Basic information
- CAS
22059-21-8- Standard SMILES
[NH3+]C1(C(=O)[O-])CC1- InChIKey
PAJPWUMXBYXFCZ-UHFFFAOYSA-N- Molecular formula
- C4H7NO2
- Average molar mass
- 101.1 g/mol
- Monoisotopic mass
- 101.04767847
Overview
1-aminocyclopropanecarboxylic acid zwitterion is an amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of 1-aminocyclopropanecarboxylic acid; major species at pH 7.3. It has a role as a plant metabolite. It is a conjugate acid of a 1-aminocyclopropanecarboxylate. It is a tautomer of a 1-aminocyclopropanecarboxylic acid.
Names & identifiers
- Preferred name
- 1-Ammoniocyclopropanecarboxylate
- IUPAC
- 1-azaniumylcyclopropane-1-carboxylate
- English name
- 1-Aminocyclopropanecarboxylic acid
- Molecular formula
- C4H7NO2
- Molecular weight
- 101.1
Names & synonyms
1-ammoniocyclopropanecarboxylate1-azaniumylcyclopropanecarboxylateCHEBI:583601-aminocyclopropanecarboxylic acid zwitterion1-AMINOCYCLOPROPANE-1-CARBOXYLIC ACIDACCAc3c1-AMinocyclopropane-1-carboxylateH-ACPC-OHAMinocyclopropanecarboxylic acidCyclopropanecarboxylic acid, 1-amino-1-AMINO-1-CYCLOPROPANECARBOXYLIC ACID
Show more names
1-Aminocyclopropane-1-carboxylic acid (ACC)Acpc-OH
Database identifiers
- CAS
22059-21-8- PubChem CID
- 6971063
- ChEBI
CHEBI:58360- Nikkaji
- J437.058I
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 67.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 101
Experimental & physicochemical properties
LogP-2.78
Melting Point229 - 231 °C
Physical DescriptionSolid
Dissociation Constants2.73
Physicochemical properties
- Melting point
- 229 · 229-231 °C (lit.)
- Boiling point
- 189.47 °C · 189.47°C (rough estimate)
- Density
- 1.2245 · 1.2245 (rough estimate)
- refractive index
- 1.434 · 1.4340 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Water (Slightly)
- form
- Powder and Granules
- pka
- 2.29 · 2.29±0.20(Predicted)
- color
- White to off-white
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- GZ1110000
- hs_code
- 29213000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36-37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
Description1-Aminocyclopropanecarboxylic acid (ACPC) is an intermediate in the synthesis of ethylene, the plant hormone responsible for biological processes ranging from seed germination to organ senescence. ACPC has been shown to modulate NMDA receptor activity by acting as a partial agonist at the glycine-binding site on NMDA receptors (EC50 = 0.7-0.9 μM) in the presence of low levels (1 μM) of glutamate and as a competitive antagonist at the glutamate-binding site on NMDA receptors (EC50 = 81.6 nM) with high levels (10 μM) of glutamate. This compound has been reported to protect against neuron cell death in in vivo models of ischemia by enabling moderate levels of NMDA receptor activation and attenuating any excess NMDA receptor signaling that may lead to neurotoxicity.
Uses1-Aminocyclopropane-1-carboxylic Acid is an intermediate in the conversion of methionine to ethylene during the ripening in apples. It also plays an important role in the biosynthesis of the plant hormone ethylene.1-Aminocyclopropane-1-carboxylic Acid is shown to block convulsions and death produced by NMDA exposure, significantly reducing seizure induction and cell death of NMDA-treated hippocampal neurons. 1-Aminocyclopropane-1-carboxylic Acid is produced endogenously in the tomato and other higher plants as a product of the action of 1-aminocyclopropane-1-carboxylic acid synthase in the biosynthesis of ethylene.
Uses1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site.
General Description1-Aminocyclopropanecarboxylic acid is a member of 1-aminocycloalkanecarboxylic acids.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…