RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0135884
RefMet name	Citric acid
Systematic name	2-hydroxypropane-1,2,3-tricarboxylic acid
Synonyms	PubChem Synonyms
Exact mass	192.027005 (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	C6H8O7	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37071 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKey	KRKNYBCHXYNGOX-UHFFFAOYSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C(C(=O)O)C(CC(=O)O)(C(=O)O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	TCA acids
Sub Class	TCA acids
Distribution of Citric acid 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 Citric acid
External Links
Pubchem CID	311
ChEBI ID	30769
KEGG ID	C00158
HMDB ID	HMDB0000094
Chemspider ID	305
MetaCyc ID	CIT
EPA CompTox	DTXCID50332
Spectral data for Citric acid 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 Citric acid

Rxn ID	KEGG Reaction	Enzyme
R00351	ATP + Citrate + CoA <=> ADP + Orthophosphate + Acetyl-CoA + Oxaloacetate	acetyl-CoA:oxaloacetate C-acetyltransferase [(pro-S)-carboxymethyl-forming, ADP-phosphorylating]
R00351	Citrate + CoA <=> Acetyl-CoA + H2O + Oxaloacetate	acetyl-CoA:oxaloacetate C-acetyltransferase (thioester-hydrolysing)
R00352	ATP + Citrate + CoA <=> ADP + Orthophosphate + Acetyl-CoA + Oxaloacetate	acetyl-CoA:oxaloacetate C-acetyltransferase [(pro-S)-carboxymethyl-forming, ADP-phosphorylating]
R00352	Citrate + CoA <=> Acetyl-CoA + H2O + Oxaloacetate	acetyl-CoA:oxaloacetate C-acetyltransferase (thioester-hydrolysing)
R01324	Citrate <=> Isocitrate	citrate hydroxymutase
R01325	Citrate <=> cis-Aconitate + H2O	citrate hydro-lyase (cis-aconitate-forming)
R10677	ATP + Citrate + L-Glutamate <=> ADP + Orthophosphate + beta-Citryl-L-glutamate	citrate:L-glutamate ligase (ADP-forming)

Table of KEGG human pathways containing Citric acid

Pathway ID	Human Pathway	# of reactions
hsa00020	Citrate cycle (TCA cycle)	3
hsa01210	2-Oxocarboxylic acid metabolism	3
hsa00630	Glyoxylate and dicarboxylate metabolism	2
hsa01230	Biosynthesis of amino acids	2
hsa00250	Alanine, aspartate and glutamate metabolism	1
hsa01200	Carbon metabolism	1