valifenalate

CHEBI:83610 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A diastereoisomeric mixture of L-(R)- and L-(S)-valifenalate. An anti-peronosporic fungicide, it is used to control mildew in many crops including grapes, potatoes and tomatoes. — 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:60915 CHEBI:60915
CHEBI:87013 CHEBI:87013

Chemical structure

Computed structure properties
Molecular formula	C19H27ClN2O5
Charge	0
Average mass	398.887 Da
Monoisotopic mass	398.16085 Da
Source	ChEBI
InChIKey	DBXFMOWZRXXBRN-LWKPJOBUSA-N

SMILES

COC(=O)CC(NC(=O)[C@@H](NC(=O)OC(C)C)C(C)C)c1ccc(Cl)cc1

InChI

InChI=1S/C19H27ClN2O5/c1-11(2)17(22-19(25)27-12(3)4)18(24)21-15(10-16(23)26-5)13-6-8-14(20)9-7-13/h6-9,11-12,15,17H,10H2,1-5H3,(H,21,24)(H,22,25)/t15?,17-/m0/s1

Also called

methyl 3-(4-chlorophenyl)-3-{[N-(isopropoxycarbonyl)-L-valyl]amino}propanoate (EXACT_SYNONYM)— chebi
methyl N-(isopropoxycarbonyl)-L-valyl-3-(4-chlorophenyl)-β-alaninate (EXACT_SYNONYM)— chebi
methyl N-(isopropoxycarbonyl)-L-valyl-3-(p-chlorophenyl)-β-alaninate (EXACT_SYNONYM)— chebi
methyl N-[(1-methylethoxy)carbonyl]-L-valyl-3-(4-chlorophenyl)-β-alaninate (EXACT_SYNONYM)— chebi
valifénalate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:283159-90-0
pesticides:valifenalate
ppdb:1659
reaxys:11327531

Activity roles

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

CHEBI:24127 CHEBI:24127
CHEBI:35718 CHEBI:35718
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:83610`	valifenalate	`antibioticmech:chebi-2cde3208af`	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.