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495-27-2

495-27-2 Structure

495-27-2 Structure
IdentificationBack Directory
[Name]

OPHTHALMIC ACID
[CAS]

495-27-2
[Synonyms]

OPHTHALMIC ACID
GLU(ABU-GLY-OH)-OH
H-g-Glu-Abu-Gly-OH
L-γGlu-L-Abu-Gly-OH
H-GLU(ABU-GLY-OH)-OH
H-GAMMA-GLU-ABU-GLY-OH
N-[(2S)-2-[(γGlu-)Amino]butyryl]glycine
N-[(S)-α-(L-γ-Glutamylamino)butyryl]glycine
Glycine, L-γ-glutamyl-(2S)-2-aminobutanoyl-
13C2,2H2]-Ophthalmic acid hydrochloride salt
(2S)-2-amino-4-[[(2S)-2-aminobutanoyl]-(carboxymethyl)carbamoyl]butanoic acid
(2S)-2-amino-5-[[(2S)-2-aminobutanoyl]-(carboxymethyl)amino]-5-keto-valeric acid
(2S)-2-amino-5-[[(2S)-2-aminobutanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid
(2S)-2-azanyl-5-[[(2S)-2-azanylbutanoyl]-(carboxymethyl)amino]-5-oxo-pentanoic acid
[Molecular Formula]

C11H19N3O6
[MDL Number]

MFCD00076874
[MOL File]

495-27-2.mol
[Molecular Weight]

289.29
Chemical PropertiesBack Directory
[Melting point ]

177-179 °C (decomp)
[Boiling point ]

712.2±60.0 °C(Predicted)
[density ]

1.341±0.06 g/cm3(Predicted)
[storage temp. ]

-15°C
[solubility ]

DMF: 5 mg/ml; DMSO: 5 mg/ml; Ethanol: 12 mg/ml; PBS (pH 7.2): 3 mg/ml
[form ]

Solid
[pka]

2.22±0.10(Predicted)
[color ]

White to off-white
[Major Application]

clinical testing
[InChI]

1S/C11H19N3O6/c1-2-7(10(18)13-5-9(16)17)14-8(15)4-3-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1
[InChIKey]

JCMUOFQHZLPHQP-BQBZGAKWSA-N
[SMILES]

N([C@@H](CC)C(=O)NCC(=O)O)C(=O)CC[C@H](N)C(=O)O
Safety DataBack Directory
[Symbol(GHS) ]


GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319
[Precautionary statements ]

P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Ophthalmic Acid is used in the composition and method for enhancing cooling sensation of food and beverage, and flavor composition.
[Definition]

ChEBI: A L-glutamine derivative that is L-glutamine substituted by a 1-[(carboxymethyl)amino]-1-oxobutan-2-yl at the terminal amino nitrogen atom.
[Biological Activity]

Ophthamalic acid is an analogue of glutathione isolated from crystalline lens. Ophthalmic acid could be used as a biomarker in oxidative stress. Ophthalmic acid belongs to the class of organic compounds known as gamma-glutamyl peptides. These are oligo- and polypeptides consisting of any C-terminal alpha peptide having a gamma-glutamyl residue attached at the N alpha-position.
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