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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 01:23:42 UTC
Update Date2022-03-07 03:17:45 UTC
HMDB IDHMDB0060478
Secondary Accession Numbers
  • HMDB60478
Metabolite Identification
Common Namegamma-Glutamyl-beta-cyanoalanine
Descriptiongamma-Glutamyl-beta-cyanoalanine, also known as γ-glutamyl-β-cyanoalanine, 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. gamma-Glutamyl-beta-cyanoalanine is a very strong basic compound (based on its pKa). These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
Structure
Data?1563866065
Synonyms
ValueSource
g-Glutamyl-b-cyanoalanineGenerator
Γ-glutamyl-β-cyanoalanineGenerator
Chemical FormulaC9H13N3O5
Average Molecular Weight243.2166
Monoisotopic Molecular Weight243.085520541
IUPAC Name(2S)-2-amino-4-{[(1S)-1-carboxy-2-cyanoethyl]-C-hydroxycarbonimidoyl}butanoic acid
Traditional Name(2S)-2-amino-4-{[(1S)-1-carboxy-2-cyanoethyl]-C-hydroxycarbonimidoyl}butanoic acid
CAS Registry NumberNot Available
SMILES
N[C@@H](CCC(O)=N[C@@H](CC#N)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C9H13N3O5/c10-4-3-6(9(16)17)12-7(13)2-1-5(11)8(14)15/h5-6H,1-3,11H2,(H,12,13)(H,14,15)(H,16,17)/t5-,6-/m0/s1
InChI KeyQUAADUAOVLZBJM-WDSKDSINSA-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Gamma-glutamyl alpha-amino acid
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acid
  • Fatty acyl
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Amino acid
  • Carboxamide group
  • Nitrile
  • Carbonitrile
  • Carboxylic acid
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Carbonyl group
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.96 g/LALOGPS
logP-3.1ALOGPS
logP-3.7ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)1.36ChemAxon
pKa (Strongest Basic)9.54ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area157 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity54.12 m³·mol⁻¹ChemAxon
Polarizability22.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+158.16731661259
DarkChem[M-H]-153.23831661259
DeepCCS[M+H]+153.52730932474
DeepCCS[M-H]-151.16930932474
DeepCCS[M-2H]-184.17130932474
DeepCCS[M+Na]+159.62130932474
AllCCS[M+H]+152.332859911
AllCCS[M+H-H2O]+149.132859911
AllCCS[M+NH4]+155.332859911
AllCCS[M+Na]+156.132859911
AllCCS[M-H]-151.432859911
AllCCS[M+Na-2H]-151.932859911
AllCCS[M+HCOO]-152.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
gamma-Glutamyl-beta-cyanoalanineN[C@@H](CCC(O)=N[C@@H](CC#N)C(O)=O)C(O)=O2655.9Standard polar33892256
gamma-Glutamyl-beta-cyanoalanineN[C@@H](CCC(O)=N[C@@H](CC#N)C(O)=O)C(O)=O1988.1Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanineN[C@@H](CCC(O)=N[C@@H](CC#N)C(O)=O)C(O)=O2500.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
gamma-Glutamyl-beta-cyanoalanine,1TMS,isomer #1C[Si](C)(C)OC(CC[C@H](N)C(=O)O)=N[C@@H](CC#N)C(=O)O2315.7Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@H](N)C(=O)O2294.5Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,1TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](N)CCC(O)=N[C@@H](CC#N)C(=O)O2288.0Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,1TMS,isomer #4C[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O)C(=O)O2356.2Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C2264.5Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@H](N)C(=O)O)O[Si](C)(C)C2278.3Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TMS,isomer #3C[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C)C(=O)O2330.7Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TMS,isomer #4C[Si](C)(C)OC(=O)[C@@H](N)CCC(O)=N[C@@H](CC#N)C(=O)O[Si](C)(C)C2210.4Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TMS,isomer #5C[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O[Si](C)(C)C)C(=O)O2295.1Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TMS,isomer #6C[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O)C(=O)O[Si](C)(C)C2305.3Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TMS,isomer #7C[Si](C)(C)N([C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O)C(=O)O)[Si](C)(C)C2419.3Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C2221.5Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TMS,isomer #2C[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2295.8Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TMS,isomer #3C[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O2308.5Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TMS,isomer #4C[Si](C)(C)OC(CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=N[C@@H](CC#N)C(=O)O2438.6Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TMS,isomer #5C[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2254.1Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TMS,isomer #6C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2381.0Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TMS,isomer #7C[Si](C)(C)OC(=O)[C@H](CCC(O)=N[C@@H](CC#N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2408.6Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2250.9Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2284.1Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2930.5Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2442.0Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2346.5Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3143.2Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2427.2Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2369.6Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C3072.6Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2388.8Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2337.1Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3125.8Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2428.9Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2377.8Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,5TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2743.0Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CC[C@H](N)C(=O)O)=N[C@@H](CC#N)C(=O)O2510.7Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@H](N)C(=O)O2503.3Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(O)=N[C@@H](CC#N)C(=O)O2498.3Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O)C(=O)O2548.6Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C(C)(C)C2644.9Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C2667.4Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O2717.8Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(O)=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C2625.7Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2681.3Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2698.2Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N([C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2805.6Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2827.9Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2878.7Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O2898.0Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N[C@@H](CC#N)C(=O)O3019.9Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@@H](CCC(O)=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2856.9Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3002.9Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(O)=N[C@@H](CC#N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3041.6Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3048.7Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2958.6Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCC(=N[C@@H](CC#N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3193.0Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3242.1Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3004.1Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=N[C@@H](CC#N)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3304.9Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3237.2Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3031.9Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3246.6Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3229.2Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3058.1Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3330.1Standard polar33892256
gamma-Glutamyl-beta-cyanoalanine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3450.0Semi standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3167.4Standard non polar33892256
gamma-Glutamyl-beta-cyanoalanine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC#N)N=C(CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3120.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamyl-beta-cyanoalanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6y-9500000000-85b76c836d9845c482a32017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamyl-beta-cyanoalanine GC-MS (3 TMS) - 70eV, Positivesplash10-0006-3129100000-043ad9f012fd11656aba2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Glutamyl-beta-cyanoalanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 10V, Positive-QTOFsplash10-01ta-1960000000-6e66795d1179cc4cdce72017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 20V, Positive-QTOFsplash10-03yj-5910000000-92dce90adec9fe6fadca2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 40V, Positive-QTOFsplash10-05mo-9300000000-4a0506e21080dd49eb1b2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 10V, Negative-QTOFsplash10-006x-0490000000-bc3a56452e83c180c0842017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 20V, Negative-QTOFsplash10-01zd-2940000000-161c367bd69d2799c9b22017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 40V, Negative-QTOFsplash10-0006-9200000000-36c4d7accf3a1cebe3322017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 10V, Positive-QTOFsplash10-002f-2590000000-f47a2e64287eded7ad722021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 20V, Positive-QTOFsplash10-014s-7920000000-822485c7256aa5ce37182021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 40V, Positive-QTOFsplash10-052r-9100000000-1d8efe4066032e19ea6f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 10V, Negative-QTOFsplash10-00ed-2790000000-6bc11039346e3920554a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 20V, Negative-QTOFsplash10-01za-2930000000-77ee3460fe90ad5754352021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Glutamyl-beta-cyanoalanine 40V, Negative-QTOFsplash10-00kf-9200000000-3d10ac309d0fec7cadb22021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC05711
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53297342
PDB IDNot Available
ChEBI ID10565
Food Biomarker OntologyNot Available
VMH IDHC01577
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Initiates extracellular glutathione (GSH) breakdown, provides cells with a local cysteine supply and contributes to maintain intracellular GSH level. It is part of the cell antioxidant defense mechanism. Catalyzes the transfer of the glutamyl moiety of glutathione to amino acids and dipeptide acceptors. Alternatively, glutathione can be hydrolyzed to give Cys-Gly and gamma glutamate. Isoform 3 seems to be inactive.
Gene Name:
GGT1
Uniprot ID:
P19440
Molecular weight:
61409.67
Reactions
L-3-Cyanoalanine + L-Glutamic acid → gamma-Glutamyl-beta-cyanoalanine + Waterdetails
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Cleaves glutathione conjugates (By similarity).
Gene Name:
GGT7
Uniprot ID:
Q9UJ14
Molecular weight:
70466.015
Reactions
L-3-Cyanoalanine + L-Glutamic acid → gamma-Glutamyl-beta-cyanoalanine + Waterdetails
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Cleaves glutathione conjugates (By similarity).
Gene Name:
GGT6
Uniprot ID:
Q6P531
Molecular weight:
50508.83
Reactions
L-3-Cyanoalanine + L-Glutamic acid → gamma-Glutamyl-beta-cyanoalanine + Waterdetails
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Cleaves the gamma-glutamyl peptide bond of glutathione conjugates, but maybe not glutathione itself. Converts leukotriene C4 (LTC4) to leukotriene D4 (LTD4).
Gene Name:
GGT5
Uniprot ID:
P36269
Molecular weight:
62331.75
Reactions
L-3-Cyanoalanine + L-Glutamic acid → gamma-Glutamyl-beta-cyanoalanine + Waterdetails