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DL-AP4 (sodium)

CAT: 0804-HY-110070Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-110070Size:1 Each
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Description
DL-AP4 sodium (2-Amino-4-phosphonobutyric acid sodium) is an agonist for metabotropic glutamate receptors (mGluR). DL-AP4 sodium binds to mGluR4, activates the signaling pathway that is negatively correlated with adenylate cyclase, and inhibits the Forskolin -induced production of cAMP. DL-AP4 sodium is also an inhibitor for ON channel, that reduces the sensitivity of photoreceptors to brightness changes[1][2].
CAS Number
1263093-79-3
Product Name Alternative
2-Amino-4-phosphonobutyric acid (sodium)
UNSPSC
12352211
Target
MGluR
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease; Others
Assay Protocol
https://www.medchemexpress.com/dl-ap4-sodium.html
Smiles
OC(C(N)CCP(O)(O[Na])=O)=O
Molecular Formula
C4H9NNaO5P
Molecular Weight
205.08
References & Citations
[1]Thomsen C, et al., L-2-amino-4-phosphonobutyrate (L-AP4) is an agonist at the type IV metabotropic glutamate receptor which is negatively coupled to adenylate cyclase. Eur J Pharmacol. 1992 Nov 2;227 (3) :361-2.|[2]Dolan RP, et al., Effects of ON channel blockade with 2-amino-4-phosphonobutyrate (APB) on brightness and contrast perception in monkeys. Vis Neurosci. 1994 Jan-Feb;11 (1) :23-32.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

DL-AP4 Sodium salt
CAS Number1263093-79-3
PubChem CID52974248
IUPAC Namesodium (3-amino-3-carboxypropyl)-hydroxyphosphinate
Molecular FormulaC4H9NNaO5P
Molecular Weight205.08
Topological Polar Surface Area124
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count12
Formal Charge0
Complexity198
SMILES
C(CP(=O)(O)[O-])C(C(=O)O)N.[Na+]
InChI
InChI=1S/C4H10NO5P.Na/c5-3(4(6)7)1-2-11(8,9)10;/h3H,1-2,5H2,(H,6,7)(H2,8,9,10);/q;+1/p-1
InChIKey
IGWPQOULJIILQQ-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of DL-AP4 Sodium salt
CAS: 1263093-79-3
CID: 52974248
Formula: C4H9NNaO5P
MW: 205.08
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight205.08
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass205.01160367
Monoisotopic Mass205.01160367
Topological Polar Surface Area124 Ų
Heavy Atom Count12
Formal Charge0
Complexity198
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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