(+)-larreatricin

CHEBI:67153 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An antiviral lignan isolated from the creosote bush, Larrea tridentata, which consists of a 3,4-dimethyltetrahydrofuran skeleton substituted by 4-hydroxyphenyl groups at positions 2 and 5 (the 2R,3R,4S,5R stereoisomer). — 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:26912 CHEBI:26912
CHEBI:33853 CHEBI:33853

Chemical structure

Computed structure properties
Molecular formula	C18H20O3
Charge	0
Average mass	284.355 Da
Monoisotopic mass	284.14124 Da
Source	ChEBI
InChIKey	PIBJADPEZQHMQS-FVEFGIFQSA-N

SMILES

C[C@@H]1[C@H](C)[C@H](c2ccc(O)cc2)O[C@H]1c1ccc(O)cc1

InChI

InChI=1S/C18H20O3/c1-11-12(2)18(14-5-9-16(20)10-6-14)21-17(11)13-3-7-15(19)8-4-13/h3-12,17-20H,1-2H3/t11-,12+,17-,18-/m1/s1

Also called

4,4'-[(2R,3R,4S,5R)-3,4-dimethyltetrahydrofuran-2,5-diyl]diphenol (EXACT_SYNONYM)— chebi
(2R,3R,4S,5R)-2,5-bis(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran (EXACT_SYNONYM)— chebi
(2R,3R,4S,5R)-2,5-di(4-hydroxyphenyl)-3,4-dimethyltetrahydrofuran (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

metacyc.compound:CPD-14400
reaxys:9411082

Activity roles

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

CHEBI:22587 CHEBI:22587

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:67153`	(+)-larreatricin	`antibioticmech:chebi-9d7693930c`	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.