5-L-glutamyl-taurine

HCID 68759
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Basic information

CAS
56488-60-9
Standard SMILES
N[C@@H](CCC(=O)NCCS(=O)(=O)O)C(=O)O
InChIKey
WGXUDTHMEITUBO-YFKPBYRVSA-N
Molecular formula
C7H14N2O6S
Average molar mass
254.26 g/mol
Monoisotopic mass
254.05725717

Overview

Glutaurine is a dipeptide resulting from the formal condensation of the amino group of taurine with the gamma-carboxy group of L-glutamic acid. It was initially found in the parathyroid in 1980 and later in the brain of mammals. It has a role as a hormone, an anxiolytic drug, an anticonvulsant, a mammalian metabolite, a mouse metabolite and a human metabolite. It is a L-glutamine derivative, a sulfonic acid and a dipeptide. It is functionally related to a taurine. It is a tautomer of a glutaurine zwitterion.

Names & identifiers

Preferred name
5-L-glutamyl-taurine
IUPAC
(2S)-2-amino-5-oxo-5-(2-sulfoethylamino)pentanoic acid
English name
Glutaurine
Molecular formula
C7H14N2O6S
Molecular weight
254.26

Names & synonyms

5-L-Glutamyl-taurine(2S)-2-amino-4-[(2-sulfoethyl)carbamoyl]butanoic acid(2S)-2-amino-4-((2-sulfoethyl)carbamoyl)butanoic acidRefChem:1073049Glutaurine56488-60-9Litoralongamma-GlutamyltaurineGlutaurinagamma-L-Glutamyltaurine5-Glutamyl-taurineGlutaurine [INN]
Show more names
γ-Glutamyltaurineγ-Glu-TauSulfoglutamideGlutaurine sodiumL-γ-Glutamyltaurine
N-(2-Sulfoethyl)-L-glutamineGlutaurinumGlutaurine Sodium Salt(2S)-2-amino-5-oxo-5-(2-sulfoethylamino)pentanoic acid(S)-2-Amino-5-oxo-5-((2-sulfoethyl)amino)pentanoic acidB5T2Z06Y9NGlutaurina [Spanish]Glutaurin

Database identifiers

CAS
56488-60-9
PubChem CID
68759
DTXSID
DTXSID20205030
ChEMBL
CHEMBL2106758
ChEBI
CHEBI:27694
UNII
B5T2Z06Y9N
Nikkaji
J12.619E

Properties

Computed structural properties

XLogP
-4.9
Topological polar surface area
155 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
7
Rotatable bonds
7
Heavy atoms
16

Experimental & physicochemical properties

Physical DescriptionSolid

Physicochemical properties

Melting point
223 · 223-226 °C
Density
1.52 · 1.520±0.06 g/cm3(Predicted)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2–8 °C
solubility
1 mg/ml; · DMF: insol; DMSO: 1 mg/ml; Ethanol: insol; PBS (pH 7.2): 5 mg/ml
form
A solid
pka
1.4 · 1.40±0.50(Predicted)

Safety & regulation

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302
Precautionary statements
P264-P270-P301+P312-P330-P501

Chemistry & industry

Pharmacology

Metabolite PathwaysTaurine and Hypotaurine Metabolism

Applications

UsesGlutaurine has been observed to display antiepileptic effects with anti-amnesia properties. Mimics anxiolytic drug Diazepam (D416855).

Suppliers41 total

江苏生康迈翔科技有限公司18217475093 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
南京昱盛康生物科技有限公司13327808530 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Glutaurine is a dipeptide resulting from the formal condensation of the amino group of taurine with the gamma-carboxy group of L-glutamic acid. It was initially found in the parathyroid in 1980 and later in the brain of mammals. It has a role as a mouse metabolite, a mammalian metabolite, a human metabolite, an anticonvulsant, an anxiolytic drug and a hormone. It is a L-glutamine derivative, a sulfonic acid and a dipeptide. It is functionally related to a taurine. It is a tautomer of a glutaurine zwitterion.

Related reactions

2 records
New reaction record

Compound notes

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