Bovine Metabolome Database: Showing metabocard for Arginyl-Cysteine (BMDB0062225)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-07-17 17:20:42 UTC

Update Date

2020-03-13 17:34:46 UTC

BMDB ID

BMDB0062225

Secondary Accession Numbers

BMDB62225

Metabolite Identification

Common Name

Arginyl-Cysteine

Description

Arginyl-cysteine, also known as R-c dipeptide or arg-cys, 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. Arginyl-cysteine is possibly soluble (in water) and a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[(2-Amino-5-carbamimidamido-1-hydroxypentylidene)amino]-3-sulfanylpropanoate	Generator
2-[(2-Amino-5-carbamimidamido-1-hydroxypentylidene)amino]-3-sulphanylpropanoate	Generator
2-[(2-Amino-5-carbamimidamido-1-hydroxypentylidene)amino]-3-sulphanylpropanoic acid	Generator
Arg-cys	HMDB
Arginine cysteine dipeptide	HMDB
Arginine-cysteine dipeptide	HMDB
Arginylcysteine	HMDB
L-Arginyl-L-cysteine	HMDB
R-C Dipeptide	HMDB
RC Dipeptide	HMDB

Chemical Formula

C₉H₁₉N₅O₃S

Average Molecular Weight

277.344

Monoisotopic Molecular Weight

277.120860189

IUPAC Name

2-[(2-amino-5-carbamimidamido-1-hydroxypentylidene)amino]-3-sulfanylpropanoic acid

Traditional Name

2-[(2-amino-5-carbamimidamido-1-hydroxypentylidene)amino]-3-sulfanylpropanoic acid

CAS Registry Number

Not Available

SMILES

NC(CCCNC(N)=N)C(O)=NC(CS)C(O)=O

InChI Identifier

InChI=1S/C9H19N5O3S/c10-5(2-1-3-13-9(11)12)7(15)14-6(4-18)8(16)17/h5-6,18H,1-4,10H2,(H,14,15)(H,16,17)(H4,11,12,13)

InChI Key

OSASDIVHOSJVII-UHFFFAOYSA-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
Fatty amide
Fatty acyl
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Guanidine
Secondary carboxylic acid amide
Alkylthiol
Carboxylic acid
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Amine
Organopnictogen compound
Primary amine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.8	ALOGPS
logP	-5.1	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.28	ChemAxon
pKa (Strongest Basic)	12	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	157.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.47 m³·mol⁻¹	ChemAxon
Polarizability	28.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Milk

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 29565828	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0304777

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098191

KNApSAcK ID

Not Available

Chemspider ID

8119125

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9943513

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. [PubMed:29565828 ]

Showing metabocard for Arginyl-Cysteine (BMDB0062225)

Structure for BMDB0062225 (Arginyl-Cysteine)