loganetin

CHEBI:195298 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An iridoid monoterpenoid that is methyl (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate substituted at positions 1 and 6 by hydroxy groups and at postion 7 by a methyl group; the aglycone of loganin. — 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:25248 CHEBI:25248
CHEBI:35681 CHEBI:35681
CHEBI:38131 CHEBI:38131
CHEBI:38606 CHEBI:38606
CHEBI:50563 CHEBI:50563
CHEBI:51702 CHEBI:51702

Chemical structure

Computed structure properties
Molecular formula	C11H16O5
Charge	0
Average mass	228.244 Da
Monoisotopic mass	228.09977 Da
Source	ChEBI
InChIKey	XWOHZIIPBYAMJX-KHBMLBSESA-N

SMILES

[H][C@]12[C@H](O)OC=C(C(=O)OC)[C@@]1([H])C[C@H](O)[C@@H]2C

InChI

InChI=1S/C11H16O5/c1-5-8(12)3-6-7(10(13)15-2)4-16-11(14)9(5)6/h4-6,8-9,11-12,14H,3H2,1-2H3/t5-,6+,8-,9+,11+/m0/s1

Also called

methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:29748-10-5
kegg.compound:C22676
knapsack:C00036132
metacyc.compound:CPD-16441

Activity roles

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

CHEBI:33282 CHEBI:33282

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:195298`	loganetin	`antibioticmech:chebi-1607351c92`	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.