RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet IDRM0136022
RefMet nameCitrulline
Systematic name(2S)-2-amino-5-(carbamoylamino)pentanoic acid
SynonymsPubChem Synonyms
Exact mass175.095692 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC6H13N3O3View other entries in RefMet with this formula
Molecular descriptors
Molfile37494 (Download molfile/View MW Metabolite Database details)
InChIInChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
InChIKeyRHGKLRLOHDJJDR-BYPYZUCNSA-NView other enantiomers/diastereomers of this metabolite in RefMet
SMILESC(C[C@@H](C(=O)O)N)CNC(=O)N
Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super ClassOrganic acids
Main ClassAmino acids and peptides
Sub ClassAmino acids
Distribution of Citrulline in NMDR studies
SpeciesPlot Species distribution
Sample sourcePlot Sample source(tissue) distribution
StudiesNMDR Studies reporting Citrulline
External Links
Pubchem CID9750
ChEBI ID16349
KEGG IDC00327
HMDB IDHMDB0000904
Chemspider ID9367
MetaCyc IDL-CITRULLINE
EPA CompToxDTXCID00810762
Spectral data for Citrulline standards
BMRB ID(NMR)View NMR spectra
NP-MRD ID(NMR)View NMR spectra
MassBank(EU)View MS spectra
Structural annotation level
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Citrulline

Rxn IDKEGG ReactionEnzyme
R00552 L-Arginine + H2O <=> L-Citrulline + AmmoniaL-Arginine iminohydrolase
R00557 2 L-Arginine + 4 Oxygen + 3 NADPH + 3 H+ <=> 2 Nitric oxide + 2 L-Citrulline + 3 NADP+ + 4 H2OL-arginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
R01398 Carbamoyl phosphate + L-Ornithine <=> Orthophosphate + L-CitrullineCarbamoyl-phosphate:L-ornithine carbamoyltransferase
R01954 ATP + L-Citrulline + L-Aspartate <=> AMP + Diphosphate + N-(L-Arginino)succinateL-Citrulline:L-aspartate ligase (AMP-forming)
R11711 2 L-Arginine + 3 Reduced flavodoxin + 4 Oxygen <=> 2 L-Citrulline + 2 Nitric oxide + 3 Oxidized flavodoxin + 4 H2OL-arginine,reduced-flavodoxin:oxygen oxidoreductase (nitric-oxide-forming)

Table of KEGG human pathways containing Citrulline

Pathway IDHuman Pathway# of reactions
hsa00220 Arginine biosynthesis 3
hsa01100 Metabolic pathways 2
hsa01230 Biosynthesis of amino acids 2
hsa00250 Alanine, aspartate and glutamate metabolism 1
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