ChemFOnt: Showing chemical card for Histidyllysine (CFc000010152)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:30 UTC

Chemfont ID

CFc000010152

Molecule Identification

Common Name

Histidyllysine

Definition

Histidyllysine is a dipeptide composed of histidine and lysine. 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
Histidinyl-lysine	ChEBI
HK	ChEBI
L-His-L-lys	ChEBI
N(2)-L-Histidyl-L-lysine	ChEBI
N(alpha)-L-Histidyl-L-lysine	ChEBI
N(a)-L-Histidyl-L-lysine	Generator
N(Α)-L-histidyl-L-lysine	Generator
H-K Dipeptide	HMDB
HK Dipeptide	HMDB
His-lys	HMDB
Histidine lysine dipeptide	HMDB
Histidine-lysine dipeptide	HMDB
Histidinyllysine	HMDB
Histidyl-lysine	HMDB
L-Histidinyl-L-lysine	HMDB
L-Histidyl-L-lysine	HMDB
N2-Histidinyllysine	HMDB
N2-Histidyllysine	HMDB
N2-L-Histidinyl-L-lysine	HMDB
N2-L-Histidyl-L-lysine	HMDB
Histidyllysine	ChEBI

Chemical Formula

C₁₂H₂₁N₅O₃

Average Molecular Weight

283.332

Monoisotopic Molecular Weight

283.164439556

IUPAC Name

(2S)-6-amino-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]hexanoic acid

Traditional Name

(2S)-6-amino-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]hexanoic acid

CAS Registry Number

37700-85-9

SMILES

NCCCC[C@H](NC(=O)[C@@H](N)CC1=CNC=N1)C(O)=O

InChI Identifier

InChI=1S/C12H21N5O3/c13-4-2-1-3-10(12(19)20)17-11(18)9(14)5-8-6-15-7-16-8/h6-7,9-10H,1-5,13-14H2,(H,15,16)(H,17,18)(H,19,20)/t9-,10-/m0/s1

InChI Key

CZVQSYNVUHAILZ-UWVGGRQHSA-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
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
Medium-chain fatty acid
Imidazolyl carboxylic acid derivative
Heterocyclic fatty acid
Amino fatty acid
Aralkylamine
Fatty acid
Fatty amide
Fatty acyl
Imidazole
Azole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:74052 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028890)

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	7.29 g/L	ALOGPS
logP	-3	ALOGPS
logP	-4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	147.12 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	72.1 m³·mol⁻¹	ChemAxon
Polarizability	29.85 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0028890

DrugBank ID

DBMET01483

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111919

KNApSAcK ID

Not Available

Chemspider ID

130667

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

148224

PDB ID

Not Available

ChEBI ID

74052

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Histidyllysine (CFc000010152)

MOL for CFc000010152 (Histidyllysine)

3D MOL for CFc000010152 (Histidyllysine)

3D SDF for CFc000010152 (Histidyllysine)

3D-SDF for CFc000010152 (Histidyllysine)

PDB for CFc000010152 (Histidyllysine)

3D PDB for CFc000010152 (Histidyllysine)

SMILES for CFc000010152 (Histidyllysine)

INCHI for CFc000010152 (Histidyllysine)

Structure for CFc000010152 (Histidyllysine)

3D Structure for CFc000010152 (Histidyllysine)