naringenin 7-O-β-D-glucoside

CHEBI:28327 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A flavanone 7-O-β-D-glucoside that is (S)-naringenin substituted by a β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. — 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:13637 CHEBI:13637
CHEBI:140331 CHEBI:140331
CHEBI:140377 CHEBI:140377
CHEBI:38749 CHEBI:38749
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C21H22O10
Charge	0
Average mass	434.397 Da
Monoisotopic mass	434.1213 Da
Source	ChEBI
InChIKey	DLIKSSGEMUFQOK-SFTVRKLSSA-N

SMILES

O=C1C[C@@H](c2ccc(O)cc2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21

InChI

InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1

Also called

(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside (EXACT_SYNONYM)— chebi
(S)-7-(β-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (EXACT_SYNONYM)— chebi
Naringenin 7-O-beta-D-glucoside (EXACT_SYNONYM)— chebi
Prunin (EXACT_SYNONYM)— chebi
(2S)-naringenin 7-O-β-D-glucoside (RELATED_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:529-55-5
kegg.compound:C09099
knapsack:C00000998
reaxys:66743

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:28327`	naringenin 7-O-β-D-glucoside	`antibioticmech:chebi-e536cca9d2`	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.