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CHEBI:136054 - arterolane

Default Structure
ChEBI IDCHEBI:136054
ChEBI Namearterolane
Stars
DefinitionAn oxaspiro compound that is dispiro[cyclohexane-1,3'-[1,2,4]trioxolane-5',2''-tricyclo[3.3.1.13,7]decane] substituted by a 2-[(2-amino-2-methylpropyl)amino]-2-oxoethyl group at position 4s. Its maleic acid salt is used as an antimalarial drug in combination with piperaquine.
Last Modified26 June 2020
DownloadsMolfile
FormulaC22H36N2O4
Net Charge0
Average Mass392.540
Monoisotopic Mass392.26751
SMILES[H][C@]1(CC(=O)NCC(C)(C)N)CC[C@]2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3
InChIInChI=1S/C22H36N2O4/c1-20(2,23)13-24-19(25)12-14-3-5-21(6-4-14)26-22(28-27-21)17-8-15-7-16(10-17)11-18(22)9-15/h14-18H,3-13,23H2,1-2H3,(H,24,25)/t14-,15?,16?,17?,18?,21+,22?
InChIKeyVXYZBLXGCYNIHP-MMNSZCNZSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Applications:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
arterolane (CHEBI:136054) has role antimalarial (CHEBI:38068)
arterolane (CHEBI:136054) has role antiplasmodial drug (CHEBI:64915)
arterolane (CHEBI:136054) is a adamantanes (CHEBI:51339)
arterolane (CHEBI:136054) is a oxaspiro compound (CHEBI:37948)
arterolane (CHEBI:136054) is a primary amino compound (CHEBI:50994)
arterolane (CHEBI:136054) is a secondary carboxamide (CHEBI:140325)
arterolane (CHEBI:136054) is a trioxolane (CHEBI:155930)
arterolane (CHEBI:136054) is conjugate base of arterolane(1+) (CHEBI:155928)
Incoming Relation(s)
arterolane(1+) (CHEBI:155928) is conjugate acid of arterolane (CHEBI:136054)
IUPAC Name 
N-(2-amino-2-methylpropyl)-2-[(1s,4s)-dispiro[cyclohexane-1,3'-[1,2,4]trioxolane-5',2''-tricyclo[3.3.1.13,7]decan]-4-yl]acetamide
INNs  Source
arterolaneWHO MedNet
artérolaneWHO MedNet
arterolanoWHO MedNet
arterolanumWHO MedNet
Synonyms  Source
OZ 277ChemIDplus
OZ277DrugCentral
RBx-11160ChEBI
RBx11160ChemIDplus
Manual XrefsDatabases
5090DrugCentral
ArterolaneWikipedia
Registry NumbersSources
CAS:664338-39-0ChemIDplus
Citations