CHEBI:176565 - methyl 3-(4-hydroxyphenyl)propionate

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ChEBI Name methyl 3-(4-hydroxyphenyl)propionate
ChEBI ID CHEBI:176565
Definition A methyl ester resulting from the formal condensation of the carboxy group of phloretic acid with methanol. It is a nitrification inhibitor and a plant growth regulator.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Supplier Information
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Formula C10H12O3
Net Charge 0
Average Mass 180.203
Monoisotopic Mass 180.07864
InChI InChI=1S/C10H12O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-3,5-6,11H,4,7H2,1H3
InChIKey XRAMJHXWXCMGJM-UHFFFAOYSA-N
SMILES COC(=O)CCC1=CC=C(O)C=C1
Roles Classification
Biological Role(s): nitrification inhibitor
Any inhibitor added to nitrogen fertilizers which can reduce the rate at which ammonium is converted to nitrate. Under appropriate conditions, this can help reduce nitrogen losses through denitrification and leaching.
plant growth regulator
A chemical, natural or artificial, that can affect the rate of growth of a plant.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methyl 3-(4-hydroxyphenyl)propionate (CHEBI:176565) has functional parent phloretic acid (CHEBI:32980)
methyl 3-(4-hydroxyphenyl)propionate (CHEBI:176565) has role nitrification inhibitor (CHEBI:148436)
methyl 3-(4-hydroxyphenyl)propionate (CHEBI:176565) has role plant growth regulator (CHEBI:26155)
methyl 3-(4-hydroxyphenyl)propionate (CHEBI:176565) is a methyl ester (CHEBI:25248)
methyl 3-(4-hydroxyphenyl)propionate (CHEBI:176565) is a phenols (CHEBI:33853)
IUPAC Name
methyl 3-(4-hydroxyphenyl)propanoate
Synonyms Sources
3-(4-hydroxyphenyl)propionic acid methyl ester NIST Chemistry WebBook
3-(4-hydroxyphenyl)propionic acid methyl ether UniProt
4-hydroxybenzenepropanoic acid methyl ester ChemIDplus
methyl 3-(p-hydroxyphenyl)propionate NIST Chemistry WebBook
methyl 4-hydroxyhydrocinnamate NIST Chemistry WebBook
methyl p-hydroxyhydrocinnamate NIST Chemistry WebBook
Manual Xref Database
72006 ChemSpider
View more database links
Registry Numbers Types Sources
2211073 Reaxys Registry Number Reaxys
5597-50-2 CAS Registry Number NIST Chemistry WebBook
5597-50-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12510826 PubMed citation Europe PMC
21486666 PubMed citation Europe PMC
27217493 PubMed citation Europe PMC
Last Modified
04 November 2022