hinokinin

CHEBI:5722 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A lignan that is dihydrofuran-2(3H)-one (γ-butyrolactone) substituted by a 3,4-methylenedioxybenzyl group at positions 3 and 4 (the 3R,4R-diastereoisomer). — 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:25036 CHEBI:25036
CHEBI:37581 CHEBI:37581
CHEBI:38298 CHEBI:38298

Chemical structure

Computed structure properties
Molecular formula	C20H18O6
Charge	0
Average mass	354.358 Da
Monoisotopic mass	354.11034 Da
Source	ChEBI
InChIKey	DDWGQGZPYDSYEL-LSDHHAIUSA-N

SMILES

O=C1OC[C@H](Cc2ccc3c(c2)OCO3)[C@H]1Cc1ccc2c(c1)OCO2

InChI

InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15+/m0/s1

Also called

(3R,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)dihydrofuran-2(3H)-one (EXACT_SYNONYM)— chebi
(3R-trans)-3,4-bis(1,3-benzodioxol-5-ylmethyl)dihydrofuran-2(3H)-one (EXACT_SYNONYM)— chebi
(−)-hinokinin (EXACT_SYNONYM)— chebi
Hinokinin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:26543-89-5
kegg.compound:C10627
knapsack:C00002608
reaxys:95369

Activity roles

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

CHEBI:36335 CHEBI:36335

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:5722`	hinokinin	`antibioticmech:chebi-d9814c7481`	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.