ophthalmic acid

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  • Name: ophthalmic acid
  • Description: Ophthalmic acid, also known as ophthalmate (chemically L-γ-glutamyl-L-α-aminobutyrylglycine), is a tripeptide analog of glutathione in which the cysteine group is replaced by L-2-aminobutyrate. It ... was first discovered and isolated from calf lens. This compund is a marker in the process of ageing, the compund showing different levels of concentration in healthy elderly people (lower) and healthy young(higher) ones. (CHEBI:84058, Wikipedia, PNAS April 19, 2016 113 (16) 4252-4259)
Overview of age-variations
Age group comparisons
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
27036001 Age 29 ± 4, Gender ⚥ 0.42 (CV (CV=SD of metabolite abundance (peak areas from LC-MS) divided by the mean)) LC-MS blood
27036001 Age 81 ± 7, Gender ⚥ 0.24 (CV (CV=SD of metabolite abundance (peak areas from LC-MS) divided by the mean)) LC-MS blood
Linear regression
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
log2 ratio/log2(FC)
PMID Age/Age interval, Gender Value (unit of measurement) Method Sample
Summary
  • Synonym:
    gamma-Glu-alpha-aminobutyryl-Gly
  • Chemical Formula:
    C11H19N3O6
  • Exact Mass g/mol:
    289.1270000
  • Systematic name:
    (2S)-2-amino-5-[[(2S)-1-(carboxymethylamino)-1-oxobutan-2-yl]amino]-5-oxopentanoic acid; N-{(2S)-1-[(carboxymethyl)amino]-1-oxobutan-2-yl}-L-glutamine;(2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]propyl]carbamoyl}butanoic acid
  • SMILES:
    CCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
  • InChI:
    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
  • InChI Key:
    JCMUOFQHZLPHQP-BQBZGAKWSA-N
  • CAS number:
    495-27-2
Related resources
Metabolite sources and localization
  • Metabolite location:
    Human organism, Body part, Human body biofluids, Biofluid tissues, Blood, Tissue
  • Metabolite source:
    Homo sapiens, endogenous metabolite
Age-variations
Age group comparisons
Method: LC-MS
Sample: blood
PubMed PMID: 27036001