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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 21:02:45 UTC
Update Date2021-09-14 15:46:59 UTC
HMDB IDHMDB0028852
Secondary Accession Numbers
  • HMDB28852
Metabolite Identification
Common NameGlycyl-Tryptophan
DescriptionGlycyl-Tryptophan is a dipeptide composed of glycine and tryptophan. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.
Structure
Data?1582753347
Synonyms
ValueSource
g-W DipeptideHMDB
Gly-TRPHMDB
Glycine tryptophan dipeptideHMDB
Glycine-tryptophan dipeptideHMDB
GlycyltryptophanHMDB
GW DipeptideHMDB
L-Glycyl-L-tryptophanHMDB
Glycyl-L-tryptophanHMDB
Glycyltryptophan, (DL)-isomerHMDB
2-[(2-Amino-1-hydroxyethylidene)amino]-3-(1H-indol-3-yl)propanoateHMDB
Chemical FormulaC13H15N3O3
Average Molecular Weight261.2765
Monoisotopic Molecular Weight261.111341361
IUPAC Name2-(2-aminoacetamido)-3-(1H-indol-3-yl)propanoic acid
Traditional Name2-(2-aminoacetamido)-3-(1H-indol-3-yl)propanoic acid
CAS Registry NumberNot Available
SMILES
NCC(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O
InChI Identifier
InChI=1S/C13H15N3O3/c14-6-12(17)16-11(13(18)19)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6,14H2,(H,16,17)(H,18,19)
InChI KeyAJHCSUXXECOXOY-UHFFFAOYSA-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
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid amide
  • Indolyl carboxylic acid derivative
  • Alpha-amino acid or derivatives
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Amino acid
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-2.19Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.19 g/LALOGPS
logP10(-1.2) g/LALOGPS
logP10(-2.2) g/LChemAxon
logS10(-2.3) g/LALOGPS
pKa (Strongest Acidic)3.82ChemAxon
pKa (Strongest Basic)8.14ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area108.21 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity69.01 m³·mol⁻¹ChemAxon
Polarizability26.63 ųChemAxon
Number of Rings2ChemAxon
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]+160.30731661259
DarkChem[M-H]-159.42931661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Glycyl-TryptophanNCC(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O3834.6Standard polar33892256
Glycyl-TryptophanNCC(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O2368.9Standard non polar33892256
Glycyl-TryptophanNCC(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O2832.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycyl-Tryptophan,1TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)CN2665.9Semi standard non polar33892256
Glycyl-Tryptophan,1TMS,isomer #2C[Si](C)(C)NCC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O2734.9Semi standard non polar33892256
Glycyl-Tryptophan,1TMS,isomer #3C[Si](C)(C)N(C(=O)CN)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O2693.0Semi standard non polar33892256
Glycyl-Tryptophan,1TMS,isomer #4C[Si](C)(C)N1C=C(CC(NC(=O)CN)C(=O)O)C2=CC=CC=C212693.4Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #1C[Si](C)(C)NCC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C2725.0Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #1C[Si](C)(C)NCC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C2536.0Standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #2C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)CN2655.6Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #2C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)CN2453.6Standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #3C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C2660.0Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #3C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C2547.0Standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #4C[Si](C)(C)N(CC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2887.9Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #4C[Si](C)(C)N(CC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2719.8Standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #5C[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2752.7Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #5C[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2666.3Standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #6C[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O2760.6Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #6C[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O2643.5Standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #7C[Si](C)(C)N(C(=O)CN)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O2684.7Semi standard non polar33892256
Glycyl-Tryptophan,2TMS,isomer #7C[Si](C)(C)N(C(=O)CN)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O2605.9Standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C2855.1Semi standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C2728.4Standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #2C[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C2702.2Semi standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #2C[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C2679.1Standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #3C[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C2720.3Semi standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #3C[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C2591.4Standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #4C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C2642.4Semi standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #4C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C2598.6Standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #5C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O2890.4Semi standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #5C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O2820.5Standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #6C[Si](C)(C)N(CC(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2897.2Semi standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #6C[Si](C)(C)N(CC(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2817.7Standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #7C[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2726.6Semi standard non polar33892256
Glycyl-Tryptophan,3TMS,isomer #7C[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C2740.5Standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C2844.7Semi standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C2768.2Standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #2C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2879.1Semi standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #2C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2821.5Standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #3C[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C2710.3Semi standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #3C[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C2714.4Standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #4C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O2914.1Semi standard non polar33892256
Glycyl-Tryptophan,4TMS,isomer #4C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O2883.7Standard non polar33892256
Glycyl-Tryptophan,5TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2917.1Semi standard non polar33892256
Glycyl-Tryptophan,5TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2859.6Standard non polar33892256
Glycyl-Tryptophan,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)CN2963.0Semi standard non polar33892256
Glycyl-Tryptophan,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O2982.6Semi standard non polar33892256
Glycyl-Tryptophan,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C(=O)CN)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O2982.4Semi standard non polar33892256
Glycyl-Tryptophan,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C=C(CC(NC(=O)CN)C(=O)O)C2=CC=CC=C212957.0Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C3225.4Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C2986.0Standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)CN3158.5Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)CN2897.6Standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C(C)(C)C3198.3Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C(C)(C)C2985.8Standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3385.7Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CC(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3106.5Standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3256.1Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3073.5Standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O3215.0Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O3042.3Standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)CN)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O3205.9Semi standard non polar33892256
Glycyl-Tryptophan,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)CN)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O2976.0Standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3573.1Semi standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3312.5Standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3457.5Semi standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3285.0Standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C3361.0Semi standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C3216.2Standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C(C)(C)C3354.6Semi standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)CN)[Si](C)(C)C(C)(C)C3168.5Standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O3605.3Semi standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O3372.8Standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CC(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3581.0Semi standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CC(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3339.3Standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3439.0Semi standard non polar33892256
Glycyl-Tryptophan,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C3287.0Standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3691.4Semi standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3485.5Standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3777.6Semi standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3547.0Standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3549.0Semi standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3449.7Standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O3771.0Semi standard non polar33892256
Glycyl-Tryptophan,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O3523.1Standard non polar33892256
Glycyl-Tryptophan,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3916.2Semi standard non polar33892256
Glycyl-Tryptophan,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3686.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Glycyl-Tryptophan GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-9530000000-641adea5b5bd8c5b1b862017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycyl-Tryptophan GC-MS (1 TMS) - 70eV, Positivesplash10-05ai-9310000000-25a82050e786866e464f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycyl-Tryptophan 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 - Glycyl-Tryptophan 10V, Positive-QTOFsplash10-01qc-4190000000-a1d5225f41faeefa88e52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 20V, Positive-QTOFsplash10-053r-9430000000-4db47620b8d9e5d99c802017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 40V, Positive-QTOFsplash10-001i-3900000000-08b7953f817ffc28aca82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 10V, Negative-QTOFsplash10-03di-0190000000-d7f8689a0c0b62fb89422017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 20V, Negative-QTOFsplash10-0jc0-4690000000-c355a939326dd8fe5a162017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 40V, Negative-QTOFsplash10-006x-9600000000-b513f0d8bcb4ca7b36fd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 10V, Positive-QTOFsplash10-06ri-0970000000-3dd29b27823e7c9ebedd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 20V, Positive-QTOFsplash10-000i-0900000000-40692a2998702b9103972021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 40V, Positive-QTOFsplash10-05o3-2900000000-c2f94b822153e489f5b72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 10V, Negative-QTOFsplash10-0zfr-1960000000-1341d80adb499fa09e2f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 20V, Negative-QTOFsplash10-00xr-9720000000-9b3f0adc7aefc92a0b5b2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycyl-Tryptophan 40V, Negative-QTOFsplash10-014l-5900000000-d7adc70a2504f012d0f12021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB111884
KNApSAcK IDNot Available
Chemspider ID92825
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102763
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Kano K, Hasegawa H, Miyamura M: Chiral recognition of dipeptide methyl esters by an anionic beta-cyclodextrin. Chirality. 2001 Aug;13(8):474-82. [PubMed:11466771 ]
  2. Jean PA, Reed DJ: In vitro dipeptide, nucleoside, and glutathione alkylation by S-(2-chloroethyl)glutathione and S-(2-chloroethyl)-L-cysteine. Chem Res Toxicol. 1989 Nov-Dec;2(6):455-60. [PubMed:2519737 ]
  3. Lozovskaia EL, Makareeva EN, Makedonov IU: [Photosensitization and photoprotection by some drugs, metabolites and other compounds]. Biofizika. 1997 May-Jun;42(3):549-57. [PubMed:9296615 ]
  4. Eisenberg AS, Juszczak LJ: Correlation of TrpGly and GlyTrp Rotamer Structure with W7 and W10 UV Resonance Raman Modes and Fluorescence Emission Shifts. J Amino Acids. 2012;2012:735076. doi: 10.1155/2012/735076. Epub 2012 Jul 22. [PubMed:22888404 ]
  5. Babizhayev MA, Lozovskaya EL, Makareyeva EN, Lul'kin YA, Sapezhinskii II: Photoprotector and antioxidant properties of histamine-containing peptidomimetics in the photooxidation of glycyltryptophan. Biochemistry (Mosc). 1998 May;63(5):523-8. [PubMed:9632886 ]
  6. Lozovskaia EL, Sapezhinskii II: [Comparative effectiveness of some medicinal substances as acceptors of superoxide radicals]. Biofizika. 1993 Jan-Feb;38(1):31-6. [PubMed:8386002 ]
  7. Viell B, Weidler B, Krause B, Vestweber KH: Analysis of tryptophan, tyrosine and related dipeptides in mouse brain by isocratic high-performance liquid chromatography with switchable wavelength fluorescence detection. J Pharm Biomed Anal. 1988;6(6-8):933-8. [PubMed:16867364 ]
  8. Turoverov KK, Kuznetsova IM: What causes the depolarization of trypsin and trypsinogen fluorescence. Intramolecular mobility or non-radiative energy transfer? Biophys Chem. 1986 Dec 31;25(3):315-23. [PubMed:3828470 ]
  9. Lozovskaia EL, Kaplunskii GD, Sapezhinskii II: [Superoxide dismutase activity and photosensitizing properties of 2,5-dihydroxybenzolsulfonate]. Biofizika. 1990 Nov-Dec;35(6):912-6. [PubMed:1965686 ]
  10. Norberg A, Sillard R, Carlquist M, Jornvall H, Mutt V: Chemical detection of natural peptides by specific structures. Isolation of chicken galanin by monitoring for its N-terminal dipeptide, and determination of the amino acid sequence. FEBS Lett. 1991 Aug 19;288(1-2):151-3. [PubMed:1715289 ]
  11. Drozdz R, Naskalski JW, Sznajd J: Oxidation of amino acids and peptides in reaction with myeloperoxidase, chloride and hydrogen peroxide. Biochim Biophys Acta. 1988 Nov 2;957(1):47-52. [PubMed:2846070 ]
  12. Lozovskaya EL, Vartanyan LS: Superoxide dismutase: determination of activity by inhibition of photosensitized chemiluminescence of glycyltryptophan. Biochemistry (Mosc). 2000 May;65(5):599-603. [PubMed:10851038 ]
  13. Kaplunskii GD, Sapezhinskii II: [Protection and latent and patent sensitization by nucleotides of radiation-induced transformations of gylcyltryptophan and serum albumin]. Radiobiologiia. 1988 Jul-Aug;28(4):549-53. [PubMed:3420231 ]
  14. Popova TV, Reinbolt J, Ehresmann B, Shakirov MM, Serebriakova MV, Gerassimova YV, Knorre DG, Godovikova TS: Why do p-nitro-substituted aryl azides provide unintended dark reactions with proteins? J Photochem Photobiol B. 2010 Jul 2;100(1):19-29. doi: 10.1016/j.jphotobiol.2010.04.004. Epub 2010 Apr 14. [PubMed:20570168 ]