Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	70039
Common Name:	HELIOTRINE
Systematic Name:	[(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S,3R)-2-hydroxy-2-isopropyl-3-methoxy-butanoate
RefMet Name:	Heliotrine
Synonyms:	Heliotron; 7S-Heliotrine; (+)-Heliotrine; CCRIS 9196 [PubChem Synonyms]
Exact Mass:	313.1889 (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:	C16H27NO5
InChIKey:	LMFKRLGHEKVMNT-UJDVCPFMSA-N
ClassyFire superclass:	Alkaloids and derivatives [C0000279]
MoNA MS spectra:	View MS spectra
SMILES:	CC(C)[C@]([C@@H](C)OC)(C(=O)OCC1=CCN2CC[C@@H]([C@@H]12)O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	906426
KEGG ID:	C10324
Plant Metabolite Hub(Pmhub):	MS000013898

Calculated physicochemical properties (?):

Heavy Atoms:	22
Rings:	2
Aromatic Rings:	0
Rotatable Bonds:	7
van der Waals Molecular volume:	310.31 Å3 molecule-1
Toplogical Polar Sufrace Area:	79.23 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	6
logP:	2.33
Molar Refractivity:	84.80
Fraction sp3 Carbons:	0.81
sp3 Carbons:	13

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