1-Aminocyclopropane-1-carboxylic acid
Grundinformationen
- CAS
22059-21-8- Standard-SMILES
NC1(C(=O)O)CC1- InChIKey
PAJPWUMXBYXFCZ-UHFFFAOYSA-N- Summenformel
- C4H7NO2
- Durchschnittliche Molmasse
- 101,1 g/mol
- Monoisotopische Masse
- 101,04767847
Überblick
1-aminocyclopropanecarboxylic acid is a non-proteinogenic alpha-amino acid consisting of cyclopropane having amino and carboxy substituents both at the 1-position. It has a role as a member of ethylene releasers and a plant metabolite. It is a monocarboxylic acid and a non-proteinogenic alpha-amino acid. It is functionally related to a cyclopropanecarboxylic acid. It is a conjugate acid of a 1-aminocyclopropanecarboxylate. It is a tautomer of a 1-aminocyclopropanecarboxylic acid zwitterion.
Namen und Bezeichner
- Bevorzugter Name
- 1-Aminocyclopropane-1-carboxylic acid
- IUPAC
- 1-aminocyclopropane-1-carboxylic acid
- Englischer Name
- 1-Aminocyclopropanecarboxylic acid
- Summenformel
- C4H7NO2
- Molmasse
- 101.1
Namen und Synonyme
1-Aminocyclopropanecarboxylic acid22059-21-81-Aminocyclopropane-1-carboxylic acidCyclopropanecarboxylic acid, 1-amino-ACC acidalpha-Aminocyclopropane carboxylic acid1-aminocyclopropane-1-carboxylate1-Aminocyclopropane carboxylic acid3K9EJ633GLNSC-98430DTXSID9039577CHEBI:18053
Weitere Namen anzeigen
ACCAc3cH-ACPC-OHAMinocyclopropanecarboxylic acid1-Aminocyclopropane-1-carboxylic acid (ACC)Acpc-OH
RefChem:429423DTXCID7019577606-917-81-azaniumylcyclopropane-1-carboxylateacpcMFCD000099441-Amino-1-cyclopropanecarboxylic acid1-Amino-1-carboxycyclopropane
Datenbank-Bezeichner
- CAS
22059-21-8- PubChem CID
- 535
- DTXSID
DTXSID9039577
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,8
- Polarare Oberfläche (TPSA)
- 63,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 7
- Formalladung
- 0
- Komplexität
- 106
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Pesticides
Other Treatment
Active substance -> EU Pesticides database: Pending
LogP-2.78
Melting Point229 - 231 °C
Physical DescriptionSolid
Dissociation Constants2.73
Collision Cross Section135.6 Ų [M-H]-
Physikochemische Eigenschaften
- Schmelzpunkt
- 229 · 229-231 °C (lit.)
- Siedepunkt
- 189.47 °C · 189.47°C (rough estimate)
- Dichte
- 1.2245 · 1.2245 (rough estimate)
- Brechungsindex
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory InformationREACH registered substance: 1-aminocyclopropane-1-carboxylic acid (EC: 606-917-8)
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29213000
- RTECS-Nr.
- GZ1110000
- risk_code
- 36/37/38
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36-37/39
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
Cellular LocationsCytoplasm
Anwendungen
Beschreibung1-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.
Verwenden1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
87
Notizen zur Verbindung
Wird geladen…