CHEBI:137380 - prohexadione

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ChEBI Name prohexadione
ChEBI ID CHEBI:137380
Definition A 4-oxo monocarboxylic acid that is cyclohexanecarboxylic acid which is substituted by oxo groups at positions 3 and 5, and by a propanoyl group at position 4. A plant growth regulator, it is used (commonly as the corresponding calcium salt, known as prohexadione-calcium) as an anti-lodging agent in small-grain cereals.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter jewie
Supplier Information
Download Molfile XML SDF
Formula C10H12O5
Net Charge 0
Average Mass 212.200
Monoisotopic Mass 212.06847
InChI InChI=1S/C10H12O5/c1-2-6(11)9-7(12)3-5(10(14)15)4-8(9)13/h5,9H,2-4H2,1H3,(H,14,15)
InChIKey BUCOQPHDYUOJSI-UHFFFAOYSA-N
SMILES C1(CC(C(C(C1)=O)C(=O)CC)=O)C(=O)O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant growth regulator
A chemical, natural or artificial, that can affect the rate of growth of a plant.
gibberellin biosynthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of gibberellins.
Application(s): agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing prohexadione (CHEBI:137380) has role agrochemical (CHEBI:33286)
prohexadione (CHEBI:137380) has role gibberellin biosynthesis inhibitor (CHEBI:73193)
prohexadione (CHEBI:137380) has role plant growth regulator (CHEBI:26155)
prohexadione (CHEBI:137380) is a β-triketone (CHEBI:140323)
prohexadione (CHEBI:137380) is a 4-oxo monocarboxylic acid (CHEBI:35950)
prohexadione (CHEBI:137380) is conjugate acid of prohexadione(2−) (CHEBI:137424)
Incoming prohexadione(2−) (CHEBI:137424) is conjugate base of prohexadione (CHEBI:137380)
IUPAC Name
3,5-dioxo-4-propanoylcyclohexanecarboxylic acid
Synonyms Sources
3,5-dioxo-4-(1-oxopropyl)cyclohexanecarboxylic acid Alan Wood's Pesticides
3,5-dioxo-4-propanoylcyclohexane-1-carboxylic acid Alan Wood's Pesticides
3,5-dioxo-4-propionylcyclohexanecarboxylic acid IUPAC
DOCOC ChemIDplus
Manual Xrefs Databases
1719 PPDB
EP123001 Patent
prohexadione Alan Wood's Pesticides
US4678496 Patent
View more database links
Registry Numbers Types Sources
7763236 Reaxys Registry Number Reaxys
88805-35-0 CAS Registry Number ChemIDplus
88805-35-0 CAS Registry Number Alan Wood's Pesticides
Citation Waiting for Citations Type Source
20586105 PubMed citation Europe PMC
Last Modified
04 March 2018