Showing Compound Card for S-Formylglutathione (CDB004924)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (2) Show 3 proteinsXML
Record Information
Version1.0
Created at2020-04-17 18:51:01 UTC
Updated at2020-11-18 16:39:01 UTC
CannabisDB IDCDB004924
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameS-Formylglutathione
DescriptionS-Formylglutathione 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. S-Formylglutathione is a very strong basic compound (based on its pKa). S-Formylglutathione exists in all living species, ranging from bacteria to humans. Outside of the human body, S-Formylglutathione has been detected, but not quantified in, several different foods, such as german camomiles, common persimmons, cherry tomato, chinese chestnuts, and rocket salad (ssp.). This could make S-formylglutathione a potential biomarker for the consumption of these foods. A S-acylglutathione in which the acyl group specified is formyl. S-Formylglutathione is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
N-(S-(Formyl-N-L-gamma-glutamyl)-L-cysteinyl)glycineChEBI
N-(S-(Formyl-N-L-g-glutamyl)-L-cysteinyl)glycineGenerator
N-(S-(Formyl-N-L-γ-glutamyl)-L-cysteinyl)glycineGenerator
L-gamma-Glutamyl-S-formyl-L-cysteinylglycineHMDB
L-γ-Glutamyl-S-formyl-L-cysteinylglycineHMDB
S-FormylglutathioneHMDB
Chemical FormulaC11H17N3O7S
Average Molecular Weight335.33
Monoisotopic Molecular Weight335.0787
IUPAC Name(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-(formylsulfanyl)ethyl]carbamoyl}butanoic acid
Traditional NameS-formylglutathione
CAS Registry Number50409-81-9
SMILES
N[C@@H](CCC(=O)N[C@@H](CSC=O)C(=O)NCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C11H17N3O7S/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18/h5-7H,1-4,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1
InChI KeyFHXAGOICBFGEBF-BQBZGAKWSA-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Gamma-glutamyl alpha peptide
  • S-acylglutathione
  • Glutamine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • N-acyl-amine
  • Fatty acyl
  • Fatty amide
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Thiocarboxylic acid ester
  • Amino acid
  • Carboxamide group
  • Carbothioic s-ester
  • Sulfenyl compound
  • Carboxylic acid
  • Thiocarboxylic acid or derivatives
  • Organosulfur compound
  • Primary amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.9ALOGPS
logP-5.1ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)1.76ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area175.89 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity74.09 m³·mol⁻¹ChemAxon
Polarizability31.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSS-Formylglutathione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-5291000000-b6c23fa7c47e31aeddcbSpectrum
Predicted GC-MSS-Formylglutathione, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-023c-9313500000-1da9e85e107515d2bbe5Spectrum
Predicted GC-MSS-Formylglutathione, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05mx-1195000000-93ac994a9ac61ae6c14c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fcc-4890000000-fbee4581354032da3ef02015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zos-3920000000-743fa6d73cbb62d84f602015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1159000000-214301d7e8c99ddf96fd2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-060r-3393000000-78df0617238659fc63002015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-9300000000-0f76d8993b5fd4cd5b6b2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0329000000-7a800da0a94fe1013f192021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06ss-7791000000-2052b7e618d4e9ecbbe82021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01r7-9600000000-07208904e99ff0f336982021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0139000000-01e4c0c1d065ab8b458c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06uu-1961000000-379460e46f591193cd282021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001r-9500000000-6c89c9382a5e5647ed692021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
S-formylglutathione hydrolaseESD13q14.1-q14.2P10768 details
Alcohol dehydrogenase class-3ADH54q23P11766 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Alcohol dehydrogenase class-3ADH54q23P11766 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001550
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022685
KNApSAcK IDNot Available
Chemspider ID164320
KEGG Compound IDC01031
BioCyc IDCPD-548
BiGG ID1485290
Wikipedia LinkNot Available
METLIN ID3469
PubChem Compound189122
PDB IDNot Available
ChEBI ID16225
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. S-formylglutathione hydrolase
General function:
Involved in carboxylesterase activity
Specific function:
Serine hydrolase involved in the detoxification of formaldehyde.
Gene Name:
ESD
Uniprot ID:
P10768
Molecular weight:
31462.545
Enzyme Details
2. Alcohol dehydrogenase class-3
General function:
Involved in zinc ion binding
Specific function:
Class-III ADH is remarkably ineffective in oxidizing ethanol, but it readily catalyzes the oxidation of long-chain primary alcohols and the oxidation of S-(hydroxymethyl) glutathione.
Gene Name:
ADH5
Uniprot ID:
P11766
Molecular weight:
39723.945