Metabolomics Structure Database

 
MW REGNO: 28061
Common Name:Gentiopicrin
Systematic Name:(3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one
RefMet Name:Gentiopicrin
Synonyms: [PubChem Synonyms]
Exact Mass:
356.1107 (neutral)    Calculate m/z:
Formula:C16H20O9
InChIKey:DUAGQYUORDTXOR-GPQRQXLASA-N
LIPID MAPS Category:Prenol Lipids [PR]
LIPID MAPS mainclass:Isoprenoids [PR01]
LIPID MAPS subclass:C10 isoprenoids (monoterpenes) [PR0102]
LIPID MAPS level4class:Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids [LMPR010207]
Massbank MS spectra:View MS spectra
SMILES:C=C[C@@H]1C2=CCOC(=O)C2=CO[C@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O
Studies:Available studies (via RefMet name)

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External database links:

PubChem CID:88708
LIPID MAPS ID:LMPR0102070009
CHEBI ID:5321
KEGG ID:C09782
EPA CompTox DB:DTXCID60819594
Plant Metabolite Hub(Pmhub):MS000014104
PhytoHub ID:PHUB000041

Calculated physicochemical properties (?):

Heavy Atoms: 25  
Rings: 3  
Aromatic Rings: 0  
Rotatable Bonds: 4  
van der Waals Molecular volume: 316.83 Å3 molecule-1  
Toplogical Polar Sufrace Area: 141.12 Å2 molecule-1  
Hydrogen Bond Donors: 4  
Hydrogen Bond Acceptors: 9  
logP: 0.62  
Molar Refractivity: 84.59  
Fraction sp3 Carbons: 0.56  
sp3 Carbons: 9  

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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