Details of Metabolite

General Information of MET (ID: META00296)
Name Homo-L-arginine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
Homo-L-arginine; Homoarginine; L-Homoarginine; L-N(6)-Amidinolysine; N6-(Aminoiminomethyl)-L-lysine; N6-Amidino-L-lysine; N6-Amidino-lysine
Source Endogenous;Food
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
9085
HMDB ID
HMDB0000670
Formula
C7H16N4O2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C01924
DrugBank ID
DB03974
ChEBI ID
27747
FooDB ID
FDB001490
ChemSpider ID
8732
METLIN ID
5640
Physicochemical Properties Molecular Weight 188.23 Topological Polar Surface Area 128
XlogP -3.7 Complexity 189
Heavy Atom Count 13 Rotatable Bond Count 6
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 4
Function
L-homoarginine, also known as n6-(aminoiminomethyl)-L-lysine or n6-amidino-L-lysine, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-homoarginine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). L-homoarginine can be found primarily in blood, cerebrospinal fluid (CSF), and urine, as well as in human intestine and testes tissues. Within the cell, L-homoarginine is primarily located in the cytoplasm (predicted from logP). Moreover, L-homoarginine is found to be associated with cirrhosis and and the genetic disorder, hyperargininemia. Homoarginine is a guanidino compounds of guanidinoethanesulfonic acid It is an organ-specific uncompetitive inhibitor of human liver and bone alkaline phosphohydrolase.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Amino acid/polyamine transporter (AAPT)
            Cationic amino acid transporter 2 (SLC7A2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Overexpression of SLC7A2
                      Induced Change Homo-L-arginine concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Coronary artery disease [ICD-11: BA80]
                      Details It is reported that overexpression of SLC7A2 leads to the increase of homo-L-arginine levels compared with control group.
            Solute carrier family 7 member 1 (SLC7A1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Overexpression of SLC7A1
                      Induced Change Homo-L-arginine concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Coronary artery disease [ICD-11: BA80]
                      Details It is reported that overexpression of SLC7A1 leads to the increase of homo-L-arginine levels compared with control group.
References
1 The prognostic biomarker L-homoarginine is a substrate of the cationic amino acid transporters CAT1, CAT2A and CAT2B. Sci Rep. 2017 Jul 6;7(1):4767.

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