Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	67874
Common Name:	Sesamin
Systematic Name:	5-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
Synonyms:	Fagarol; Sezamin; pseudocubebin; Episesamin; Asarinin [PubChem Synonyms]
Exact Mass:	354.1103 (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:	C20H18O6
InChIKey:	PEYUIKBAABKQKQ-AFHBHXEDSA-N
ClassyFire superclass:	Lignans, neolignans and related compounds [C0001392]
ClassyFire class:	Furanoid lignans [C0003686]
ClassyFire subclass:	Furanoid lignans [C0003686]
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
NP-MRD NMR spectra:	View NMR spectra
SMILES:	c1cc2c(cc1[C@@H]1[C@H]3CO[C@H](c4ccc5c(c4)OCO5)[C@H]3CO1)OCO2
Studies:	-

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	72307
HMDB ID:	HMDB0034256
KEGG ID:	C10882
Natural Products Atlas ID:	NP017796
NP-MRD ID(NMR):	NP0005798
Plant Metabolite Hub(Pmhub):	MS000004428
PhytoHub ID:	PHUB001732

Calculated physicochemical properties (?):

Heavy Atoms:	26
Rings:	6
Aromatic Rings:	2
Rotatable Bonds:	2
van der Waals Molecular volume:	295.50 Å3 molecule-1
Toplogical Polar Sufrace Area:	67.80 Å2 molecule-1
Hydrogen Bond Donors:	0
Hydrogen Bond Acceptors:	6
logP:	3.79
Molar Refractivity:	90.48
Fraction sp3 Carbons:	0.40
sp3 Carbons:	8

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