N-alpha-Acetylcitrulline (CHEM034980)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:23:29 UTC
Update Date2016-11-09 01:21:13 UTC
Accession NumberCHEM034980
Identification
Common NameN-alpha-Acetylcitrulline
ClassSmall Molecule
DescriptionAn N-acetyl-amino acid that is the N(alpha)-acetyl derivative of citrulline.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(Acetylamino)-5-[(aminocarbonyl)amino]pentanoic acidChEBI
2-(Acetylamino)-5-[(aminocarbonyl)amino]pentanoateGenerator
(2S)-2-(acetylamino)-5-[(Aminocarbonyl)amino]pentanoateHMDB
(2S)-2-(acetylamino)-5-[(Aminocarbonyl)amino]pentanoic acidHMDB
(2S)-2-acetamido-5-(carbamoylamino)PentanoateHMDB
(2S)-2-acetamido-5-(carbamoylamino)Pentanoic acidHMDB
(S)-2-acetamido-5-UreidopentanoateHMDB
(S)-2-acetamido-5-Ureidopentanoic acidHMDB
a-N-AcetylcitrullineHMDB
alpha-N-AcetylcitrullineHMDB
N-Acetyl citrullineHMDB
N-Acetyl-L-citrullineHMDB
N-alpha-AcetylcitrullineHMDB
N2-Acetyl-N5-carbamoyl-L-ornithineHMDB
Na-acetyl-L-citrullineHMDB
OLNHMDB
N-a-AcetylcitrullineGenerator
N-Α-acetylcitrullineGenerator
Chemical FormulaC8H15N3O4
Average Molecular Mass217.222 g/mol
Monoisotopic Mass217.106 g/mol
CAS Registry Number33965-42-3
IUPAC Name5-(carbamoylamino)-2-acetamidopentanoic acid
Traditional NameN-acetylcitrulline
SMILESCC(=O)NC(CCCNC(N)=O)C(O)=O
InChI IdentifierInChI=1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)
InChI KeyWMQMIOYQXNRROC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Fatty acid
  • Acetamide
  • Carboxamide group
  • Carbonic acid derivative
  • Secondary carboxylic acid amide
  • Urea
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.57 g/LALOGPS
logP-2ALOGPS
logP-1.9ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.87ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area121.52 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity50.77 m³·mol⁻¹ChemAxon
Polarizability21.5 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9200000000-f6d5688503af7aafea4dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-006x-9320000000-fd58d2411a6c566e354fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0kxr-1940000000-7ed59850116277cffabeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bw9-1900000000-5d45ec9fe734ecd6af0bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-6900000000-adef7863bd21185ec37aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-3920000000-2e7f6af35d579c08e195Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0adl-4900000000-de31117b4ba7585e8899Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-a969132ff1299f346efeSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDFDB022282
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID49006
PubChem Compound ID11506771
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=4107635