Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	68931
Common Name:	Thalicsessine
Systematic Name:	(2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromenylium-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
RefMet Name:	Thalicsessine
Synonyms:	C08714; AC1L9BM7; 21-(2-Hydroxyethyl)-6,21-secohetisan-6,11,19-trione [PubChem Synonyms]
Exact Mass:	369.1940 (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-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C22H27NO4
InChIKey:	SOOGRVQQQMCVQZ-YVFUZPLQSA-N
LIPID MAPS Category:	Prenol Lipids
LIPID MAPS mainclass:	Isoprenoids
LIPID MAPS subclass:	C20 isoprenoids
SMILES:	C=C1C[C@]23CC(=O)[C@@H]4[C@@]5(C)CCC[C@]64[C@@H]3C(=O)[C@@H]1CC2C6N(CCO)C5=O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	441762
CHEBI ID:	9511
KEGG ID:	C08714
EPA CompTox DB:	DTXCID90964142
Plant Metabolite Hub(Pmhub):	MS000020133

Calculated physicochemical properties (?):

Heavy Atoms:	27
Rings:	7
Aromatic Rings:	0
Rotatable Bonds:	2
van der Waals Molecular volume:	346.80 Å3 molecule-1
Toplogical Polar Sufrace Area:	74.68 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	5
logP:	2.59
Molar Refractivity:	97.87
Fraction sp3 Carbons:	0.77
sp3 Carbons:	17

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