klugine

CHEBI:66147 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An isoquinoline alkaloid that is emetan substituted by methoxy groups at positions 7' and 11 and hydroxy groups at positions 1', 6' and 10'. Isolated from Psychotria klugii, it exhibits antileishmanial and antiplasmodial activities. — 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.

Label unavailable CHEBI:24921
Label unavailable CHEBI:24923
Label unavailable CHEBI:26878
Label unavailable CHEBI:61692

Chemical structure

Computed structure properties
Molecular formula	C27H36N2O5
Charge	0
Average mass	468.594 Da
Monoisotopic mass	468.26242 Da
Source	ChEBI
InChIKey	IIFHKWNCTVOSKL-OKGGWNPJSA-N

SMILES

[H][C@@]12C[C@H](C[C@@]3(O)NCCc4cc(O)c(OC)cc43)[C@@H](CC)CN1CCc1cc(O)c(OC)cc12

InChI

InChI=1S/C27H36N2O5/c1-4-16-15-29-8-6-17-10-23(30)25(33-2)12-20(17)22(29)9-19(16)14-27(32)21-13-26(34-3)24(31)11-18(21)5-7-28-27/h10-13,16,19,22,28,30-32H,4-9,14-15H2,1-3H3/t16-,19+,22-,27-/m0/s1

Also called

7',11-dimethoxyemetan-1',6',10-triol (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

reaxys:9677142

Activity roles

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

antiplasmodial drug CHEBI:64915
antileishmanial agent CHEBI:70868

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:66147`	klugine	`antibioticmech:chebi-eb8bd1b645`	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 (YAML).

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