Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37494
Common Name:	Citrulline
Systematic Name:	(2S)-2-amino-5-(carbamoylamino)pentanoic acid
RefMet Name:	Citrulline
Synonyms:	[PubChem Synonyms]
Exact Mass:	175.0957 (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-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C6H13N3O3
InChIKey:	RHGKLRLOHDJJDR-BYPYZUCNSA-N
ClassyFire superclass:	Organic acids and derivatives [C0000264]
ClassyFire class:	Carboxylic acids and derivatives [C0000265]
ClassyFire subclass:	Amino acids, peptides, and analogues [C0000013]
ClassyFire direct parent:	Alpha amino acids [C0002404]
Massbank MS spectra:	View MS spectra
NP-MRD NMR spectra:	View NMR spectra
SMILES:	C(C[C@@H](C(=O)O)N)CNC(=O)N
Studies:	Available studies (via RefMet name)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	9750
CHEBI ID:	16349
HMDB ID:	HMDB0000904
KEGG ID:	C00327
Chemspider ID:	9367
METLIN ID:	16
BMRB ID:	bmse000858
MetaCyc ID:	L-CITRULLINE
NP-MRD ID(NMR):	NP0000124
EPA CompTox DB:	DTXCID00810762
Plant Metabolite Hub(Pmhub):	MS000007545

Calculated physicochemical properties (?):

Heavy Atoms:	12
Rings:	0
Aromatic Rings:	0
Rotatable Bonds:	6
van der Waals Molecular volume:	166.45 Å3 molecule-1
Toplogical Polar Sufrace Area:	118.44 Å2 molecule-1
Hydrogen Bond Donors:	4
Hydrogen Bond Acceptors:	3
logP:	-0.58
Molar Refractivity:	43.43
Fraction sp3 Carbons:	0.67
sp3 Carbons:	4

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

REACTOME pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y