Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	42480
Common Name:	Secoisolariciresinol
Systematic Name:	(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
RefMet Name:	Secoisolariciresinol
Synonyms:	[PubChem Synonyms]
Exact Mass:	362.1729 (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:	C20H26O6
InChIKey:	PUETUDUXMCLALY-HOTGVXAUSA-N
ClassyFire superclass:	Lignans, neolignans and related compounds
ClassyFire class:	Dibenzylbutane lignans
ClassyFire subclass:	Dibenzylbutanediol lignans
ClassyFire direct parent:	Dibenzylbutanediol lignans
Massbank MS spectra:	View MS spectra
SMILES:	COc1cc(ccc1O)C[C@@H](CO)[C@@H](Cc1ccc(c(c1)OC)O)CO
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	65373
CHEBI ID:	65004
HMDB ID:	HMDB0013692
KEGG ID:	C18167
Chemspider ID:	58845
MetaCyc ID:	CPD-8909
EPA CompTox DB:	DTXCID70219086
Plant Metabolite Hub(Pmhub):	MS000008594
PhytoHub ID:	PHUB001385

Calculated physicochemical properties (?):

Heavy Atoms:	26
Rings:	2
Aromatic Rings:	2
Rotatable Bonds:	9
van der Waals Molecular volume:	344.94 Å3 molecule-1
Toplogical Polar Sufrace Area:	99.38 Å2 molecule-1
Hydrogen Bond Donors:	4
Hydrogen Bond Acceptors:	6
logP:	2.69
Molar Refractivity:	98.86
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
NPClassifier classification: "NPClassifier: A Deep Neural Network-Based Structural Classification Tool for Natural Products", Kim HW, Wang M, Leber CA, Nothias LF, Reher R, Kang KB, van der Hooft JJJ, Dorrestein PC, Gerwick WH and Cottrell GW. J Nat Prod. 2021 Nov 26;84(11):2795-2807.DOI: 10.1021/acs.jnatprod.1c00399.