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L-AP4

CAT: 0931-T15692-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T15692-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
23052-81-5
Target
GluR
Related Pathways
Neuroscience
Bioactivity
L-APB is an effective and specific agonist for the group III mGluRs (EC50s: 0.13, 0.29, 1.0, 249 μM for mGlu4, mGlu8, mGlu6, and mGlu7 receptors, respectively) .
Smiles
C([C@@H](C(O)=O)N)CP(=O)(O)O
Molecular Formula
C4H10NO5P
Molecular Weight
183.1
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(2S)-2-amino-4-phosphonobutanoic acid

(2S)-2-amino-4-phosphonobutanoic acid is a non-proteinogenc L-alpha-amino acid that is L-alpha-aminobutyric acid in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-5-phosphanyl group. It is a potent and selective agonist for the group III metabotropic glutamate receptors (mGluR4/6/7/8). It has a role as a metabotropic glutamate receptor agonist. It is a member of phosphonic acids and a non-proteinogenic L-alpha-amino acid.

CAS Number23052-81-5
PubChem CID179394
IUPAC Name(2S)-2-amino-4-phosphonobutanoic acid
Molecular FormulaC4H10NO5P
Molecular Weight183.10
XLogP-5.5
Topological Polar Surface Area121
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count11
Formal Charge0
Complexity187
SMILES
C(CP(=O)(O)O)[C@@H](C(=O)O)N
InChI
InChI=1S/C4H10NO5P/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1
InChIKey
DDOQBQRIEWHWBT-VKHMYHEASA-N
Chemical Structure
2D Structure
2D structure of (2S)-2-amino-4-phosphonobutanoic acid
CAS: 23052-81-5
CID: 179394
Formula: C4H10NO5P
MW: 183.10
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight183.10
XLogP3-5.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass183.02965942
Monoisotopic Mass183.02965942
Topological Polar Surface Area121 Ų
Heavy Atom Count11
Formal Charge0
Complexity187
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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