pyriofenone

CHEBI:83346 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An aromatic ketone that is metrafenone in which the 3-bromo-6-methoxy-2-methylphenyl group is replaced by a 5-chloro-2-methoxy-4-methylpyridin-3-yl group. It is a fungicide developed for the control of powdery mildew in cereals and grape vines. — 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:35618 CHEBI:35618
CHEBI:39173 CHEBI:39173
CHEBI:76224 CHEBI:76224
CHEBI:87035 CHEBI:87035

Chemical structure

Computed structure properties
Molecular formula	C18H20ClNO5
Charge	0
Average mass	365.813 Da
Monoisotopic mass	365.103 Da
Source	ChEBI
InChIKey	NMVCBWZLCXANER-UHFFFAOYSA-N

SMILES

COc1cc(C)c(C(=O)c2c(OC)ncc(Cl)c2C)c(OC)c1OC

InChI

InChI=1S/C18H20ClNO5/c1-9-7-12(22-3)16(23-4)17(24-5)13(9)15(21)14-10(2)11(19)8-20-18(14)25-6/h7-8H,1-6H3

Also called

(5-chloro-2-methoxy-4-methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanone (EXACT_SYNONYM)— chebi
(5-chloro-2-methoxy-4-methyl-3-pyridinyl)(2,3,4-trimethoxy-6-methylphenyl)methanone (EXACT_SYNONYM)— chebi
(5-chloro-2-methoxy-4-methyl-3-pyridyl)(4,5,6-trimethoxy-o-tolyl)methanone (EXACT_SYNONYM)— chebi
IKF-309 (EXACT_SYNONYM)— chebi
pyriofénone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:688046-61-9
pesticides:pyriofenone
ppdb:2460
reaxys:11330354

Activity roles

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

CHEBI:24127 CHEBI:24127
CHEBI:86328 CHEBI:86328

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:83346`	pyriofenone	`antibioticmech:chebi-de9eaf6c45`	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.