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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 21:02:40 UTC
Update Date2021-09-14 15:45:45 UTC
HMDB IDHMDB0028832
Secondary Accession Numbers
  • HMDB0059717
  • HMDB28832
  • HMDB59717
Metabolite Identification
Common NameGlutamylvaline
DescriptionGlutamylvaline is a dipeptide composed of glutamate and valine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Glutamylvaline 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. It is found in urine (PMID: 3782411 ).
Structure
Data?1582753345
Synonyms
ValueSource
alpha-Glu-valChEBI
Glutamyl-valineChEBI
L-alpha-Glu-L-valChEBI
L-Glu-L-valChEBI
L-Glutamyl-L-valineChEBI
a-Glu-valGenerator
Α-glu-valGenerator
L-a-Glu-L-valGenerator
L-Α-glu-L-valGenerator
Α-L-glu-L-valHMDB
Α-glutamylvalineHMDB
Α-L-glutamyl-L-valineHMDB
L-Α-glutamyl-L-valineHMDB
N-Α-glutamylvalineHMDB
N-Α-L-glutamyl-L-valineHMDB
N-L-Α-glutamylvalineHMDB
N-L-Α-glutamyl-L-valineHMDB
alpha-L-Glu-L-valHMDB
alpha-GlutamylvalineHMDB
alpha-L-Glutamyl-L-valineHMDB
L-alpha-Glutamyl-L-valineHMDB
N-alpha-GlutamylvalineHMDB
N-alpha-L-Glutamyl-L-valineHMDB
N-L-alpha-GlutamylvalineHMDB
N-L-alpha-Glutamyl-L-valineHMDB
NSC 334345HMDB
Glu-valHMDB
N-GlutamylvalineHMDB
N-L-Glutamyl-L-valineHMDB
Glutamic acid valine dipeptideHMDB
Glutamate valine dipeptideHMDB
Glutamic acid-valine dipeptideHMDB
Glutamate-valine dipeptideHMDB
e-V DipeptideHMDB
EV dipeptideHMDB
GlutamylvalineHMDB, ChEBI
Chemical FormulaC10H18N2O5
Average Molecular Weight246.2603
Monoisotopic Molecular Weight246.121571696
IUPAC Name(4S)-4-amino-4-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butanoic acid
Traditional Name(4S)-4-amino-4-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butanoic acid
CAS Registry Number5879-06-1
SMILES
CC(C)[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C10H18N2O5/c1-5(2)8(10(16)17)12-9(15)6(11)3-4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)/t6-,8-/m0/s1
InChI KeySITLTJHOQZFJGG-XPUUQOCRSA-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
  • Glutamic acid or derivatives
  • N-acyl-alpha-amino acid
  • Valine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Amino fatty acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Fatty amide
  • N-acyl-amine
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid
  • Amino acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-3.08Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility33.7 g/LALOGPS
logP-3ALOGPS
logP-3.1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.43ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity57.58 m³·mol⁻¹ChemAxon
Polarizability24.68 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]+155.98431661259
DarkChem[M-H]-153.91531661259
DeepCCS[M+H]+161.73730932474
DeepCCS[M-H]-159.37930932474
DeepCCS[M-2H]-192.26630932474
DeepCCS[M+Na]+167.8330932474
AllCCS[M+H]+155.632859911
AllCCS[M+H-H2O]+152.432859911
AllCCS[M+NH4]+158.532859911
AllCCS[M+Na]+159.432859911
AllCCS[M-H]-155.232859911
AllCCS[M+Na-2H]-155.932859911
AllCCS[M+HCOO]-156.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GlutamylvalineCC(C)[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O3231.9Standard polar33892256
GlutamylvalineCC(C)[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O1932.4Standard non polar33892256
GlutamylvalineCC(C)[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O2149.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glutamylvaline,1TMS,isomer #1CC(C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)C(=O)O2107.8Semi standard non polar33892256
Glutamylvaline,1TMS,isomer #2CC(C)[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O[Si](C)(C)C2101.4Semi standard non polar33892256
Glutamylvaline,1TMS,isomer #3CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)C(=O)O2142.5Semi standard non polar33892256
Glutamylvaline,1TMS,isomer #4CC(C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C2054.7Semi standard non polar33892256
Glutamylvaline,2TMS,isomer #1CC(C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2123.0Semi standard non polar33892256
Glutamylvaline,2TMS,isomer #2CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)C(=O)O2165.8Semi standard non polar33892256
Glutamylvaline,2TMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C2044.8Semi standard non polar33892256
Glutamylvaline,2TMS,isomer #4CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C2167.8Semi standard non polar33892256
Glutamylvaline,2TMS,isomer #5CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C2075.3Semi standard non polar33892256
Glutamylvaline,2TMS,isomer #6CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)[Si](C)(C)C2135.0Semi standard non polar33892256
Glutamylvaline,2TMS,isomer #7CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2287.7Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #1CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C2168.6Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #1CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C2149.1Standard non polar33892256
Glutamylvaline,3TMS,isomer #2CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C2073.6Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #2CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C2135.2Standard non polar33892256
Glutamylvaline,3TMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C2109.1Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C2193.3Standard non polar33892256
Glutamylvaline,3TMS,isomer #4CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2297.8Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #4CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2222.2Standard non polar33892256
Glutamylvaline,3TMS,isomer #5CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)[Si](C)(C)C2139.8Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #5CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)[Si](C)(C)C2168.9Standard non polar33892256
Glutamylvaline,3TMS,isomer #6CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2306.8Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #6CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2207.5Standard non polar33892256
Glutamylvaline,3TMS,isomer #7CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2264.5Semi standard non polar33892256
Glutamylvaline,3TMS,isomer #7CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2239.6Standard non polar33892256
Glutamylvaline,4TMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C2138.1Semi standard non polar33892256
Glutamylvaline,4TMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C2226.4Standard non polar33892256
Glutamylvaline,4TMS,isomer #2CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2279.7Semi standard non polar33892256
Glutamylvaline,4TMS,isomer #2CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2270.6Standard non polar33892256
Glutamylvaline,4TMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2278.9Semi standard non polar33892256
Glutamylvaline,4TMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2307.9Standard non polar33892256
Glutamylvaline,4TMS,isomer #4CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2306.1Semi standard non polar33892256
Glutamylvaline,4TMS,isomer #4CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2285.7Standard non polar33892256
Glutamylvaline,5TMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2330.2Semi standard non polar33892256
Glutamylvaline,5TMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2344.4Standard non polar33892256
Glutamylvaline,1TBDMS,isomer #1CC(C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2351.1Semi standard non polar33892256
Glutamylvaline,1TBDMS,isomer #2CC(C)[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2337.7Semi standard non polar33892256
Glutamylvaline,1TBDMS,isomer #3CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)C(=O)O2369.0Semi standard non polar33892256
Glutamylvaline,1TBDMS,isomer #4CC(C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C2305.7Semi standard non polar33892256
Glutamylvaline,2TBDMS,isomer #1CC(C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2555.6Semi standard non polar33892256
Glutamylvaline,2TBDMS,isomer #2CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O2605.6Semi standard non polar33892256
Glutamylvaline,2TBDMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2527.8Semi standard non polar33892256
Glutamylvaline,2TBDMS,isomer #4CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2588.8Semi standard non polar33892256
Glutamylvaline,2TBDMS,isomer #5CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C2532.4Semi standard non polar33892256
Glutamylvaline,2TBDMS,isomer #6CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2587.1Semi standard non polar33892256
Glutamylvaline,2TBDMS,isomer #7CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2697.2Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #1CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2805.1Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #1CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2685.3Standard non polar33892256
Glutamylvaline,3TBDMS,isomer #2CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2748.8Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #2CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2682.2Standard non polar33892256
Glutamylvaline,3TBDMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2817.2Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2694.5Standard non polar33892256
Glutamylvaline,3TBDMS,isomer #4CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2970.3Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #4CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2740.8Standard non polar33892256
Glutamylvaline,3TBDMS,isomer #5CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2810.0Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #5CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2668.8Standard non polar33892256
Glutamylvaline,3TBDMS,isomer #6CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2951.5Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #6CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2706.2Standard non polar33892256
Glutamylvaline,3TBDMS,isomer #7CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2943.0Semi standard non polar33892256
Glutamylvaline,3TBDMS,isomer #7CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2719.4Standard non polar33892256
Glutamylvaline,4TBDMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3009.8Semi standard non polar33892256
Glutamylvaline,4TBDMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2894.3Standard non polar33892256
Glutamylvaline,4TBDMS,isomer #2CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3179.2Semi standard non polar33892256
Glutamylvaline,4TBDMS,isomer #2CC(C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2935.3Standard non polar33892256
Glutamylvaline,4TBDMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3177.5Semi standard non polar33892256
Glutamylvaline,4TBDMS,isomer #3CC(C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2959.4Standard non polar33892256
Glutamylvaline,4TBDMS,isomer #4CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3170.3Semi standard non polar33892256
Glutamylvaline,4TBDMS,isomer #4CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2938.7Standard non polar33892256
Glutamylvaline,5TBDMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3407.0Semi standard non polar33892256
Glutamylvaline,5TBDMS,isomer #1CC(C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3161.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Glutamylvaline GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-5910000000-dd206506b861529c598a2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glutamylvaline GC-MS (2 TMS) - 70eV, Positivesplash10-00di-7932000000-595f11ef6b35decd47d82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glutamylvaline 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 - Glutamylvaline 10V, Positive-QTOFsplash10-0fb9-0390000000-fc60f6b4840884b6e83b2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 20V, Positive-QTOFsplash10-0uki-9730000000-5f2ae69e6f8b9b6f1dec2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 40V, Positive-QTOFsplash10-0a4i-9100000000-7fd20ef70cf9ada323712017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 10V, Negative-QTOFsplash10-0f6t-0190000000-c60caad92d79605d6dbd2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 20V, Negative-QTOFsplash10-0fvj-2980000000-10ae3625f985d16042df2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 40V, Negative-QTOFsplash10-01ba-8900000000-f1ca76cd02d3da89f5ad2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 10V, Positive-QTOFsplash10-015a-1960000000-f9006730da0729f9edc12021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 20V, Positive-QTOFsplash10-0ue9-4900000000-c37cd1f5d5d59f3364942021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 40V, Positive-QTOFsplash10-0a4i-9100000000-5b26ce5e030ae3c3279b2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 10V, Negative-QTOFsplash10-0002-0290000000-db6b00543f1b7512cb992021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 20V, Negative-QTOFsplash10-004i-1900000000-8425065a485b241e24042021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glutamylvaline 40V, Negative-QTOFsplash10-0006-9500000000-e7692717f665a97bc5af2021-10-12Wishart 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)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. 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 ]
  2. 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 IDFDB111873
KNApSAcK IDNot Available
Chemspider ID5360697
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6992567
PDB IDNot Available
ChEBI ID68846
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. Jandke J, Spiteller G: Dipeptide analysis in human urine. J Chromatogr. 1986 Oct 31;382:39-45. [PubMed:3782411 ]
  2. Sovago I, Farkas E, Bertalan C, Lebkiri A, Kowalik-Jankowska T, Kozlowski H: Copper(II) complexes of dipeptides containing aspartyl, glutamyl, and histidyl residues in the side chain. J Inorg Biochem. 1993 Sep;51(4):715-26. [PubMed:7902418 ]
  3. Kanazawa A, Kakimoto Y, Nakajima T, Sano I: Identification of gamma-glutamylserine, gamma-glutamylalanine, gamma-glutamylvaline and S-methylglutathione of bovine brain. Biochim Biophys Acta. 1965 Nov 15;111(1):90-5. [PubMed:5867340 ]
  4. Schmugge M, Waye JS, Basran RK, Zurbriggen K, Frischknecht H: THE Hb S/beta+ -thalassemia phenotype demonstrates that the IVS-I (-2) (A>C) mutation is a mild beta-thalassemia allele. Hemoglobin. 2008;32(3):303-7. doi: 10.1080/03630260802004459. [PubMed:18473247 ]
  5. Suzuki H, Kato K, Kumagai H: Enzymatic synthesis of gamma-glutamylvaline to improve the bitter taste of valine. J Agric Food Chem. 2004 Feb 11;52(3):577-80. [PubMed:14759151 ]
  6. Frischknecht H, Troxler H, Greiner J, Hengartner H, Dutly F: Compound heterozygosity for Hb S [beta6(A3)GluVal, GAG-->GTG] and a new thalassemic mutation [beta132(H10)Lys-->term, AAA-->TAA] detected in a family from West Africa. Hemoglobin. 2008;32(3):309-13. doi: 10.1080/03630260701758866. [PubMed:18473248 ]