Record Information
Version1.0
Creation date2010-04-08 22:10:58 UTC
Update date2019-11-26 03:09:17 UTC
Primary IDFDB013916
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN2-gamma-L-Glutamyl-L-arginine
DescriptionConstituent of Allium cepa (onion), Panax ginseng (ginseng) After intravenous administration of DTIC-Dome, the volume of distribution exceeds total body water content suggesting localization in some body tissue, probably the liver. Its disappearance from the plasma is biphasic with initial half-life of 19 minutes and a terminal half-life of 5 hours. 1 In a patient with renal and hepatic dysfunctions, the half-lives were lengthened to 55 minutes and 7.2 hours. 1 The average cumulative excretion of unchanged DTIC in the urine is 40% of the injected dose in 6 hours. 1 DTIC is subject to renal tubular secretion rather than glomerular filtration. At therapeutic concentrations DTIC is not appreciably bound to human plasma protein. N2-gamma-L-Glutamyl-L-arginine is found in garden onion, tea, and onion-family vegetables.
CAS Number31106-03-3
Structure
Thumb
Synonyms
SynonymSource
2-Amino-4-[(4-carbamimidamido-1-carboxybutyl)-C-hydroxycarbonimidoyl]butanoateGenerator
N2-g-L-Glutamyl-L-arginineGenerator
N2-Γ-L-glutamyl-L-arginineGenerator
(dimethyltriazeno)imidazolecarboxamidebiospider
1H-Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-biospider
4-(3,3-Dimethyl-1-triazeno)imidazole-5-carboxamidebiospider
4-(5)-(3,3-Dimethyl-1-triazeno)imidazole-5(4)-carboxamidebiospider
4-(Dimethyltriazeno)imidazole-5-carboxamidebiospider
4(5)-(3,3-Dimethyl-1-triazeno)imidazole-5(4)-carboxamidebiospider
5-(3,3-Dimethyl-1-triazeno)imidazole-4-carboxamidebiospider
5-(3,3-Dimethyltriazeno)imidazole-4-carboxamidebiospider
5-(Dimethyltriazeno)imidazole-4-carboxamidebiospider
5-(Dimethyltriazeno)imidazole-4-carboximidebiospider
Biocarbazinebiospider
Biocarbazine rbiospider
Carboxamide, 5-(3,3-dimethyl-1-triazeno)imidazole-4-biospider
Carboxamide, dimethyl imidazolebiospider
Dacarbazinebiospider
Decarbazinebiospider
Deticenebiospider
Di-me-triazenoimidazolecarboxamidebiospider
DICbiospider
Dimethyl imidazole carboxamidebiospider
Dimethyl triazeno imidazole carboxamidebiospider
Dimethyltriazenoimidazolecarboxamidebiospider
DTICbiospider
Dtic domebiospider
Dtic-domebiospider
Dticdomebiospider
DTIEbiospider
Icdmtbiospider
ICDTbiospider
Imidazole carboxamidebiospider
Imidazole carboxamide, dimethylbiospider
Imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.48 g/LALOGPS
logP-3.6ALOGPS
logP-6.3ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)1.89ChemAxon
pKa (Strongest Basic)12.14ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area191.62 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity82.01 m³·mol⁻¹ChemAxon
Polarizability30.14 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H21N5O5
IUPAC name2-amino-4-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]butanoic acid
InChI IdentifierInChI=1S/C11H21N5O5/c12-6(9(18)19)3-4-8(17)16-7(10(20)21)2-1-5-15-11(13)14/h6-7H,1-5,12H2,(H,16,17)(H,18,19)(H,20,21)(H4,13,14,15)
InChI KeyAKAHWGGIUSJNNM-UHFFFAOYSA-N
Isomeric SMILESNC(CCC(=O)NC(CCCNC(N)=N)C(O)=O)C(O)=O
Average Molecular Weight303.319
Monoisotopic Molecular Weight303.154268796
Classification
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Gamma-glutamyl alpha-amino acid
  • Arginine or derivatives
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acid
  • Fatty acyl
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Amino acid
  • Carboxamide group
  • Guanidine
  • Carboximidamide
  • Carboxylic acid
  • Hydrocarbon derivative
  • Imine
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Amine
  • Primary amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 43.56%; H 6.98%; N 23.09%; O 26.37%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]23D +9.9 (c, 1 in 1M HCl)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pi9-1592000000-7e9a1167759b0f265210Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-076r-3950000000-ad81e05c7b2939fba967Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9600000000-feef6367675012619175Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-114i-1193000000-474b332c8b8feb2cb97eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bt9-4390000000-418728cb8db7665e6933Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9200000000-d2bb5486cf51203fe99cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0149000000-35015296b5cc2acdccdfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bwi-2950000000-c417820ec45383649fd1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9300000000-71da8687651745944a4cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ue9-1379000000-a1208ff08e30f7846332Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001l-3491000000-4b9f931d23c7c4ba578eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-75bda0426386b6cdeacbSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5351166
Pubchem Substance IDNot Available
ChEBI ID4305
Phenol-Explorer IDNot Available
DrugBank IDDB00851
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDJJH25-X:JJY64-P
EAFUS IDNot Available
Dr. Duke IDGAMMA-L-GLUTAMYL-L-ARGININE|GAMMA-L-GLUTAMYL-ARGININE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti neoplastic35610 A substance that inhibits or prevents the proliferation of neoplasms.CHEBI
carcinogenic50903 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.CHEBI
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).