RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0021619
RefMet name	cis-Aconitic acid
Systematic name	(1Z)-prop-1-ene-1,2,3-tricarboxylic acid
Synonyms	PubChem Synonyms
Exact mass	174.016440 (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	C6H6O6	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37059 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1-
InChIKey	GTZCVFVGUGFEME-IWQZZHSRSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C(=C(\CC(=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 cis-Aconitic 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 cis-Aconitic acid
External Links
Pubchem CID	643757
ChEBI ID	32805
KEGG ID	C00417
HMDB ID	HMDB0000072
Chemspider ID	558863
MetaCyc ID	CIS-ACONITATE
Spectral data for cis-Aconitic 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 cis-Aconitic acid

Rxn ID	KEGG Reaction	Enzyme
R01325	Citrate <=> cis-Aconitate + H2O	citrate hydro-lyase (cis-aconitate-forming)
R01900	Isocitrate <=> cis-Aconitate + H2O	isocitrate hydro-lyase (cis-aconitate-forming)
R02243	cis-Aconitate <=> Itaconate + CO2	cis-Aconitate carboxy-lyase

Table of KEGG human pathways containing cis-Aconitic acid

Pathway ID	Human Pathway	# of reactions
hsa00020	Citrate cycle (TCA cycle)	2
hsa00630	Glyoxylate and dicarboxylate metabolism	2
hsa01210	2-Oxocarboxylic acid metabolism	2
hsa01100	Metabolic pathways	1