1-aminocyclopropanecarboxylic acid (CHEBI:18053)

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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:CB8462842, eMolecules:30154536, eMolecules:1934769, eMolecules:36500472, ZINC000100064834

Download	Molfile XML SDF

Wikipedia	License
Geldanamycin is a 1,4-benzoquinone ansamycin antitumor antibiotic that inhibits the function of Hsp90 (Heat Shock Protein 90) by binding to the unusual ADP/ATP-binding pocket of the protein. HSP90 client proteins play important roles in the regulation of the cell cycle, cell growth, cell survival, apoptosis, angiogenesis and oncogenesis. Geldanamycin induces the degradation of proteins that are mutated or overexpressed in tumor cells such as v-Src, Bcr-Abl, p53, and ERBB2. This effect is mediated via HSP90. Despite its potent antitumor potential, geldanamycin presents several major drawbacks as a drug candidate such as hepatotoxicity, further, Jilani et al.. reported that geldanamycin induces the apoptosis of erythrocytes under physiological concentrations. These side effects have led to the development of geldanamycin analogues, in particular analogues containing a derivatisation at the 17 position: 17-AAG 17-DMAG
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Formula

C4H7NO2

Net Charge

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.

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
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Last Modified

26 March 2015