1-aminocyclopropane-1-carboxylic acid

• ChemBase ID: 1848
• Molecular Formular: C4H7NO2
• Molecular Mass: 101.10388
• Monoisotopic Mass: 101.04767847
• SMILES: NC1(CC1)C(=O)O
• Canonical SMILES: OC(=O)C1(N)CC1
• InChI: InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
• InChIKey: PAJPWUMXBYXFCZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-aminocyclopropane-1-carboxylic acid
• IUPAC Traditional name: 1-aminocyclopropane-1-carboxylic acid; ACC
• Synonyms: 1-AMINOCYCLOPROPANE-1-1CARBOXYLIUC ACID; ACPC; 1-Aminocyclopropanecarboxylic acid; 1-Aminocyclopropane-1-carboxylic acid; 1-Aminocyclopropanecarboxylic Acid; 1-Amino-1-carboxycyclopropane; 1-Aminocyclopropane-1-carboxylate; ACC; NSC 98430; α-Aminocyclopropanecarboxylic Acid; 1-Aminocyclopropanecarboxylic Acid

Database IDs

• CAS Number: 22059-21-8
• MDL Number: MFCD00009944
• Beilstein Number: 2076413
• PubChem SID: 160965303; 46505058; 24890826
• PubChem CID: 535
• CHEBI ID: 58360
• CHEMBL: 265325
• Chemspider ID: 520
• DrugBank ID: DB02085
• KEGG ID: C01234
• Wikipedia Title: 1-Aminocyclopropane-1-carboxylic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2009416
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.7160702
• LogD (pH = 7.4): -2.7203784
• Log P: -2.7160707
• Molar Refractivity: 23.2544 cm^3
• Polarizability: 9.473591 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.05
• LOG S: 0.64
• Solubility (Water): 4.37e+02 g/l

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White to Off-White Solid
• Melting Point: 229-231 °C(lit.); 230-231°C; 246-250°C (dec.); 255-259°C (dec.)
• Hydrophobicity(logP): -2.78 [TSAI,RS ET AL. (1991)]; -3.372

Safety Information

• Storage Condition: 0°C, Desiccate; -20°C Freezer
• Storage Warning: IRRITANT; Irritant
• RTECS: GZ1110000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... NARG2(79664)mouse ... NARG2(93697)rat ... LOC686240(686240), NARG2(691379)

Product Information

• Purity: ≥98% (TLC); ≥98.0% (NT); 95%; 95+%; 97%; 98%
• Impurities: ≤10% water
• Empirical Formula (Hill Notation): C4H7NO2

DETAILS

MP Biomedicals - 05201195

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150348

Crystalline
Intermediate in the conversion of methionine to ethylene during the ripening in apples.

DrugBank - DB02085

Drug information: experimental

Apollo Scientific Ltd - OR0355T

An NMDA receptor agonist acting at the glycine site.

Sigma Aldrich - A3903

Biochem/physiol Actions
NMDA agonist acting at the glycine site
Packaging
1 g in glass bottle
100, 250 mg in glass bottle

Sigma Aldrich - 07626

Biochem/physiol Actions
NMDA agonist acting at the glycine site
Other Notes
Ethylene biosynthesis: Identification of 1-aminocylopropane-1-carboxylic acid as an intermediate in the conversion of methionine to ethylene1

Toronto Research Chemicals - A603550

1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site.

REFERENCES

• D.O. Adams and S.F. Yang, Proc. Natl. Acad. Sci. , 76 : 170, (1979).
• McArtney, S., et al.: HortScience, 37, 662 (2002)
• Li, J., et al.: J. Plant Growth Regulation, 27, 283 (2002)
• Botton, A., et al.: Plant Physiology, 155, 185 (2002)