Compound: L-Anserine
SMILES: O=C(O)[C@@H](NC(=O)CCN)Cc1n(cnc1)C
InChIKey: MYYIAHXIVFADCU-QMMMGPOBSA-N
Synonyms: L-Anserine, ANSERINE, 584-85-0, beta-alanyl-3-methyl-L-histidine, HDQ4N37UGV, DTXSID30973950, (2S)-2-(3-aminopropanoylamino)-3-(3-methylimidazol-4-yl)propanoic acid, L-Histidine, N-beta-alanyl-3-methyl-, CHEBI:18323, (2S)-2-(3-aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid, Balanine, Beta Alanyl 3 Methylhistidine, Beta-Alanyl-3-Methylhistidine, RefChem:915936, DTXCID201401390, (2S)-2-(3-azaniumylpropanoylamino)-3-(3-methylimidazol-4-yl)propanoate, (2S)-2-((3-Amino-1-Oxopropyl)Amino)-3-(3-Methyl-4-Imidazolyl)Propanoic Acid, 209-545-0, Ophidine, MFCD11040910, N-beta-Alanyl-3-methyl-L-histidine, beta-Alanyl-N(pai)-methyl-L-histidine, (2~{S})-2-(3-azanylpropanoylamino)-3-(3-methylimidazol-4-yl)propanoic acid, (S)-2-(3-Aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid, UNII-HDQ4N37UGV, EINECS 209-545-0, beta-Alanyl-N(pi)-methyl-L-histidine, Anserine [WHO-DD], (2S)-2-[(3-ammoniopropanoyl)amino]-3-(1-methyl-1H-imidazol-5-yl)propanoate, ANSERINE [MI], Na-(3-aminopropanoyl)-Np-methyl-L-histidine, SCHEMBL34255, H-beta-Ala-His(3-Me)-OH, H-?-Ala-His(3-Me)-OH, CHEMBL448301, orb1306053, orb3141439, L-N-b-alanyl-3-methyl-Histidine, N-b-alanyl-3-methyl-L-Histidine, L-N-beta-alanyl-3-methyl-Histidine, MSK001356, s6141, AKOS015896389, EBC-616073, FA34800, AS-19301, SY105498, HY-113354, CS-0062279, NS00015140, L-HISTIDINE, .BETA.-ALANYL-3-METHYL-, C01262, I11595, L-HISTIDINE, N-.BETA.-ALANYL-3-METHYL-, N(alpha)-(beta-alanyl)-N(pros)-methylhistidine, Q415335, HISTIDINE, N-.BETA.-ALANYL-3-METHYL-, L-, (S)-2-(3-Aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoicacid, 8V3
Theoretical properties:
molecular_formula: C10H16N4O3
molecular_weight: 240.26 g/mol
exact_mass: 240.12224039 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 6
heavy_atom_count: 17
topological_polar_surface_area: 110 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 226 - 228 °C
Descriptions:
pubchem: Anserine is a dipeptide comprising of beta-alanine and 3-methyl-L-histidine units. It has a role as an animal metabolite and a mouse metabolite. It is a beta-alanine derivative and a dipeptide. It is a tautomer of an anserine zwitterion.
chebi: A dipeptide comprising of β-alanine and 3-methyl-<small>L</small>-histidine units.
chembl: ANSERINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Anserine (β-alanyl-3-methylhistidine) is a dipeptide containing β-alanine and 3-methylhistidine. Anserine is a derivative of carnosine, which has been methylated.
Anserine has biological activities similar to those of carnosine, including buffering activity, antioxidant properties, metal ion chelation, and anti-aggregation effects. Both anserine and carnosine chelate copper. Because of its methylation, anserine is more stable in serum and resistant to degradation than carnosine. Compared with carnosine, anserine have a higher antioxidant capacity.
Anserine can be found in the skeletal muscle and brain of mammals and birds. Anserine is also found in human kidney.
The pKa of the imidazole ring of histidine, when contained in anserine, is 7.04.