CHEBI:18053 - 1-aminocyclopropanecarboxylic acid

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ChEBI Name 1-aminocyclopropanecarboxylic acid
ChEBI ID CHEBI:18053
Definition A non-proteinogenic α-amino acid consisting of cyclopropane having amino and carboxy substituents both at the 1-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:39590, CHEBI:19027, CHEBI:19028, CHEBI:609
Supplier Information ChemicalBook:CB5338946, eMolecules:515191
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Muscimol (also known as agarin or pantherine) is the principal psychoactive constituent of Amanita muscaria and Amanita pantherina. Muscimol is a potent and selective orthosteric agonist for the GABAA receptor and displays sedative-hypnotic, depressant and hallucinogenic psychoactivity. This colorless or white solid is classified as an isoxazole. Muscimol underwent a phase I clinical trial for epilepsy, but drug development was discontinued. Muscimol, an agonist for the GABAA receptor, was able to significantly alleviate pain in its peak effect, recent studies from 2023 show. It has since been federally banned in Australia and is pending FDA review in the United States, but scientists believe it may relieve pain as well as some opioids without much of the risk of addiction associated with opioids.
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Formula C4H7NO2
Net Charge 0
Average Mass 101.10392
Monoisotopic Mass 101.04768
InChI InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
InChIKey PAJPWUMXBYXFCZ-UHFFFAOYSA-N
SMILES NC1(CC1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): ethylene releasers

plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing 1-aminocyclopropanecarboxylic acid (CHEBI:18053) has functional parent cyclopropanecarboxylic acid (CHEBI:23500)
1-aminocyclopropanecarboxylic acid (CHEBI:18053) has role ethylene releasers (CHEBI:24002)
1-aminocyclopropanecarboxylic acid (CHEBI:18053) has role plant metabolite (CHEBI:76924)
1-aminocyclopropanecarboxylic acid (CHEBI:18053) is a monocarboxylic acid (CHEBI:25384)
1-aminocyclopropanecarboxylic acid (CHEBI:18053) is a non-proteinogenic α-amino acid (CHEBI:83925)
1-aminocyclopropanecarboxylic acid (CHEBI:18053) is conjugate acid of 1-aminocyclopropanecarboxylate (CHEBI:30526)
1-aminocyclopropanecarboxylic acid (CHEBI:18053) is tautomer of 1-aminocyclopropanecarboxylic acid zwitterion (CHEBI:58360)
Incoming 1-malonylaminocyclopropanecarboxylic acid (CHEBI:21746) is a 1-aminocyclopropanecarboxylic acid (CHEBI:18053)
1-aminocyclopropanecarboxylate (CHEBI:30526) is conjugate base of 1-aminocyclopropanecarboxylic acid (CHEBI:18053)
1-aminocyclopropanecarboxylic acid zwitterion (CHEBI:58360) is tautomer of 1-aminocyclopropanecarboxylic acid (CHEBI:18053)
IUPAC Name
1-aminocyclopropane-1-carboxylic acid
Synonyms Sources
1-Aminocyclopropane-1-carboxylic acid KEGG COMPOUND
1-AMINOCYCLOPROPANECARBOXYLIC ACID PDBeChem
ACC ChemIDplus
Manual Xrefs Databases
1-Aminocyclopropane-1-carboxylic_acid Wikipedia
1AC PDBeChem
acc Alan Wood's Pesticides
C00007566 KNApSAcK
C01234 KEGG COMPOUND
CPD-68 MetaCyc
DB02085 DrugBank
HMDB0036458 HMDB
View more database links
Registry Numbers Types Sources
2076413 Reaxys Registry Number Reaxys
22059-21-8 CAS Registry Number KEGG COMPOUND
22059-21-8 CAS Registry Number ChemIDplus
362607 Gmelin Registry Number Gmelin
Citations Types Sources
24120532 PubMed citation Europe PMC
24495994 PubMed citation Europe PMC
Last Modified
26 March 2015