ChemFOnt: Showing chemical card for Glutaminyltryptophan (CFc000010077)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:24 UTC

Chemfont ID

CFc000010077

Molecule Identification

Common Name

Glutaminyltryptophan

Definition

Glutaminyltryptophan is a dipeptide composed of glutamine and tryptophan. 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
(2S)-2-{[(2S)-2,5-diamino-5-oxopentanoyl]amino}-3-(1H-indol-3-yl)propanoic acid	ChEBI
Glutamine tryptophan dipeptide	ChEBI
Glutamine-tryptophan	ChEBI
L-GLN-L-TRP	ChEBI
N-Glutaminyltryptophan	ChEBI
N-L-Glutaminyl-L-tryptophan	ChEBI
Q-W	ChEBI
Q-W Dipeptide	ChEBI
QW	ChEBI
QW Dipeptide	ChEBI
(2S)-2-{[(2S)-2,5-diamino-5-oxopentanoyl]amino}-3-(1H-indol-3-yl)propanoate	Generator
GLN-TRP	HMDB
L-Glutaminyl-L-tryptophan	HMDB
Glutaminyl-tryptophan	HMDB
Glutamine-tryptophan dipeptide	HMDB
(2S)-2-{[(2S)-2-amino-1-hydroxy-4-(C-hydroxycarbonimidoyl)butylidene]amino}-3-(1H-indol-3-yl)propanoate	HMDB
Glutaminyltryptophan	HMDB, ChEBI

Chemical Formula

C₁₆H₂₀N₄O₄

Average Molecular Weight

332.36

Monoisotopic Molecular Weight

332.14845514

IUPAC Name

(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

66851-83-0

SMILES

N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O

InChI Identifier

InChI=1S/C16H20N4O4/c17-11(5-6-14(18)21)15(22)20-13(16(23)24)7-9-8-19-12-4-2-1-3-10(9)12/h1-4,8,11,13,19H,5-7,17H2,(H2,18,21)(H,20,22)(H,23,24)/t11-,13-/m0/s1

InChI Key

ZQFAGNFSIZZYBA-AAEUAGOBSA-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
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Indolyl carboxylic acid derivative
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Fatty amide
Fatty acyl
Benzenoid
Substituted pyrrole
N-acyl-amine
Pyrrole
Heteroaromatic compound
Primary carboxylic acid amide
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Primary aliphatic amine
Organic oxide
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028808)

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	0.63 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.8	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	8.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	151.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.11 m³·mol⁻¹	ChemAxon
Polarizability	33.95 Å³	ChemAxon
Number of Rings	2	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

HMDB0028808

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111854

KNApSAcK ID

Not Available

Chemspider ID

57558077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25176542

PDB ID

Not Available

ChEBI ID

141431

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Glutaminyltryptophan (CFc000010077)

MOL for CFc000010077 (Glutaminyltryptophan)

3D MOL for CFc000010077 (Glutaminyltryptophan)

3D SDF for CFc000010077 (Glutaminyltryptophan)

3D-SDF for CFc000010077 (Glutaminyltryptophan)

PDB for CFc000010077 (Glutaminyltryptophan)

3D PDB for CFc000010077 (Glutaminyltryptophan)

SMILES for CFc000010077 (Glutaminyltryptophan)

INCHI for CFc000010077 (Glutaminyltryptophan)

Structure for CFc000010077 (Glutaminyltryptophan)

3D Structure for CFc000010077 (Glutaminyltryptophan)