ChemFOnt: Showing chemical card for Glycylglycylglycine (CFc000010660)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:10 UTC

Chemfont ID

CFc000010660

Molecule Identification

Common Name

Glycylglycylglycine

Definition

Glycylglycylglycine, also known as GGG or triglycine, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. A tripeptide in which three glycine units are linked via peptide bonds in a linear sequence. Glycylglycylglycine has been detected, but not quantified, in fruits. This could make glycylglycylglycine a potential biomarker for the consumption of these foods. Glycylglycylglycine is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Gly)3	ChEBI
Diglycylglycine	ChEBI
GGG	ChEBI
Gly-gly-gly	ChEBI
GlyGlyGly	ChEBI
N-(N-Glycylglycyl)glycine	ChEBI
Triglycine	ChEBI
(([(Aminoacetyl)amino]acetyl)amino)acetic acid	HMDB
Glycine, N-(N-glycylglycyl)- (8ci)(9ci)	HMDB
GLYCYL-glycyl-glycine	HMDB
Glycylpeptide	HMDB
N-(N-GLYCYLGLYCYL)-glycine	HMDB
GGG Peptide	HMDB
Triglycine sulfate	HMDB
Diglycyl-glycine	HMDB

Chemical Formula

C₆H₁₁N₃O₄

Average Molecular Weight

189.1692

Monoisotopic Molecular Weight

189.074955855

IUPAC Name

2-[(Z)-{2-[(Z)-(2-amino-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino]acetic acid

Traditional Name

[(Z)-{2-[(Z)-(2-amino-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino]acetic acid

CAS Registry Number

556-33-2

SMILES

NC\C(O)=N\C\C(O)=N\CC(O)=O

InChI Identifier

InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)

InChI Key

XKUKSGPZAADMRA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organonitrogen compound
Organic oxygen compound
Organic oxide
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Amine
Organooxygen compound
Primary amine
Organopnictogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tripeptide (CHEBI:63961 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029419)

Source

Endogenous

Endogenous (HMDB: HMDB0029419)

Plant

Plant (HMDB: HMDB0029419)

Exogenous

Food

Food (HMDB: HMDB0029419)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029419)

Process

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

Propionic Acidemia (HMDB: HMDB0029419)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.63 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-4.3	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	128.5 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	42.65 m³·mol⁻¹	ChemAxon
Polarizability	17.72 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon