EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:59649 - amorolfine hydrochloride

ChEBI IDCHEBI:59649
ChEBI Nameamorolfine hydrochloride
Stars
DefinitionA hydrochloride resulting from the formal reacton of equimolar amounts of hydrogen chloride and amorolfine. An inhibitor of the action of squalene monooxygenase, Δ14 reductase and D7-D8 isomerase and an antifungal agent, it is used for the topical treatment of fungal nail and skin infections.
Last Modified24 July 2015
SubmitterSteve
DownloadsMolfile
FormulaC21H35NO.HCl
Net Charge0
Average Mass353.978
Monoisotopic Mass353.24854
SMILESCCC(C)(C)c1ccc(CC(C)CN2C[C@@H](C)O[C@@H](C)C2)cc1.Cl
InChIInChI=1S/C21H35NO.ClH/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22;/h8-11,16-18H,7,12-15H2,1-6H3;1H/t16?,17-,18+;
InChIKeyXZKWIPVTHGWDCF-KUZYQSSXSA-N
Roles Classification
Biological Roles:
EC 1.3.1.70 (Delta(14)-sterol reductase) inhibitor  An EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of Δ14-sterol reductase (EC 1.3.1.70).
EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor  An EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitor that interferes with the action of a cholestenol Δ-isomerase (EC 5.3.3.5).
EC 1.14.13.132 (squalene monooxygenase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of squalene monooxygenase (EC 1.14.13.132).
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
amorolfine hydrochloride (CHEBI:59649) has part amorolfine(1+) (CHEBI:86380)
amorolfine hydrochloride (CHEBI:59649) has role EC 1.14.13.132 (squalene monooxygenase) inhibitor (CHEBI:59285)
amorolfine hydrochloride (CHEBI:59649) has role EC 1.3.1.70 (Δ14-sterol reductase) inhibitor (CHEBI:83319)
amorolfine hydrochloride (CHEBI:59649) has role EC 5.3.3.5 (cholestenol Δ-isomerase) inhibitor (CHEBI:86385)
amorolfine hydrochloride (CHEBI:59649) is a hydrochloride (CHEBI:36807)
amorolfine hydrochloride (CHEBI:59649) is a morpholine antifungal drug (CHEBI:87135)
IUPAC Name 
(2R,6S)-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine hydrochloride
Synonym  Source
meso-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholineChEBI
Manual XrefsDatabases
D01720KEGG DRUG
Registry NumbersSources
Beilstein:9364702Beilstein
CAS:78613-38-4KEGG DRUG
CAS:78613-38-4ChemIDplus