HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 3857Erstellt: 27. Oktober 2026
2-Amino-3-phosphonopropionic acid
2-AP3 · Alanine, 3-phosphono- · 2-Amino-3-phosphonopropionic acid · (+-)-2-Amino-3-phosphonopropionic acid ( AP-3)NMDA antagonist
https://huagongshe.com/de/chemical/3857
Identifikatoren & physikalische Daten
| CAS No. | 20263-06-3 |
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| Summenformel | C3H8NO5P |
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| Durchschnittliche Molmasse | 169,07 g/mol |
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| Monoisotopische Masse | 169,01400899 g/mol |
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| SMILES | NC(CP(=O)(O)O)C(=O)O |
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| InChIKey | LBTABPSJONFLPO-UHFFFAOYSA-N |
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| PubChem CID | 3857 |
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| ChEMBL | CHEMBL88621 |
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| ChEBI | CHEBI:28388 |
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| EC No. | 633-843-3 |
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| DTXSID | DTXSID40863590 |
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Chemische & physikalische Eigenschaften
| XLogP | -5,2 |
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| Polarare Oberfläche (TPSA) | 121 |
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| H-Brücken-Donoren | 4 |
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| H-Brücken-Akzeptoren | 6 |
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| Frei drehbare Bindungen | 3 |
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| Schwere Atome | 10 |
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| Formalladung | 0 |
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| Komplexität | 174 |
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| Physical Description | Solid |
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| Siedepunkt | 481.6±55.0 °C(Predicted) |
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| Dichte | 1.763±0.06 g/cm3(Predicted) |
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| Löslichkeit | PBS (pH 7.2): 2 mg/ml |
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| Aggregatzustand | White powder. |
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| pKa (Säurekonstante) | 1.22±0.10(Predicted) |
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| Farbe | White to off-white |
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Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (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 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
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| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
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| Zollcode | 2931499090 |
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Anwendungen & Verwendung
Beschreibung
Metabotropic glutamate receptors (mGluR1-8) are G protein-coupled receptors that function to modulate brain excitatory signaling via presynaptic, postsynaptic, and glial mechanisms. DL-AP3 is a competitive mGluR1 antagonist that demonstrates a Ki value of 298 μM and an IC50 value of 1mM for rat mGluR1α when challenged with glutamate. DL-AP3 can antagonize excitatory amino acid-induced phosphoinositide hydrolysis, induce Ca2+ mobilization in rat hippocampal slices, and inhibit phosphoserine phosphatase in rat brain cortex. At concentrations from 10-300 μM DL-AP3 has been used to characterize the role of mGluR in long-term potentiation in the hippocampus in a model of learning and memory, the release of glutamate in Parkinson’s disease, and the increased activity of mGluR implicated in fragile X syndrome.
