Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 21:03:48 UTC
Update Date2021-09-14 15:45:33 UTC
HMDB IDHMDB0029129
Secondary Accession Numbers
  • HMDB29129
Metabolite Identification
Common NameValylhistidine
DescriptionValylhistidine is a dipeptide composed of valine and histidine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.
Structure
Data?1582753379
Synonyms
ValueSource
L-Val-L-hisChEBI
V-HChEBI
VHChEBI
L-Valyl-L-histidineHMDB
N-L-Valyl-L-histidineHMDB
N-ValylhistidineHMDB
V-H DipeptideHMDB
VH DipeptideHMDB
Val-hisHMDB
Valine histidine dipeptideHMDB
Valine-histidine dipeptideHMDB
Valyl-histidineHMDB
ValylhistidineChEBI
Chemical FormulaC11H18N4O3
Average Molecular Weight254.29
Monoisotopic Molecular Weight254.137890456
IUPAC Name(2S)-2-[(2S)-2-amino-3-methylbutanamido]-3-(1H-imidazol-5-yl)propanoic acid
Traditional Name(2S)-2-[(2S)-2-amino-3-methylbutanamido]-3-(3H-imidazol-4-yl)propanoic acid
CAS Registry Number13589-07-6
SMILES
CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O
InChI Identifier
InChI=1S/C11H18N4O3/c1-6(2)9(12)10(16)15-8(11(17)18)3-7-4-13-5-14-7/h4-6,8-9H,3,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t8-,9-/m0/s1
InChI KeyBNQVUHQWZGTIBX-IUCAKERBSA-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
  • Histidine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Valine or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Imidazolyl carboxylic acid derivative
  • N-acyl-amine
  • Fatty amide
  • Fatty acyl
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid salt
  • Azacycle
  • Carboxylic acid
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Primary aliphatic amine
  • Organic zwitterion
  • Organic salt
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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-3.03Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.17 g/LALOGPS
logP-2.5ALOGPS
logP-3.2ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.53ChemAxon
pKa (Strongest Basic)8.52ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area121.1 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity64.35 m³·mol⁻¹ChemAxon
Polarizability25.34 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+161.85330932474
DeepCCS[M-H]-159.49530932474
DeepCCS[M-2H]-192.38230932474
DeepCCS[M+Na]+167.94630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ValylhistidineCC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O3197.2Standard polar33892256
ValylhistidineCC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O2078.8Standard non polar33892256
ValylhistidineCC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O2440.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Valylhistidine,1TMS,isomer #1CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C2332.6Semi standard non polar33892256
Valylhistidine,1TMS,isomer #2CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O2383.6Semi standard non polar33892256
Valylhistidine,1TMS,isomer #3CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C2293.4Semi standard non polar33892256
Valylhistidine,1TMS,isomer #4CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O2430.8Semi standard non polar33892256
Valylhistidine,2TMS,isomer #1CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C2376.0Semi standard non polar33892256
Valylhistidine,2TMS,isomer #1CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C2301.0Standard non polar33892256
Valylhistidine,2TMS,isomer #2CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C2299.1Semi standard non polar33892256
Valylhistidine,2TMS,isomer #2CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C2318.2Standard non polar33892256
Valylhistidine,2TMS,isomer #3CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C2439.5Semi standard non polar33892256
Valylhistidine,2TMS,isomer #3CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C2281.0Standard non polar33892256
Valylhistidine,2TMS,isomer #4CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2471.2Semi standard non polar33892256
Valylhistidine,2TMS,isomer #4CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2454.2Standard non polar33892256
Valylhistidine,2TMS,isomer #5CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C2326.1Semi standard non polar33892256
Valylhistidine,2TMS,isomer #5CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C2364.0Standard non polar33892256
Valylhistidine,2TMS,isomer #6CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O2477.3Semi standard non polar33892256
Valylhistidine,2TMS,isomer #6CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O2345.4Standard non polar33892256
Valylhistidine,2TMS,isomer #7CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C2399.7Semi standard non polar33892256
Valylhistidine,2TMS,isomer #7CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C2394.1Standard non polar33892256
Valylhistidine,3TMS,isomer #1CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2448.3Semi standard non polar33892256
Valylhistidine,3TMS,isomer #1CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2419.9Standard non polar33892256
Valylhistidine,3TMS,isomer #2CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C2323.0Semi standard non polar33892256
Valylhistidine,3TMS,isomer #2CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C2340.0Standard non polar33892256
Valylhistidine,3TMS,isomer #3CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C2500.2Semi standard non polar33892256
Valylhistidine,3TMS,isomer #3CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C2342.1Standard non polar33892256
Valylhistidine,3TMS,isomer #4CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2427.4Semi standard non polar33892256
Valylhistidine,3TMS,isomer #4CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2425.6Standard non polar33892256
Valylhistidine,3TMS,isomer #5CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2442.6Semi standard non polar33892256
Valylhistidine,3TMS,isomer #5CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2511.6Standard non polar33892256
Valylhistidine,3TMS,isomer #6CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2621.3Semi standard non polar33892256
Valylhistidine,3TMS,isomer #6CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2477.1Standard non polar33892256
Valylhistidine,3TMS,isomer #7CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C2461.5Semi standard non polar33892256
Valylhistidine,3TMS,isomer #7CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C2414.4Standard non polar33892256
Valylhistidine,4TMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2494.2Semi standard non polar33892256
Valylhistidine,4TMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2497.1Standard non polar33892256
Valylhistidine,4TMS,isomer #2CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2615.2Semi standard non polar33892256
Valylhistidine,4TMS,isomer #2CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2495.5Standard non polar33892256
Valylhistidine,4TMS,isomer #3CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2461.7Semi standard non polar33892256
Valylhistidine,4TMS,isomer #3CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2428.2Standard non polar33892256
Valylhistidine,4TMS,isomer #4CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2606.4Semi standard non polar33892256
Valylhistidine,4TMS,isomer #4CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2588.4Standard non polar33892256
Valylhistidine,5TMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2667.7Semi standard non polar33892256
Valylhistidine,5TMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2599.0Standard non polar33892256
Valylhistidine,1TBDMS,isomer #1CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C2577.5Semi standard non polar33892256
Valylhistidine,1TBDMS,isomer #2CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O2586.6Semi standard non polar33892256
Valylhistidine,1TBDMS,isomer #3CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C2535.1Semi standard non polar33892256
Valylhistidine,1TBDMS,isomer #4CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O2692.7Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #1CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C2807.4Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #1CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C2717.7Standard non polar33892256
Valylhistidine,2TBDMS,isomer #2CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2756.9Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #2CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2742.5Standard non polar33892256
Valylhistidine,2TBDMS,isomer #3CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2923.0Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #3CC(C)[C@H](N)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2702.5Standard non polar33892256
Valylhistidine,2TBDMS,isomer #4CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2913.4Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #4CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2828.3Standard non polar33892256
Valylhistidine,2TBDMS,isomer #5CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C2781.3Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #5CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C2754.5Standard non polar33892256
Valylhistidine,2TBDMS,isomer #6CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O2940.7Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #6CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O2744.0Standard non polar33892256
Valylhistidine,2TBDMS,isomer #7CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2878.9Semi standard non polar33892256
Valylhistidine,2TBDMS,isomer #7CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2784.2Standard non polar33892256
Valylhistidine,3TBDMS,isomer #1CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3138.2Semi standard non polar33892256
Valylhistidine,3TBDMS,isomer #1CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2958.2Standard non polar33892256
Valylhistidine,3TBDMS,isomer #2CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2989.8Semi standard non polar33892256
Valylhistidine,3TBDMS,isomer #2CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2889.9Standard non polar33892256
Valylhistidine,3TBDMS,isomer #3CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3139.6Semi standard non polar33892256
Valylhistidine,3TBDMS,isomer #3CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2929.8Standard non polar33892256
Valylhistidine,3TBDMS,isomer #4CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3077.8Semi standard non polar33892256
Valylhistidine,3TBDMS,isomer #4CC(C)[C@H](N)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3010.4Standard non polar33892256
Valylhistidine,3TBDMS,isomer #5CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3087.2Semi standard non polar33892256
Valylhistidine,3TBDMS,isomer #5CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3033.5Standard non polar33892256
Valylhistidine,3TBDMS,isomer #6CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3301.6Semi standard non polar33892256
Valylhistidine,3TBDMS,isomer #6CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3017.0Standard non polar33892256
Valylhistidine,3TBDMS,isomer #7CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C3125.3Semi standard non polar33892256
Valylhistidine,3TBDMS,isomer #7CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2968.9Standard non polar33892256
Valylhistidine,4TBDMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3327.3Semi standard non polar33892256
Valylhistidine,4TBDMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3175.9Standard non polar33892256
Valylhistidine,4TBDMS,isomer #2CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3480.3Semi standard non polar33892256
Valylhistidine,4TBDMS,isomer #2CC(C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3199.2Standard non polar33892256
Valylhistidine,4TBDMS,isomer #3CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3301.0Semi standard non polar33892256
Valylhistidine,4TBDMS,isomer #3CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3153.6Standard non polar33892256
Valylhistidine,4TBDMS,isomer #4CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3462.3Semi standard non polar33892256
Valylhistidine,4TBDMS,isomer #4CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3254.6Standard non polar33892256
Valylhistidine,5TBDMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3661.6Semi standard non polar33892256
Valylhistidine,5TBDMS,isomer #1CC(C)[C@@H](C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3453.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Valylhistidine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Valylhistidine 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 - Valylhistidine 10V, Negative-QTOFsplash10-0udi-0690000000-54918bc2bfdb31f630952021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valylhistidine 20V, Negative-QTOFsplash10-0a4i-4900000000-d7184ea7b59d57b3c2602021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valylhistidine 40V, Negative-QTOFsplash10-066u-9600000000-90deb2911a10fd34993f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valylhistidine 10V, Positive-QTOFsplash10-0a4i-0190000000-339823bbe10c974f110f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valylhistidine 20V, Positive-QTOFsplash10-0c00-9800000000-8d87f4e9800d3d01c9f92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valylhistidine 40V, Positive-QTOFsplash10-08gl-9400000000-5b9772fb4f263b515e3d2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart 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)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. 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 IDFDB112131
KNApSAcK IDNot Available
Chemspider ID5731283
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7408624
PDB IDNot Available
ChEBI ID73700
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. Dixon HB: A reaction of glucose with peptides. Biochem J. 1972 Aug;129(1):203-8. [PubMed:4646775 ]
  2. Ichiyanagi A, Hirokawa K, Gomi K, Nakatsu T, Kato H, Kajiyama N: Crystallization and preliminary crystallographic analysis of two eukaryotic fructosyl peptide oxidases. Acta Crystallogr Sect F Struct Biol Cryst Commun. 2013 Feb 1;69(Pt 2):130-3. doi: 10.1107/S1744309112051445. Epub 2013 Jan 30. [PubMed:23385752 ]
  3. Mori N, Manning JM: Studies on the Amadori rearrangement in a model system: chromatographic isolation of intermediates and product. Anal Biochem. 1986 Feb 1;152(2):396-401. [PubMed:3963373 ]