CAS 63088-04-0|@(3r)-3-methyl-L-glutamic acid|(2R,3S)-2-amino-3-methylpentanedioic acid|2s,3r-2-Amino-3-Methylpentanedioic Acid|(3r)-3-Methyl-L-Glutamic Acid|threo-3-Methylglutamate|T3MG|(±)-threo-...

General Information

Structure

Molecular Formula

C₆H₁₁NO₄

Molecular Mass

161.15584

Exact Mass

161.06880784

Charge

InChI

InChI=1S/C6H11NO4/c1-3(2-4(8)9)5(7)6(10)11/h3,5H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,5+/m0/s1

InChIKey

FHJNAFIJPFGZRI-WVZVXSGGSA-N

Canonic Smiles

OC(=O)C[C@@H]([C@H](C(=O)O)N)C

Isomeric Smiles

C[C@@H](CC(=O)O)[C@@H](N)C(=O)O

Calculated Properties

JChem

Acid pKa

2.0174649

H Acceptors

H Donor

LogD (pH = 5.5)

-3.970985

LogD (pH = 7.4)

-5.728246

Log P

-2.880448

Molar Refractivity

35.7593

Polarizability

14.494345

Polar Surface Area

100.62

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

-3.3

LOG S

-0.63

Solubility (Water)

3.81e+01 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC name

(2R,3S)-2-amino-3-methylpentanedioic acid

IUPAC Traditional name

@(3r)-3-methyl-L-glutamic acid (3r)-3-methyl-L-glutamic acid

Synonyms

2s,3r-2-Amino-3-Methylpentanedioic Acid(3r)-3-Methyl-L-Glutamic AcidT3MGthreo-3-Methylglutamate(±)-threo-3-Methylglutamic acid3MG

Names and Identifiers

Registration numbers

PubChem SID

1609651234650611046508849

PubChem CID

6604760

CAS Number

63088-04-0

MDL Number

MFCD09836097

Registration numbers

Properties

Safety Information

Safety Statements

European Hazard Symbols

Irritant (Xi)

Warning

36/37/38

Download link

P261-P305+P351+P338

room temp

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

H315-H319-H335

Product Information

C6H11NO4

(single spot, TLC)

Physical Property

H2O: >1.5 mg/dL

white to off-white powder

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB01898

Drug information: experimental

DB03810

Drug information: experimental

Sigma Aldrich

T2455

Biochem/physiol Actions
T3MG is a selective inhibitor of excitatory amino acid transporters GLT-1, EAAT2, and EAAT4. T3MG has long been utilized as a gold standard in the study of general EAAT function. It has more recently been shown to be selective for EAAT2 and EAAT4 as compared to EAAT1 and EAAT3 in electrophysiology and glutamate/aspartate uptake assays. Although there are other EAAT2-selective compounds, this is the first tool with selectivity for EAAT4. T3MG is not a substrate for the transporters themselves, nor does it have activity at glutamate ion channels.

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity

PubChem BioAssay

Bioactivity