CHEBI:136054 - arterolane

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name arterolane
ChEBI ID CHEBI:136054
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C22H36N2O4
Net Charge 0
Average Mass 392.540
Monoisotopic Mass 392.26751
InChI InChI=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?
InChIKey VXYZBLXGCYNIHP-MMNSZCNZSA-N
SMILES C1C[C@]2(CC[C@@]1(CC(NCC(N)(C)C)=O)[H])OC3(OO2)C4CC5CC3CC(C5)C4
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
artérolane WHO MedNet
arterolane WHO MedNet
arterolano WHO MedNet
arterolanum WHO MedNet
Synonyms Sources
OZ 277 ChemIDplus
OZ277 DrugCentral
RBx-11160 ChEBI
RBx11160 ChemIDplus
Manual Xrefs Databases
5090 DrugCentral
Arterolane Wikipedia
View more database links
Registry Number Type Source
664338-39-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15318224 PubMed citation Europe PMC
17087929 PubMed citation Europe PMC
17145800 PubMed citation Europe PMC
17562801 PubMed citation Europe PMC
19646936 PubMed citation Europe PMC
19924861 PubMed citation Europe PMC
20028825 PubMed citation Europe PMC
21814428 PubMed citation Europe PMC
23368889 PubMed citation Europe PMC
23489135 PubMed citation Europe PMC
24242999 PubMed citation Europe PMC
25049252 PubMed citation Europe PMC
25221689 PubMed citation Europe PMC
25530543 PubMed citation Europe PMC
26819968 PubMed citation Europe PMC
27161632 PubMed citation Europe PMC
28052200 PubMed citation Europe PMC
28122617 PubMed citation Europe PMC
28400526 PubMed citation Europe PMC
29263074 PubMed citation Europe PMC
32361471 PubMed citation Europe PMC
32369341 PubMed citation Europe PMC
Last Modified
26 June 2020