ChemFOnt: Showing chemical card for 2-(S-Glutathionyl)acetyl glutathione (CFc000040783)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:26 UTC

Chemfont ID

CFc000040783

Molecule Identification

Common Name

2-(S-Glutathionyl)acetyl glutathione

Definition

This compound belongs to the family of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄N₆O₁₃S₂

Average Molecular Weight

654.668

Monoisotopic Molecular Weight

654.162526584

IUPAC Name

(2S)-2-amino-4-{[(1R)-2-[(2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]sulfanyl}acetyl)sulfanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1R)-2-[(2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-(carboxymethyl-C-hydroxycarbonimidoyl)ethyl]sulfanyl}acetyl)sulfanyl]-1-(carboxymethyl-C-hydroxycarbonimidoyl)ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(=O)SC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=O)C(O)=NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C22H34N6O13S2/c23-10(21(38)39)1-3-14(29)27-12(19(36)25-5-16(31)32)7-42-9-18(35)43-8-13(20(37)26-6-17(33)34)28-15(30)4-2-11(24)22(40)41/h10-13H,1-9,23-24H2,(H,25,36)(H,26,37)(H,27,29)(H,28,30)(H,31,32)(H,33,34)(H,38,39)(H,40,41)/t10-,11-,12-,13-/m0/s1

InChI Key

QEJUVDVAWJBQIG-CYDGBPFRSA-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
Gamma-glutamyl alpha peptide
S-acylglutathione
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Tetracarboxylic acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Fatty amide
N-acyl-amine
Fatty acyl
Thiocarboxylic acid ester
Carbothioic s-ester
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Thiocarboxylic acid or derivatives
Sulfenyl compound
Dialkylthioether
Thioether
Carboxylic acid
Primary amine
Primary aliphatic amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

peptide (CHEBI:34254 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0060343)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Glutathione Metabolism III (PathBank: SMP0122217)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.095 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-2.2	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	348.67 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	148.02 m³·mol⁻¹	ChemAxon
Polarizability	63.02 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0060343

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10128367

KEGG Compound ID

C14863

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954072

PDB ID

Not Available

ChEBI ID

34254

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-(S-Glutathionyl)acetyl glutathione (CFc000040783)

MOL for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

3D MOL for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

3D SDF for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

3D-SDF for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

PDB for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

3D PDB for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

SMILES for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

INCHI for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

Structure for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)

3D Structure for CFc000040783 (2-(S-Glutathionyl)acetyl glutathione)