Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 21:57:30 UTC
Update Date2024-04-30 20:36:30 UTC
Metabolite IDMMDBc0048340
Metabolite Identification
Common NameD-Arginine
DescriptionD-Arginine, also known as D-2-amino-5-guanidinovaleric acid or (2R)-2-amino-5-guanidinopentanoate, is a member of the class of compounds known as D-alpha-amino acids. D-alpha-Amino acids are alpha amino acids which have the D-configuration of the alpha-carbon atom. D-Arginine is slightly soluble (in water). D-Arginine can be found in human epidermis and platelet tissues. Within the cell, D-arginine is primarily located in the peroxisome. In humans, D-arginine is involved in D-arginine and D-ornithine metabolism. Arginine (abbreviated as Arg or R) is an alpha-amino acid that is used in the biosynthesis of proteins. It is encoded by the codons CGU, CGC, CGA, CGG, AGA, and AGG. It contains an alpha-amino group, an alpha-carboxylic acid group, and a side chain consisting of a 3-carbon aliphatic straight chain ending in a guanidino group. At physiological pH, the carboxylic acid is deprotonated, the amino group is protonated, and the guanidino group is also protonated to give the guanidinium form (-C-(NH2)2+), making arginine a charged, aliphatic amino acid. It is the precursor for the biosynthesis of nitric oxide. D-Arginine is an essential amino acid that is physiologically active in the L-form.
Structure
Synonyms
ValueSource
(2R)-2-Ammonio-5-guanidiniopentanoateChEBI
D-ArginineChEBI
D-Arginine monocationChEBI
(2R)-2-Ammonio-5-guanidiniopentanoic acidGenerator
Molecular FormulaC6H15N4O2
Average Mass175.2089
Monoisotopic Mass175.119500744
IUPAC Name(1R)-4-carbamimidamido-1-carboxybutan-1-aminium
Traditional Name(1R)-4-carbamimidamido-1-carboxybutan-1-aminium
CAS Registry Number157-06-2
SMILES
[H][C@@]([NH3+])(CCCNC(N)=N)C(O)=O
InChI Identifier
InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m1/s1
InChI KeyODKSFYDXXFIFQN-SCSAIBSYSA-O