Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 21:03:06 UTC
Update Date2022-09-22 18:34:56 UTC
HMDB IDHMDB0028951
Secondary Accession Numbers
  • HMDB28951
Metabolite Identification
Common NameLysylglycine
DescriptionLysylglycine is a dipeptide composed of lysine and glycine. 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?1582753358
Synonyms
ValueSource
K-GChEBI
KGChEBI
L-Lys-glyChEBI
K-g DipeptideHMDB
KG DipeptideHMDB
L-LysyllycineHMDB
Lys-glyHMDB
Lysine glycine dipeptideHMDB
Lysine-glycine dipeptideHMDB
Lysyl-glycineHMDB
N-L-LysyllycineHMDB
N-LysylglycineHMDB
LysylglycineChEBI
Chemical FormulaC8H17N3O3
Average Molecular Weight203.242
Monoisotopic Molecular Weight203.126991419
IUPAC Name2-[(2S)-2,6-diaminohexanamido]acetic acid
Traditional Name[(2S)-2,6-diaminohexanamido]acetic acid
CAS Registry Number7563-03-3
SMILES
NCCCC[C@H](N)C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C8H17N3O3/c9-4-2-1-3-6(10)8(14)11-5-7(12)13/h6H,1-5,9-10H2,(H,11,14)(H,12,13)/t6-/m0/s1
InChI KeyHGNRJCINZYHNOU-LURJTMIESA-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
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Amine
  • 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-4.16Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.2 g/LALOGPS
logP-3.4ALOGPS
logP-4.2ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)3.68ChemAxon
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area118.44 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity50.61 m³·mol⁻¹ChemAxon
Polarizability21.58 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
DeepCCS[M+H]+148.30230932474
DeepCCS[M-H]-144.47530932474
DeepCCS[M-2H]-181.81530932474
DeepCCS[M+Na]+157.35330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
LysylglycineNCCCC[C@H](N)C(=O)NCC(O)=O2875.8Standard polar33892256
LysylglycineNCCCC[C@H](N)C(=O)NCC(O)=O1971.1Standard non polar33892256
LysylglycineNCCCC[C@H](N)C(=O)NCC(O)=O2064.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Lysylglycine,1TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCCCN2053.0Semi standard non polar33892256
Lysylglycine,1TMS,isomer #2C[Si](C)(C)NCCCC[C@H](N)C(=O)NCC(=O)O2168.7Semi standard non polar33892256
Lysylglycine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CCCCN)C(=O)NCC(=O)O2100.1Semi standard non polar33892256
Lysylglycine,1TMS,isomer #4C[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCCCN2028.4Semi standard non polar33892256
Lysylglycine,2TMS,isomer #1C[Si](C)(C)N[C@@H](CCCCN)C(=O)NCC(=O)O[Si](C)(C)C2122.7Semi standard non polar33892256
Lysylglycine,2TMS,isomer #1C[Si](C)(C)N[C@@H](CCCCN)C(=O)NCC(=O)O[Si](C)(C)C2148.9Standard non polar33892256
Lysylglycine,2TMS,isomer #2C[Si](C)(C)NCCCC[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C2208.8Semi standard non polar33892256
Lysylglycine,2TMS,isomer #2C[Si](C)(C)NCCCC[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C2154.7Standard non polar33892256
Lysylglycine,2TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C2026.5Semi standard non polar33892256
Lysylglycine,2TMS,isomer #3C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C2092.7Standard non polar33892256
Lysylglycine,2TMS,isomer #4C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O2248.0Semi standard non polar33892256
Lysylglycine,2TMS,isomer #4C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O2198.9Standard non polar33892256
Lysylglycine,2TMS,isomer #5C[Si](C)(C)N(CCCC[C@H](N)C(=O)NCC(=O)O)[Si](C)(C)C2353.4Semi standard non polar33892256
Lysylglycine,2TMS,isomer #5C[Si](C)(C)N(CCCC[C@H](N)C(=O)NCC(=O)O)[Si](C)(C)C2191.7Standard non polar33892256
Lysylglycine,2TMS,isomer #6C[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C2155.6Semi standard non polar33892256
Lysylglycine,2TMS,isomer #6C[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C2202.6Standard non polar33892256
Lysylglycine,2TMS,isomer #7C[Si](C)(C)N([C@@H](CCCCN)C(=O)NCC(=O)O)[Si](C)(C)C2229.8Semi standard non polar33892256
Lysylglycine,2TMS,isomer #7C[Si](C)(C)N([C@@H](CCCCN)C(=O)NCC(=O)O)[Si](C)(C)C2155.1Standard non polar33892256
Lysylglycine,2TMS,isomer #8C[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O)[Si](C)(C)C2101.0Semi standard non polar33892256
Lysylglycine,2TMS,isomer #8C[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O)[Si](C)(C)C2134.3Standard non polar33892256
Lysylglycine,3TMS,isomer #1C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C2242.4Semi standard non polar33892256
Lysylglycine,3TMS,isomer #1C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C2292.6Standard non polar33892256
Lysylglycine,3TMS,isomer #10C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C2221.5Semi standard non polar33892256
Lysylglycine,3TMS,isomer #10C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C2227.8Standard non polar33892256
Lysylglycine,3TMS,isomer #2C[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C2243.7Semi standard non polar33892256
Lysylglycine,3TMS,isomer #2C[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C2258.8Standard non polar33892256
Lysylglycine,3TMS,isomer #3C[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2107.0Semi standard non polar33892256
Lysylglycine,3TMS,isomer #3C[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2217.2Standard non polar33892256
Lysylglycine,3TMS,isomer #4C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C2364.7Semi standard non polar33892256
Lysylglycine,3TMS,isomer #4C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C2278.7Standard non polar33892256
Lysylglycine,3TMS,isomer #5C[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2145.5Semi standard non polar33892256
Lysylglycine,3TMS,isomer #5C[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2267.1Standard non polar33892256
Lysylglycine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)NCC(=O)O2403.1Semi standard non polar33892256
Lysylglycine,3TMS,isomer #6C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)NCC(=O)O2291.9Standard non polar33892256
Lysylglycine,3TMS,isomer #7C[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2375.4Semi standard non polar33892256
Lysylglycine,3TMS,isomer #7C[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2298.0Standard non polar33892256
Lysylglycine,3TMS,isomer #8C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C2214.4Semi standard non polar33892256
Lysylglycine,3TMS,isomer #8C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C2296.5Standard non polar33892256
Lysylglycine,3TMS,isomer #9C[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C2307.3Semi standard non polar33892256
Lysylglycine,3TMS,isomer #9C[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C2308.7Standard non polar33892256
Lysylglycine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C2394.6Semi standard non polar33892256
Lysylglycine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C2361.3Standard non polar33892256
Lysylglycine,4TMS,isomer #2C[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2337.7Semi standard non polar33892256
Lysylglycine,4TMS,isomer #2C[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2396.7Standard non polar33892256
Lysylglycine,4TMS,isomer #3C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2180.4Semi standard non polar33892256
Lysylglycine,4TMS,isomer #3C[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2349.3Standard non polar33892256
Lysylglycine,4TMS,isomer #4C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2255.6Semi standard non polar33892256
Lysylglycine,4TMS,isomer #4C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2331.7Standard non polar33892256
Lysylglycine,4TMS,isomer #5C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2311.5Semi standard non polar33892256
Lysylglycine,4TMS,isomer #5C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2358.8Standard non polar33892256
Lysylglycine,4TMS,isomer #6C[Si](C)(C)N(CCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2522.2Semi standard non polar33892256
Lysylglycine,4TMS,isomer #6C[Si](C)(C)N(CCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2392.9Standard non polar33892256
Lysylglycine,4TMS,isomer #7C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C2382.6Semi standard non polar33892256
Lysylglycine,4TMS,isomer #7C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C2379.9Standard non polar33892256
Lysylglycine,4TMS,isomer #8C[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2332.9Semi standard non polar33892256
Lysylglycine,4TMS,isomer #8C[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2387.8Standard non polar33892256
Lysylglycine,5TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2532.3Semi standard non polar33892256
Lysylglycine,5TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2463.7Standard non polar33892256
Lysylglycine,5TMS,isomer #2C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2362.6Semi standard non polar33892256
Lysylglycine,5TMS,isomer #2C[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2413.2Standard non polar33892256
Lysylglycine,5TMS,isomer #3C[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2345.3Semi standard non polar33892256
Lysylglycine,5TMS,isomer #3C[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2442.6Standard non polar33892256
Lysylglycine,5TMS,isomer #4C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2532.4Semi standard non polar33892256
Lysylglycine,5TMS,isomer #4C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2478.0Standard non polar33892256
Lysylglycine,6TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2578.8Semi standard non polar33892256
Lysylglycine,6TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2510.0Standard non polar33892256
Lysylglycine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCCCN2298.8Semi standard non polar33892256
Lysylglycine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)NCC(=O)O2431.5Semi standard non polar33892256
Lysylglycine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)NCC(=O)O2351.5Semi standard non polar33892256
Lysylglycine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCCCN2297.0Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2621.2Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2515.1Standard non polar33892256
Lysylglycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2716.2Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2527.5Standard non polar33892256
Lysylglycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C(C)(C)C2555.7Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN)[Si](C)(C)C(C)(C)C2475.8Standard non polar33892256
Lysylglycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O2761.0Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O2559.6Standard non polar33892256
Lysylglycine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(CCCC[C@H](N)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2822.0Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(CCCC[C@H](N)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2542.2Standard non polar33892256
Lysylglycine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2688.2Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2560.8Standard non polar33892256
Lysylglycine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N([C@@H](CCCCN)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2695.5Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N([C@@H](CCCCN)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C2539.9Standard non polar33892256
Lysylglycine,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2619.3Semi standard non polar33892256
Lysylglycine,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2517.6Standard non polar33892256
Lysylglycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2935.4Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2790.8Standard non polar33892256
Lysylglycine,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2902.8Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2772.4Standard non polar33892256
Lysylglycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2933.1Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2771.8Standard non polar33892256
Lysylglycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2857.7Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCCCN)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2749.4Standard non polar33892256
Lysylglycine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3049.1Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2801.8Standard non polar33892256
Lysylglycine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2890.4Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCCC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2798.0Standard non polar33892256
Lysylglycine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O3092.2Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O2818.8Standard non polar33892256
Lysylglycine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3085.7Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2814.1Standard non polar33892256
Lysylglycine,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2968.8Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2794.2Standard non polar33892256
Lysylglycine,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2989.4Semi standard non polar33892256
Lysylglycine,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2815.9Standard non polar33892256
Lysylglycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C3288.5Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C3027.5Standard non polar33892256
Lysylglycine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3268.1Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3023.6Standard non polar33892256
Lysylglycine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3133.6Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2989.8Standard non polar33892256
Lysylglycine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3159.0Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3001.0Standard non polar33892256
Lysylglycine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3218.7Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3028.2Standard non polar33892256
Lysylglycine,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3376.2Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3068.7Standard non polar33892256
Lysylglycine,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C3274.7Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C3031.0Standard non polar33892256
Lysylglycine,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3249.2Semi standard non polar33892256
Lysylglycine,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3038.1Standard non polar33892256
Lysylglycine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN([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)C3568.9Semi standard non polar33892256
Lysylglycine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CCCCN([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)C3229.5Standard non polar33892256
Lysylglycine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3479.4Semi standard non polar33892256
Lysylglycine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3200.4Standard non polar33892256
Lysylglycine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=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)C3476.1Semi standard non polar33892256
Lysylglycine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCCC[C@@H](C(=O)N(CC(=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)C3208.8Standard non polar33892256
Lysylglycine,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN([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)C3557.7Semi standard non polar33892256
Lysylglycine,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCCCN([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)C3256.9Standard non polar33892256
Lysylglycine,6TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN([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)C)[Si](C)(C)C(C)(C)C3803.8Semi standard non polar33892256
Lysylglycine,6TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCCCN([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)C)[Si](C)(C)C(C)(C)C3430.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Lysylglycine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lysylglycine 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 - Lysylglycine 10V, Negative-QTOFsplash10-0udi-0290000000-00fc44f21593e38107382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lysylglycine 20V, Negative-QTOFsplash10-00di-9220000000-adc0ea10a3e40d8fbfe22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lysylglycine 40V, Negative-QTOFsplash10-00di-9000000000-a719881fc984a8f07c452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lysylglycine 10V, Positive-QTOFsplash10-0udi-2690000000-fe8ab3100fc258cd30f42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lysylglycine 20V, Positive-QTOFsplash10-001i-9100000000-f221ec48ce26249ec41d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lysylglycine 40V, Positive-QTOFsplash10-0a59-9000000000-72df75a130c13e137ae62021-09-22Wishart 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
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB111974
KNApSAcK IDNot Available
Chemspider ID5385198
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7022320
PDB IDNot Available
ChEBI ID73604
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. Ikeda Y, Ikeda D, Kondo S: Total syntheses of bellenamine and its isomers. J Antibiot (Tokyo). 1992 Oct;45(10):1677-80. [PubMed:1473996 ]
  2. Rajantie J, Simell O, Perheentupa J: Basolateral-membrane transport defect for lysine in lysinuric protein intolerance. Lancet. 1980 Jun 7;1(8180):1219-21. [PubMed:6104037 ]
  3. WALSHAW KB, YOUNG GT: AMINO-ACIDS AND PEPTIDES. XXII. SYNTHESIS OF N-ALPHA-L-ARGINYL-L-LYSYLGLYCINE. J Chem Soc. 1965 Jan;47:786-8. [PubMed:14275665 ]
  4. Csonka IP, Paizs B, Lendvay G, Suhai S: Proton mobility and main fragmentation pathways of protonated lysylglycine. Rapid Commun Mass Spectrom. 2001;15(16):1457-72. [PubMed:11507760 ]
  5. Shields JE: Synthesis and some properties of N-alpha-glycyl-N-epsilon-[beta-(glycyl-alpha-L-aspartylglycine)]-L-lysylglycine and related peptides. Biochemistry. 1966 Mar;5(3):1041-50. [PubMed:5911282 ]