RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0050098
RefMet name	Isocitric acid
Systematic name	1-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	37902 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1
InChIKey	ODBLHEXUDAPZAU-ZAFYKAAXSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C([C@@H]([C@H](C(=O)O)O)C(=O)O)C(=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 Isocitric 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 Isocitric acid
External Links
Pubchem CID	5318532
ChEBI ID	30887
KEGG ID	C00311
HMDB ID	HMDB0001874
Chemspider ID	4477081
MetaCyc ID	THREO-DS-ISO-CITRATE
Spectral data for Isocitric acid standards
NP-MRD ID(NMR)	View NMR 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 Isocitric acid

Rxn ID	KEGG Reaction	Enzyme
R00267	Isocitrate + NADP+ <=> 2-Oxoglutarate + CO2 + NADPH + H+	Isocitrate:NADP+ oxidoreductase (decarboxylating)
R00709	Isocitrate + NAD+ <=> 2-Oxoglutarate + CO2 + NADH + H+	isocitrate:NAD+ oxidoreductase (decarboxylating)
R01324	Citrate <=> Isocitrate	citrate hydroxymutase
R01899	Isocitrate + NADP+ <=> Oxalosuccinate + NADPH + H+	Isocitrate:NADP+ oxidoreductase
R01900	Isocitrate <=> cis-Aconitate + H2O	isocitrate hydro-lyase (cis-aconitate-forming)

Table of KEGG human pathways containing Isocitric acid

Pathway ID	Human Pathway	# of reactions
hsa00020	Citrate cycle (TCA cycle)	3
hsa01210	2-Oxocarboxylic acid metabolism	3
hsa00480	Glutathione metabolism	1
hsa00630	Glyoxylate and dicarboxylate metabolism	1
hsa01200	Carbon metabolism	1
hsa01230	Biosynthesis of amino acids	1