(~{Z})-3-[4-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one

CNP0147302.4 · C26H30O13 · View on COCONUT ↗

2D Structure

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Identifiers

IUPAC Name	(~{Z})-3-[4-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3-[(2~{S},3~{R},4~{R})-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one
COCONUT ID	CNP0147302.4
InChIKey	VMMVZVPAYFZNBM-SEXNULBASA-N
InChI	InChI=1S/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-5-1-13(2-6-15)3-8-17(30)16-7-4-14(29)9-18(16)31/h1-9,19-25,27-29,31-35H,10-12H2/b8-3-/t19-,20+,21+,22-,23+,24-,25+,26-/m1/s1
SMILES	O=C(/C=C\C1=CC=C(O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@@H]2OC[C@](O)(CO)[C@H]2O)C=C1)C1=CC=C(O)C=C1O

Properties

Molecular Formula	C26H30O13
Molecular Weight	550.51
Exact Mass	550.16864
Log P (ALogP)	-1.36
TPSA	215.83
H-Bond Donors / Acceptors	8 / 13
Rotatable Bonds	9
Lipinski's Rule of 5 Violations	3
QED Drug-likeness	0.13
NP-likeness	1.95

Classification

NP Pathway	Shikimates and Phenylpropanoids
NP Superclass	Flavonoids
NP Class	Chalcones
Chemical Superclass	Phenylpropanoids and polyketides
Chemical Class	Flavonoids
Chemical Subclass	Flavonoid glycosides

Reported in GR-MAPs Plants

Glycyrrhiza glabra	as “Glycyrrhiza glabra” in COCONUT

References (1)

10.1248/CPB.37.551

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