Liriodendrin

CNP0211821.8 · C34H46O18 · View on COCONUT ↗

2D Structure

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Identifiers

Name	Liriodendrin
IUPAC Name	(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[4-[(3~{S},3~{a}~{R},6~{S},6~{a}~{R})-6-[3,5-dimethoxy-4-[(2~{R},3~{S},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-1,3,3~{a},4,6,6~{a}-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxy-phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT ID	CNP0211821.8
InChIKey	FFDULTAFAQRACT-IHHOVKAUSA-N
InChI	InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21-,22+,23-,24+,25+,26-,27-,28+,29+,30+,33+,34-/m0/s1
SMILES	COC1=CC([C@H]2OC[C@H]3[C@@H]2CO[C@@H]3C2=CC(OC)=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(OC)=C2)=CC(OC)=C1O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O

Properties

Molecular Formula	C34H46O18
Molecular Weight	742.72
Exact Mass	742.26841
Log P (ALogP)	-1.85
TPSA	254.14
H-Bond Donors / Acceptors	8 / 18
Rotatable Bonds	12
Lipinski's Rule of 5 Violations	3
QED Drug-likeness	0.12
NP-likeness	1.08

Classification

NP Pathway	Shikimates and Phenylpropanoids
NP Superclass	Lignans
NP Class	Furofuranoid lignans
Chemical Superclass	Lignans, neolignans and related compounds
Chemical Class	Lignan glycosides
Chemical Subclass	Lignan glycosides

Reported in GR-MAPs Plants

Glycyrrhiza glabra	as “Glycyrrhiza glabra” in COCONUT

References (4)

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.

COCONUT Compound