(+)-lyoniresinol-3-α-O-β-D-glucopyranoside

CHEBI:66606 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A lignan that is (+)-lyoniresinol substituted by a β-D-glucopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from the root barks of Stemmadenia minima and Lycium chinense, it exhibits antimicrobial 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.

CHEBI:15734 CHEBI:15734
CHEBI:22798 CHEBI:22798
CHEBI:25036 CHEBI:25036
CHEBI:26195 CHEBI:26195
CHEBI:36786 CHEBI:36786
CHEBI:51681 CHEBI:51681
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C28H38O13
Charge	0
Average mass	582.599 Da
Monoisotopic mass	582.23124 Da
Source	ChEBI
InChIKey	PQQRNPDHSJDAGV-HQSXISOASA-N

SMILES

COc1cc([C@H]2c3c(cc(OC)c(O)c3OC)C[C@@H](CO)[C@@H]2CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(OC)c1O

InChI

InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14-,15-,19+,20+,23+,25-,26+,28+/m0/s1

Also called

[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl β-D-glucopyranoside (EXACT_SYNONYM)— chebi
(+)-lyoniresinol 9'-O-β-D-glucopyranoside (EXACT_SYNONYM)— chebi
pteleifoside G (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

hmdb:HMDB0038922
reaxys:6168345

Activity roles

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

CHEBI:33282 CHEBI:33282
CHEBI:35718 CHEBI:35718

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:66606`	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside	`antibioticmech:chebi-2e7bb9fa53`	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.