Showing metabocard for N-alpha-Acetyl-L-citrulline (BMDB0095930)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2020-03-09 21:43:48 UTC
Update Date2020-04-22 18:55:01 UTC
BMDB IDBMDB0095930
Secondary Accession Numbers
  • BMDB95930
Metabolite Identification
Common NameN-alpha-Acetyl-L-citrulline
DescriptionN-alpha-Acetyl-L-citrulline, also known as N-α-acetyl-L-citrulline, belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. Based on a literature review very few articles have been published on N-alpha-Acetyl-L-citrulline.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2S)-2-(Acetylamino)-5-[(aminocarbonyl)amino]pentanoic acidChEBI
(S)-2-ACETAMIDO-5-ureidopentanoIC ACIDChEBI
(2S)-2-(Acetylamino)-5-[(aminocarbonyl)amino]pentanoateGenerator
(S)-2-ACETAMIDO-5-ureidopentanoateGenerator
N-a-Acetyl-L-citrullineGenerator
N-Α-acetyl-L-citrullineGenerator
N-Acetyl-L-citrullineHMDB
N2-Acetyl-N5-(aminocarbonyl)-L-ornithineHMDB
Nalpha-acetyl-L-citrullineHMDB
Nalpha-acetylcitrullineHMDB
Nα-acetyl-L-citrullineHMDB
Nα-acetylcitrullineHMDB
alpha-N-AcetylcitrullineHMDB
Α-N-acetylcitrullineHMDB
Chemical FormulaC8H15N3O4
Average Molecular Weight217.2224
Monoisotopic Molecular Weight217.106255983
IUPAC Name(2S)-5-(carbamoylamino)-2-acetamidopentanoic acid
Traditional NameN-acetyl-L-citrulline
CAS Registry NumberNot Available
SMILES
CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O
InChI Identifier
InChI=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)/t6-/m0/s1
InChI KeyWMQMIOYQXNRROC-LURJTMIESA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-L-alpha-amino acids
Alternative Parents
Substituents
  • N-acyl-l-alpha-amino acid
  • Fatty acid
  • Acetamide
  • Carboxamide group
  • Carbonic acid derivative
  • Secondary carboxylic acid amide
  • Urea
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2ALOGPS
logP-1.9ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.87ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area121.52 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity50.77 m³·mol⁻¹ChemAxon
Polarizability21.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000856
DrugBank IDDB02368
Phenol Explorer Compound IDNot Available
FooDB IDFDB031018
KNApSAcK IDNot Available
Chemspider ID571213
KEGG Compound IDC15532
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound656979
PDB IDNot Available
ChEBI ID49002
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available