RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0136022
RefMet name	Citrulline
Systematic name	(2S)-2-amino-5-(carbamoylamino)pentanoic acid
Synonyms	PubChem Synonyms
Exact mass	175.095692 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C6H13N3O3	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37494 (Download molfile/View MW Metabolite Database details)
InChI	InChI=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
InChIKey	RHGKLRLOHDJJDR-BYPYZUCNSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C(C[C@@H](C(=O)O)N)CNC(=O)N Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	Amino acids and peptides
Sub Class	Amino acids
Distribution of Citrulline in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Citrulline
External Links
Pubchem CID	9750
ChEBI ID	18211
KEGG ID	C00327
HMDB ID	HMDB0000904
Chemspider ID	9367
MetaCyc ID	L-CITRULLINE
EPA CompTox	DTXCID00810762
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 level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Citrulline

Rxn ID	KEGG Reaction	Enzyme
R00552	L-Arginine + H2O <=> L-Citrulline + Ammonia	L-Arginine iminohydrolase
R00557	2 L-Arginine + 4 Oxygen + 3 NADPH + 3 H+ <=> 2 Nitric oxide + 2 L-Citrulline + 3 NADP+ + 4 H2O	L-arginine,NADPH:oxygen oxidoreductase (nitric-oxide-forming)
R01398	Carbamoyl phosphate + L-Ornithine <=> Orthophosphate + L-Citrulline	Carbamoyl-phosphate:L-ornithine carbamoyltransferase
R01954	ATP + L-Citrulline + L-Aspartate <=> AMP + Diphosphate + N-(L-Arginino)succinate	L-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 H2O	L-arginine,reduced-flavodoxin:oxygen oxidoreductase (nitric-oxide-forming)

Table of KEGG human pathways containing Citrulline

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