Identification

PhytoHub ID
PHUB001851
Name
Gamma-glutamyl-S-allyl-L-cysteine
Systematic Name
Not Available
Synonyms
  • GAC
  • L-γ-Glutamyl-S-allyl-L-cysteine
CAS Number
Not Available
Average Mass
290.33
Monoisotopic Mass
290.093642862
Chemical Formula
C11H18N2O5S
IUPAC Name
(2S)-2-amino-4-{[(1R)-1-carboxy-2-(prop-2-en-1-ylsulfanyl)ethyl]carbamoyl}butanoic acid
InChI Key
FUTHBNRZCFKVQZ-YUMQZZPRSA-N
InChI Identifier
InChI=1S/C11H18N2O5S/c1-2-5-19-6-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h2,7-8H,1,3-6,12H2,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1
SMILES
[H]N([H])[C@@H](CCC(=O)N([H])[C@@H](CSCC=C)C(O)=O)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
3.55e+00 g/l
LogS (ALOGPS)
-1.91
LogP (ALOGPS)
-2.67
Hydrogen Acceptors
6
Hydrogen Donors
4
Rotatable Bond Count
10
Polar Surface Area
129.72
Refractivity
70.1743
Polarizability
29.078919028633976
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
9.312056198069042
pKa (strongest acidic)
1.7778738380774473
Number of Rings
0
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Miscellaneous phytochemicals
Class
Not Available
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Carboxylic acids and derivatives
Super-class
Organic acids and derivatives
Sub-class
Amino acids, peptides, and analogues
Direct Parent Name
Dipeptides
Alternative Parent Names
["Allyl sulfur compounds", "Amino acids", "Carbonyl compounds", "Carboxylic acids", "Cysteine and derivatives", "Dialkylthioethers", "Dicarboxylic acids and derivatives", "Gamma-glutamyl amino acids", "Glutamine and derivatives", "Hydrocarbon derivatives", "L-alpha-amino acids", "Monoalkylamines", "N-acyl amines", "N-acyl-L-alpha-amino acids", "Organic oxides", "Secondary carboxylic acid amides", "Sulfenyl compounds"]
External Descriptor Annotations
Not Available
Substituent Names
["Aliphatic acyclic compound", "Allyl sulfur compound", "Alpha-amino acid", "Alpha-amino acid or derivatives", "Alpha-dipeptide", "Amine", "Amino acid", "Amino acid or derivatives", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Cysteine or derivatives", "Dialkylthioether", "Dicarboxylic acid or derivatives", "Fatty acyl", "Fatty amide", "Gamma-glutamyl alpha-amino acid", "Glutamine or derivatives", "Hydrocarbon derivative", "L-alpha-amino acid", "N-acyl-alpha amino acid or derivatives", "N-acyl-alpha-amino acid", "N-acyl-amine", "N-acyl-l-alpha-amino acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organosulfur compound", "Primary aliphatic amine", "Primary amine", "Secondary carboxylic acid amide", "Sulfenyl compound", "Thioether"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
GarlicVegetables, Onion-familyShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Gamma-glutamyl-S-allyl-L-cysteine S-allylcysteinehumanNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC6H11NO2S161.051049772 Publications
Gamma-glutamyl-S-allyl-L-cysteine S-Allylmercapturic acidhumanurinehost metabolismNot AvailableNot AvailableNot AvailableC8H13NO3S203.061614457 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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