6,8-diprenylnaringenin

CHEBI:2156 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A trihydroxyflavanone that is (S)-naringenin substituted by prenyl groups at positions 6 and 8. — 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:140331 CHEBI:140331
CHEBI:140377 CHEBI:140377
CHEBI:38739 CHEBI:38739

Chemical structure

Computed structure properties
Molecular formula	C25H28O5
Charge	0
Average mass	408.494 Da
Monoisotopic mass	408.19367 Da
Source	ChEBI
InChIKey	HCNLDGTUMBOHKT-NRFANRHFSA-N

SMILES

CC(C)=CCc1c(O)c(CC=C(C)C)c2c(c1O)C(=O)C[C@@H](c1ccc(O)cc1)O2

InChI

InChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3/t21-/m0/s1

Also called

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one (EXACT_SYNONYM)— chebi
Lonchocarpol A (EXACT_SYNONYM)— chebi
Senegalensin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:68236-11-3
kegg.compound:C09724
knapsack:C00000954
reaxys:6940246

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:2156`	6,8-diprenylnaringenin	`antibioticmech:chebi-a0a64e8e12`	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.