MAP4 - Moligand™, ≥96%(HPLC) , Antagonist of mGlu 4 receptor;Antagonist of mGlu 6 receptor;Antagonist of mGlu 7 receptor;Antagonist of mGlu 8 receptor, CAS No.157381-42-5, Antagonist of mGlu 4 receptor;Antagonist of mGlu 6 receptor;Antagonist of mGlu 7 receptor;Antagonist of mGlu 8 receptor

CAS: 157381-42-5 Cat. No.: M288456 Molecular Weight: 197.13 EC Number: 633-887-3

GRADE & PURITY Moligand™, ≥96%(HPLC)

Synonyms

4-Phosphono-L-isovaline | J-009412 | SR-01000597625-1 | NCGC00024744-01 | MAP4 | DTXSID40935660 | NCGC00024744-02 | AKOS006272533 | HY-101164 | (S)-MAP4 | (2S)-2-amino-2-methyl-4-phosphonobutanoic acid | GTPL1414 | Q27083516 | SCHEMBL179781 | L-Isovaline,

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

4-Phosphono-L-isovaline | J-009412 | SR-01000597625-1 | NCGC00024744-01 | MAP4 | DTXSID40935660 | NCGC00024744-02 | AKOS006272533 | HY-101164 | (S)-MAP4 | (2S)-2-amino-2-methyl-4-phosphonobutanoic acid | GTPL1414 | Q27083516 | SCHEMBL179781 | L-Isovaline,

Specifications & Purity

Moligand™, ≥96%(HPLC)

Biochemical and Physiological Mechanisms

Selective group III metabotropic glutamate receptor antagonist in some electrophysiological systems. Group II/group III agonist in certain neurochemical systems.

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

ANTAGONIST

Mechanism of action

Antagonist of mGlu 4 receptor;Antagonist of mGlu 6 receptor;Antagonist of mGlu 7 receptor;Antagonist of mGlu 8 receptor

Purity

≥96%(HPLC)

Names and Identifiers

• Canonical Smiles: CC(CCP(=O)(O)O)(C(=O)O)N
• IUPAC Name: (2S)-2-amino-2-methyl-4-phosphonobutanoic acid
• InChIKey: HONKEGXLWUDTCF-YFKPBYRVSA-N
• INCHI: 1S/C5H12NO5P/c1-5(6,4(7)8)2-3-12(9,10)11/h2-3,6H2,1H3,(H,7,8)(H2,9,10,11)/t5-/m0/s1
• Isomeric SMILES: C[C@](CCP(=O)(O)O)(C(=O)O)N
• Molecular Weight: 197.13
• Reaxy-Rn: 2094898
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2094898&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 D-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: D-alpha-amino acids
• Alternative Parents: Fatty acids and conjugates Organic phosphonic acids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organophosphorus compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: D-alpha-amino acid - Fatty acid - Organophosphonic acid - Organophosphonic acid derivative - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organopnictogen compound - Primary amine - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Primary aliphatic amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GRM4 Tchem Metabotropic glutamate receptor 4 (1 Activities)

Discover Target: GRM4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GRM7 Tchem Metabotropic glutamate receptor 7 (1 Activities)

Discover Target: GRM7

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GRM8 Tchem Metabotropic glutamate receptor 8 (0 Activities)

Discover Target: GRM8

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GRM6 Tchem Metabotropic glutamate receptor 6 (1 Activities)

Discover Target: GRM6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 19.71, Max Conc. mM: 100
• Molecular Weight: 197.130 g/mol
• XLogP3: -4.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 197.045 Da
• Monoisotopic Mass: 197.045 Da
• Topological Polar Surface Area: 121.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 224.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1