quinine

CHEBI:15854 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy. — 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:51323 CHEBI:51323

Chemical structure

Computed structure properties
Molecular formula	C20H24N2O2
Charge	0
Average mass	324.424 Da
Monoisotopic mass	324.18378 Da
Source	ChEBI
InChIKey	LOUPRKONTZGTKE-WZBLMQSHSA-N

SMILES

[H][C@@]1([C@H](O)c2ccnc3ccc(OC)cc23)C[C@@H]2CC[N@@]1C[C@@H]2C=C

InChI

InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1

Also called

(9R)-6'-methoxy-8α-cinchonan-9-ol (EXACT_SYNONYM)— chebi
(-)-Quinine (EXACT_SYNONYM)— chebi
(8S,9R)-quinine (EXACT_SYNONYM)— chebi
(R)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methanol (EXACT_SYNONYM)— chebi
(R)-(−)-quinine (EXACT_SYNONYM)— chebi
(−)-quinine (EXACT_SYNONYM)— chebi
6'-methoxycinchonidine (EXACT_SYNONYM)— chebi
Chinin (EXACT_SYNONYM)— chebi
Quinine (EXACT_SYNONYM)— chebi
chinine (EXACT_SYNONYM)— chebi
chininum (EXACT_SYNONYM)— chebi
quinina (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:91867
cas:130-95-0
drugbank:DB00468
drugcentral:4523
kegg.compound:C06526
kegg.drug:D08460
knapsack:C00002193
wikipedia.en:Quinine

Activity roles

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

CHEBI:38068 CHEBI:38068

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:15854`	quinine	`antibioticmech:chebi-b46279adb0`	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.