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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 21:02:13 UTC
Update Date2021-09-14 15:37:03 UTC
HMDB IDHMDB0028718
Secondary Accession Numbers
  • HMDB28718
Metabolite Identification
Common NameArginylserine
DescriptionArginylserine, also known as RS or L-arg-L-ser, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Arginylserine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make arginylserine a potential biomarker for the consumption of these foods. Arginylserine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on Arginylserine.
Structure
Data?1582753330
Synonyms
ValueSource
Arginyl-serineChEBI
L-Arg-L-serChEBI
RSChEBI
Arg-serHMDB
Arginine serine dipeptideHMDB
Arginine-serine dipeptideHMDB
L-Arginyl-L-serineHMDB
N-ArginylserineHMDB
N-L-Arginyl-L-serineHMDB
R-S DipeptideHMDB
RS DipeptideHMDB
ArginylserineChEBI
Chemical FormulaC9H19N5O4
Average Molecular Weight261.282
Monoisotopic Molecular Weight261.143704112
IUPAC Name(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-hydroxypropanoic acid
Traditional Name(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-hydroxypropanoic acid
CAS Registry Number70921-62-9
SMILES
N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CO)C(O)=O
InChI Identifier
InChI=1S/C9H19N5O4/c10-5(2-1-3-13-9(11)12)7(16)14-6(4-15)8(17)18/h5-6,15H,1-4,10H2,(H,14,16)(H,17,18)(H4,11,12,13)/t5-,6-/m0/s1
InChI KeyIJYZHIOOBGIINM-WDSKDSINSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • Serine or derivatives
  • Alpha-amino acid or derivatives
  • Beta-hydroxy acid
  • Fatty acyl
  • Fatty amide
  • Hydroxy acid
  • N-acyl-amine
  • Amino acid
  • Guanidine
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Monocarboxylic acid or derivatives
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-4.72Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB111775
KNApSAcK IDNot Available
Chemspider ID5384364
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7021454
PDB IDNot Available
ChEBI ID73819
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ezaki M, Shigematsu N, Yamashita M, Komori T, Umehara K, Imanaka H: Biphenomycin C, a precursor of biphenomycin A in mixed culture. J Antibiot (Tokyo). 1993 Jan;46(1):135-40. [PubMed:8436546 ]