gamma-Glutamylglutamate
PubChem CID: 92865
Connections displayed (default: 10).
Loading graph...
| Compound Synonyms | 1116-22-9, H-Gamma-Glu-Glu-OH, gamma-Glutamylglutamate, gamma-GLU-GLU, gamma-L-glutamyl-L-glutamic acid, G-Glu-Glu, H-Glu(Glu-OH)-OH, (S)-2-((S)-4-Amino-4-carboxybutanamido)pentanedioic acid, gamma-glutamylglutamic acid, N-gamma-L-Glutamyl-L-glutamic acid, (5-L-Glutamyl)-L-glutamate, L-, A-Glutamyl-L-glutamic acid, (2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]pentanedioic acid, 6018KCN7X2, gamma-l-glutamyl-l-glutamate, MFCD00002630, (2~{S})-2-[[(4~{S})-4-azanyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]pentanedioic acid, LysW-glutamate, LysW-L-glutamate, EINECS 214-233-2, gamma-L-Glu-L-Glu, Gamma Glutamylglutamic acid, 5-GLUTAMYL GLUTAMATE, L--Glutamyl-L-glutamic acid, SCHEMBL236257, UNII-6018KCN7X2, CHEBI:73705, DTXSID20912237, gamma-L-Glutamyl L-Glutamic Acid, .gamma.-L-glutamyl-L-glutamic acid, .GAMMA.-GLUTAMYLGLUTAMIC ACID, LysW-gamma-(L-glutamyl)-L-glutamate, AKOS016014286, AS-76975, DA-74124, FG108030, L-Glutamic acid, N-L-.gamma.-glutamyl-, HY-118090, L-.GAMMA.-GLUTAMYL-L-GLUTAMIC ACID, CS-0065178, L-GLUTAMIC ACID, L-.GAMMA.-GLUTAMYL-, C05282, C20948, G77234, N-(4-Amino-4-carboxybutanoyl)glutamic acid #, GLUTAMIC ACID, N-L-.GAMMA.-GLUTAMYL-, L-, Q27143983, N-(4-Amino-4-carboxy-1-hydroxybutylidene)glutamic acid, (2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid, KSN |
|---|---|
| Topological Polar Surface Area | 167.0 |
| Hydrogen Bond Donor Count | 5.0 |
| Heavy Atom Count | 19.0 |
| Description | gammaGlutamylglutamic acid is made of two glutamic acid molecules. Glutamic acid (Glu), also referred to as glutamate (the anion), is one of the 20 proteinogenic amino acids. It is not among the essential amino acids. Glutamate is a key molecule in cellular metabolism. In humans, dietary proteins are broken down by digestion into amino acids, which serves as metabolic fuel or other functional roles in the body. Glutamate is the most abundant fast excitatory neurotransmitter in the mammalian nervous system. At chemical synapses, glutamate is stored in vesicles. Nerve impulses trigger release of glutamate from the pre-synaptic cell. In the opposing post-synaptic cell, glutamate receptors, such as the NMDA receptor, bind glutamate and are activated. Because of its role in synaptic plasticity, it is believed that glutamic acid is involved in cognitive functions like learning and memory in the brain. Glutamate transporters are found in neuronal and glial membranes. They rapidly remove glutamate from the extracellular space. In brain injury or disease, they can work in reverse and excess glutamate can accumulate outside cells. This process causes calcium ions to enter cells via NMDA receptor channels, leading to neuronal damage and eventual cell death, and is called excitotoxicity. The mechanisms of cell death include: * Damage to mitochondria from excessively high intracellular Ca2+. * Glu/Ca2+-mediated promotion of transcription factors for pro-apoptotic genes, or downregulation of transcription factors for anti-apoptotic genes. Excitotoxicity due to glutamate occurs as part of the ischemic cascade and is associated with stroke and diseases like amyotrophic lateral sclerosis, lathyrism, and Alzheimer's disease. glutamic acid has been implicated in epileptic seizures. Microinjection of glutamic acid into neurons produces spontaneous depolarization around one second apart, and this firing pattern is similar to what is known as paroxysmal depolarizing shift in epileptic attacks. This change in the resting membrane potential at seizure foci could cause spontaneous opening of voltage activated calcium channels, leading to glutamic acid release and further depolarization. (http://en.wikipedia.org/wiki/Glutamic_acid) [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 369.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 2.0 |
| Iupac Name | (2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]pentanedioic acid |
| Prediction Hob | 0.0 |
| Class | Carboxylic acids and derivatives |
| Xlogp | -4.3 |
| Superclass | Organic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Molecular Formula | C10H16N2O7 |
| Prediction Swissadme | 0.0 |
| Inchi Key | OWQDWQKWSLFFFR-WDSKDSINSA-N |
| Fcsp3 | 0.6 |
| Logs | -1.332 |
| Rotatable Bond Count | 9.0 |
| State | Solid |
| Logd | -0.503 |
| Synonyms | (5-L-Glutamyl)-L-glutamate, (5-L-Glutamyl)-L-glutamic acid, g-Glutamylglutamate, g-Glutamylglutamic acid, g-L-Glu-L-glu, gamma-Glutamylglutamate, gamma-L-Glu-L-glu, N-gamma-L-Glutamyl-L-glutamic acid, γ-glutamylglutamate, γ-glutamylglutamic acid, γ-L-glu-L-glu, Γ-glutamylglutamate, Γ-glutamylglutamic acid, Γ-L-glu-L-glu, γ-Glu-Glu, γ-L-Glutamyl-L-glutamic acid, γ-L-Glutamyl-L-glutamate, L-γ-Glutamyl-L-glutamic acid, L-γ-Glutamyl-L-glutamate, N-γ-Glutamylglutamic acid, N-γ-Glutamylglutamate, N-L-γ-Glutamylglutamic acid, N-L-γ-Glutamylglutamate, N-L-γ-Glutamyl-L-glutamic acid, N-L-γ-Glutamyl-L-glutamate, gamma-Glu-Glu, gamma-L-Glutamyl-L-glutamic acid, gamma-L-Glutamyl-L-glutamate, L-gamma-Glutamyl-L-glutamic acid, L-gamma-Glutamyl-L-glutamate, N-gamma-Glutamylglutamic acid, N-gamma-Glutamylglutamate, N-L-gamma-Glutamylglutamic acid, N-L-gamma-Glutamylglutamate, N-L-gamma-Glutamyl-L-glutamic acid, N-L-gamma-Glutamyl-L-glutamate, gamma-Glutamylglutamic acid, N-γ-L-Glutamyl-L-glutamic acid, N-γ-L-Glutamyl-L-glutamate, N-gamma-L-Glutamyl-L-glutamate, g-Glu-Glu |
| Substituent Name | Gamma-glutamyl alpha-amino acid, N-acyl-aliphatic-alpha amino acid, N-acyl-alpha amino acid or derivatives, N-acyl-alpha-amino acid, N-acyl-l-alpha-amino acid, L-alpha-amino acid, Alpha-amino acid or derivatives, N-substituted-alpha-amino acid, Alpha-amino acid, Tricarboxylic acid or derivatives, Amino fatty acid, Fatty acyl, N-acyl-amine, Fatty amide, Secondary carboxylic acid amide, Carboxamide group, Carboxylic acid, Carboxylic acid amide, Hydrocarbon derivative, Primary amine, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Aliphatic acyclic compound |
| Compound Name | gamma-Glutamylglutamate |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 276.096 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 276.096 |
| Hydrogen Bond Acceptor Count | 8.0 |
| Molecular Weight | 276.24 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Esol | 1.4037810000000002 |
| Inchi | InChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1 |
| Smiles | C(CC(=O)N[C@@H](CCC(=O)O)C(=O)O)[C@@H](C(=O)O)N |
| Nring | 0.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | Glutamic acid and derivatives |
- 1. Outgoing r'ship
FOUND_INto/from Haplophyllum Acutifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all