Metabolomics Structure Database

 
MW REGNO: 57110
Common Name:(-)-citrinin
Systematic Name:(3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid
RefMet Name:Citrinin
Synonyms:(3R,4S)-4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; (3R-trans)-4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-,(3R,4S)-; citrinin [PubChem Synonyms]
Exact Mass:
250.0841 (neutral)    Calculate m/z:
Formula:C13H14O5
InChIKey:CQIUKKVOEOPUDV-IYSWYEEDSA-N
ClassyFire superclass:Organoheterocyclic compounds [C0000002]
ClassyFire class:Benzopyrans [C0000123]
ClassyFire subclass:Benzopyrans [C0000123]
ClassyFire direct parent:Aliphatic heteropolycyclic compounds
Massbank MS spectra:View MS spectra
SMILES:CC1C(=O)C(=C(O)C2=CO[C@@H](C)[C@H](C)C=12)C(O)=O
Studies:Available studies (via RefMet name)

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External database links:

PubChem CID:54680783
CHEBI ID:48707
HMDB ID:HMDB0041857
KEGG ID:C16765
Plant Metabolite Hub(Pmhub):MS000012865

Calculated physicochemical properties (?):

Heavy Atoms: 18  
Rings: 2  
Aromatic Rings: 0  
Rotatable Bonds: 1  
van der Waals Molecular volume: 239.49 Å3 molecule-1  
Toplogical Polar Sufrace Area: 85.90 Å2 molecule-1  
Hydrogen Bond Donors: 2  
Hydrogen Bond Acceptors: 5  
logP: 2.01  
Molar Refractivity: 63.30  
Fraction sp3 Carbons: 0.38  
sp3 Carbons: 5  

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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