average Mass 462.44980
Monoisotopic Mass 462.164
InChI InChI=1S/C22H24N2O8.H2O/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);1H2/t7-,10+,14+,15-,17-,22-;/m0./s1
InChIKey XQTWDDCIUJNLTR-CVHRZJFOSA-N
SMILES O.[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
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing doxycycline monohydrate (CHEBI:60648) has part doxycycline (CHEBI:50845)
doxycycline monohydrate (CHEBI:60648) has role antibacterial drug (CHEBI:36047)
doxycycline monohydrate (CHEBI:60648) is a hydrate (CHEBI:35505)
IUPAC Name
(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—water (1/1)
INN Source
doxycycline ChemIDplus
Synonym Source
doxycycline hydrate ChEBI
Manual Xrefs Databases
D00307 KEGG DRUG
DB00254 DrugBank
View more database links
Registry Numbers Types Sources
17086-28-1 CAS Registry Number ChemIDplus
17086-28-1 CAS Registry Number KEGG DRUG
Last Modified
16 November 2010