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COCONUT Compound

Matairesinol

CNP0352168.1 · C20H22O6 · View on COCONUT ↗

2D Structure

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Identifiers

NameMatairesinol
IUPAC Name(3~{R},4~{R})-3,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]tetrahydrofuran-2-one
COCONUT IDCNP0352168.1
CAS580-72-3
InChIKeyMATGKVZWFZHCLI-LSDHHAIUSA-N
InChIInChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1
SMILESCOC1=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC=C(O)C(OC)=C2)=CC=C1O

Properties

Molecular FormulaC20H22O6
Molecular Weight358.39
Exact Mass358.14164
Log P (ALogP)2.69
TPSA85.22
H-Bond Donors / Acceptors2 / 6
Rotatable Bonds6
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.77
NP-likeness1.38

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassDibenzylbutyrolactone lignans
Chemical SuperclassLignans, neolignans and related compounds
Chemical ClassFuranoid lignans
Chemical SubclassTetrahydrofuran lignans

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Ocimum basilicum as “Ocimum basilicum” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Origanum vulgare as “Origanum vulgare” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT
Solanum lycopersicum as “Solanum lycopersicum” in COCONUT

References (101)

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Showing 40 of 101. See all references on COCONUT.

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.