ChemFOnt: Showing chemical card for Histidylarginine (CFc000010141)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:29 UTC

Chemfont ID

CFc000010141

Molecule Identification

Common Name

Histidylarginine

Definition

Histidylarginine is a dipeptide composed of histidine and arginine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling 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
H-R Dipeptide	HMDB
HR Dipeptide	HMDB
His-arg	HMDB
Histidine arginine dipeptide	HMDB
Histidine-arginine dipeptide	HMDB
Histidinyl-arginine	HMDB
Histidinylarginine	HMDB
Histidyl-arginine	HMDB
L-His-L-arg	HMDB
L-Histidinyl-L-arginine	HMDB
L-Histidyl-L-arginine	HMDB
N2-Histidinylarginine	HMDB
N2-Histidylarginine	HMDB
N2-L-Histidinyl-L-arginine	HMDB
N2-L-Histidyl-L-arginine	HMDB
Histidylarginine	HMDB

Chemical Formula

C₁₂H₂₁N₇O₃

Average Molecular Weight

311.346

Monoisotopic Molecular Weight

311.170587564

IUPAC Name

(2S)-2-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanamido]-5-carbamimidamidopentanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-(3H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanoic acid

CAS Registry Number

77369-21-2

SMILES

N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C12H21N7O3/c13-8(4-7-5-16-6-18-7)10(20)19-9(11(21)22)2-1-3-17-12(14)15/h5-6,8-9H,1-4,13H2,(H,16,18)(H,19,20)(H,21,22)(H4,14,15,17)/t8-,9-/m0/s1

InChI Key

NIKBMHGRNAPJFW-IUCAKERBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Histidine or derivatives
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
Imidazolyl carboxylic acid derivative
Aralkylamine
Fatty amide
Fatty acyl
Heteroaromatic compound
Azole
Imidazole
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Guanidine
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Amine
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028879)

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	0.21 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-4.4	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	12.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	183 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	88.78 m³·mol⁻¹	ChemAxon
Polarizability	31.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0028879

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111908

KNApSAcK ID

Not Available

Chemspider ID

5731232

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7408563

PDB ID

Not Available

ChEBI ID

157853

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Histidylarginine (CFc000010141)

MOL for CFc000010141 (Histidylarginine)

3D MOL for CFc000010141 (Histidylarginine)

3D SDF for CFc000010141 (Histidylarginine)

3D-SDF for CFc000010141 (Histidylarginine)

PDB for CFc000010141 (Histidylarginine)

3D PDB for CFc000010141 (Histidylarginine)

SMILES for CFc000010141 (Histidylarginine)

INCHI for CFc000010141 (Histidylarginine)

Structure for CFc000010141 (Histidylarginine)

3D Structure for CFc000010141 (Histidylarginine)