ChemFOnt: Showing chemical card for Arginylarginine (CFc000009972)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:16 UTC

Chemfont ID

CFc000009972

Molecule Identification

Common Name

Arginylarginine

Definition

Arginylarginine is a dipeptide composed of two arginine residues. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-Arg-L-arg	ChEBI
RR	ChEBI
Arginylarginine hydrochloride	HMDB
Arginyl-L-arginine	HMDB
Arg-arg	HMDB
Arginine arginine dipeptide	HMDB
Arginine-arginine dipeptide	HMDB
Arginyl-arginine	HMDB
L-Arginyl-L-arginine	HMDB
N2-Arginylarginine	HMDB
N2-L-Arginyl-L-arginine	HMDB
R-R Dipeptide	HMDB
RR Dipeptide	HMDB
Arginylarginine	ChEBI

Chemical Formula

C₁₂H₂₆N₈O₃

Average Molecular Weight

330.393

Monoisotopic Molecular Weight

330.212786729

IUPAC Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

CAS Registry Number

15483-27-9

SMILES

N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C12H26N8O3/c13-7(3-1-5-18-11(14)15)9(21)20-8(10(22)23)4-2-6-19-12(16)17/h7-8H,1-6,13H2,(H,20,21)(H,22,23)(H4,14,15,18)(H4,16,17,19)/t7-,8-/m0/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73811 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028703)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	-3.9	ALOGPS
logP	-4.9	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	12.36	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	216.22 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	104.65 m³·mol⁻¹	ChemAxon
Polarizability	34.77 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0028703

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111760

KNApSAcK ID

Not Available

Chemspider ID

133932

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151956

PDB ID

Not Available

ChEBI ID

73811

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Arginylarginine (CFc000009972)

MOL for CFc000009972 (Arginylarginine)

3D MOL for CFc000009972 (Arginylarginine)

3D SDF for CFc000009972 (Arginylarginine)

3D-SDF for CFc000009972 (Arginylarginine)

PDB for CFc000009972 (Arginylarginine)

3D PDB for CFc000009972 (Arginylarginine)

SMILES for CFc000009972 (Arginylarginine)

INCHI for CFc000009972 (Arginylarginine)

Structure for CFc000009972 (Arginylarginine)

3D Structure for CFc000009972 (Arginylarginine)