ChemFOnt: Showing chemical card for Glutaminylhydroxyproline (CFc000010067)

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

CFc000010067

Molecule Identification

Common Name

Glutaminylhydroxyproline

Definition

Glutaminylhydroxyproline is a dipeptide composed of glutamine and hydroxyproline. 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
Glutamine hydroxyproline dipeptide	HMDB
GLN-HPro	HMDB
Glutamine-hydroxyproline dipeptide	HMDB
L-Glutaminyl-L-hydroxyproline	HMDB
Q-HP Dipeptide	HMDB
QHP Dipeptide	HMDB
GLN-Hyp	HMDB
Glutaminyl-hydroxyproline	HMDB
L-GLN-L-Hyp	HMDB
(2S,4R)-1-[(2S)-2-Amino-4-(C-hydroxycarbonimidoyl)butanoyl]-4-hydroxypyrrolidine-2-carboxylate	HMDB
Glutaminylhydroxyproline	HMDB

Chemical Formula

C₁₀H₁₇N₃O₅

Average Molecular Weight

259.262

Monoisotopic Molecular Weight

259.116820659

IUPAC Name

(2S,4R)-1-[(2S)-2-amino-4-carbamoylbutanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

Traditional Name

(2S,4R)-1-[(2S)-2-amino-4-carbamoylbutanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

CAS Registry Number

None

SMILES

N[C@@H](CCC(N)=O)C(=O)N1C[C@H](O)C[C@H]1C(O)=O

InChI Identifier

InChI=1S/C10H17N3O5/c11-6(1-2-8(12)15)9(16)13-4-5(14)3-7(13)10(17)18/h5-7,14H,1-4,11H2,(H2,12,15)(H,17,18)/t5-,6+,7+/m1/s1

InChI Key

HNXKAWFNQGNMNH-VQVTYTSYSA-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
Proline or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Fatty amide
Fatty acyl
Tertiary carboxylic acid amide
Pyrrolidine
Secondary alcohol
Primary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Azacycle
Organoheterocyclic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Primary aliphatic amine
Alcohol
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0028798)

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	32.4 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-5.4	ChemAxon
logS	-0.9	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	8.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.95 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	59.41 m³·mol⁻¹	ChemAxon
Polarizability	24.97 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

HMDB0028798

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111847

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

69040781

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Glutaminylhydroxyproline (CFc000010067)

MOL for CFc000010067 (Glutaminylhydroxyproline)

3D MOL for CFc000010067 (Glutaminylhydroxyproline)

3D SDF for CFc000010067 (Glutaminylhydroxyproline)

3D-SDF for CFc000010067 (Glutaminylhydroxyproline)

PDB for CFc000010067 (Glutaminylhydroxyproline)

3D PDB for CFc000010067 (Glutaminylhydroxyproline)

SMILES for CFc000010067 (Glutaminylhydroxyproline)

INCHI for CFc000010067 (Glutaminylhydroxyproline)

Structure for CFc000010067 (Glutaminylhydroxyproline)

3D Structure for CFc000010067 (Glutaminylhydroxyproline)