Metabolomics Structure Database

 
MW REGNO: 37071
Common Name:Citric acid
Systematic Name:2-hydroxypropane-1,2,3-tricarboxylic acid
Synonyms: [PubChem Synonyms]
Exact Mass:
192.0270 (neutral)    Calculate m/z:
Formula:C6H8O7
InChIKey:KRKNYBCHXYNGOX-UHFFFAOYSA-N
ClassyFire superclass:Organic acids and derivatives [C0000264]
ClassyFire class:Carboxylic acids and derivatives [C0000265]
ClassyFire subclass:Tricarboxylic acids and derivatives [C0001986]
ClassyFire direct parent:Tricarboxylic acids and derivatives [C0001986]
MoNA MS spectra:View MS spectra
NP-MRD NMR spectra:View NMR spectra
SMILES:OC(=O)C(O)(CC(O)=O)CC(O)=O
Studies:Available studies

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External database links:

PubChem CID:311
CHEBI ID:30769
HMDB ID:HMDB0000094
KEGG ID:C00158
Chemspider ID:305
METLIN ID:124
BMRB ID:bmse000076
MetaCyc ID:CIT
NP-MRD ID(NMR):NP0000152
EPA CompTox DB:DTXCID50332

Calculated physicochemical properties (?):

Heavy Atoms: 13  
Rings: 0  
Aromatic Rings: 0  
Rotatable Bonds: 5  
van der Waals Molecular volume: 165.97 Å3 molecule-1  
Toplogical Polar Sufrace Area: 132.13 Å2 molecule-1  
Hydrogen Bond Donors: 4  
Hydrogen Bond Acceptors: 7  
logP: -0.96  
Molar Refractivity: 37.60  
Fraction sp3 Carbons: 0.50  
sp3 Carbons: 3  

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

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