arterolane

CHEBI:136054 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:140325 CHEBI:140325
CHEBI:155930 CHEBI:155930
CHEBI:37948 CHEBI:37948
CHEBI:50994 CHEBI:50994
CHEBI:51339 CHEBI:51339

Chemical structure

Computed structure properties
Molecular formula	C22H36N2O4
Charge	0
Average mass	392.54 Da
Monoisotopic mass	392.26751 Da
Source	ChEBI
InChIKey	VXYZBLXGCYNIHP-MMNSZCNZSA-N

SMILES

[H][C@]1(CC(=O)NCC(C)(C)N)CC[C@]2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3

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?

Also called

arterolano (INN)— chebi
arterolanum (INN)— chebi
artérolane (INN)— chebi
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 (EXACT_SYNONYM)— chebi
OZ 277 (EXACT_SYNONYM)— chebi
OZ277 (EXACT_SYNONYM)— chebi
RBx-11160 (EXACT_SYNONYM)— chebi
RBx11160 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:664338-39-0
drugcentral:5090
wikipedia.en:Arterolane

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:38068 CHEBI:38068
CHEBI:64915 CHEBI:64915

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:136054`	arterolane	`antibioticmech:chebi-3720024d6b`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.