ChemFOnt: Showing chemical card for Glutamylhistidine (CFc000010090)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:25 UTC

Chemfont ID

CFc000010090

Molecule Identification

Common Name

Glutamylhistidine

Definition

Glutamylhistidine is a dipeptide composed of glutamate and histidine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Glutamylhistidine 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
e-H Dipeptide	HMDB
EH dipeptide	HMDB
Glu-his	HMDB
Glutamate histidine dipeptide	HMDB
Glutamate-histidine dipeptide	HMDB
L-Glutamyl-L-histidine	HMDB
Α-glu-his	HMDB
Α-L-glu-L-his	HMDB
Α-glutamylhistidine	HMDB
Α-L-glutamyl-L-histidine	HMDB
L-Α-glutamyl-L-histidine	HMDB
N-Α-glutamylhistidine	HMDB
N-Α-L-glutamyl-L-histidine	HMDB
N-L-Α-glutamylhistidine	HMDB
N-L-Α-glutamyl-L-histidine	HMDB
alpha-Glu-his	HMDB
alpha-L-Glu-L-his	HMDB
alpha-Glutamylhistidine	HMDB
alpha-L-Glutamyl-L-histidine	HMDB
L-alpha-Glutamyl-L-histidine	HMDB
N-alpha-Glutamylhistidine	HMDB
N-alpha-L-Glutamyl-L-histidine	HMDB
N-L-alpha-Glutamylhistidine	HMDB
N-L-alpha-Glutamyl-L-histidine	HMDB
L-Glu-L-his	HMDB
N-Glutamylhistidine	HMDB
N-L-Glutamyl-L-histidine	HMDB
Glutamyl-histidine	HMDB
Glutamic acid histidine dipeptide	HMDB
Glutamic acid-histidine dipeptide	HMDB
(4S)-4-Amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
Glutamylhistidine	HMDB

Chemical Formula

C₁₁H₁₆N₄O₅

Average Molecular Weight

284.272

Monoisotopic Molecular Weight

284.112069631

IUPAC Name

(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid

Traditional Name

(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid

CAS Registry Number

21435-29-0

SMILES

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

InChI Identifier

InChI=1S/C11H16N4O5/c12-7(1-2-9(16)17)10(18)15-8(11(19)20)3-6-4-13-5-14-6/h4-5,7-8H,1-3,12H2,(H,13,14)(H,15,18)(H,16,17)(H,19,20)/t7-,8-/m0/s1

InChI Key

HKTRDWYCAUTRRL-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
Histidine or derivatives
Glutamic acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Azole
Imidazole
Heteroaromatic compound
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Organoheterocyclic compound
Azacycle
Carboxylic acid
Primary amine
Hydrocarbon derivative
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Organic oxide
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028821)

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	5.12 g/L	ALOGPS
logP	-3	ALOGPS
logP	-6.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.05	ChemAxon
pKa (Strongest Basic)	8.46	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.4 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	65.58 m³·mol⁻¹	ChemAxon
Polarizability	27.26 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

HMDB0028821

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111865

KNApSAcK ID

Not Available

Chemspider ID

8097510

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9921875

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Glutamylhistidine (CFc000010090)

MOL for CFc000010090 (Glutamylhistidine)

3D MOL for CFc000010090 (Glutamylhistidine)

3D SDF for CFc000010090 (Glutamylhistidine)

3D-SDF for CFc000010090 (Glutamylhistidine)

PDB for CFc000010090 (Glutamylhistidine)

3D PDB for CFc000010090 (Glutamylhistidine)

SMILES for CFc000010090 (Glutamylhistidine)

INCHI for CFc000010090 (Glutamylhistidine)

Structure for CFc000010090 (Glutamylhistidine)

3D Structure for CFc000010090 (Glutamylhistidine)