Vitexin 2''-O-glucoside

CNP0177349.2 · C27H30O15 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name	Vitexin 2''-O-glucoside
IUPAC Name	8-[(2~{S},4~{S},5~{S})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},4~{S},5~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
COCONUT ID	CNP0177349.2
InChIKey	FYTOTHFWELWOCG-MRKHJIBXSA-N
InChI	InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2/t15?,16?,19-,20-,21+,22+,23?,25+,26?,27+/m1/s1
SMILES	O=C1C=C(C2=CC=C(O)C=C2)OC2=C([C@@H]3OC(CO)[C@@H](O)[C@H](O)C3O[C@@H]3OC(CO)[C@@H](O)[C@H](O)C3O)C(O)=CC(O)=C12

Properties

Molecular Formula	C27H30O15
Molecular Weight	594.52
Exact Mass	594.15847
Log P (ALogP)	-2.08
TPSA	260.20
H-Bond Donors / Acceptors	10 / 15
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	3
QED Drug-likeness	0.15
NP-likeness	1.89

Classification

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

Reported in GR-MAPs Plants

Vitex negundo	as “Vitex negundo” in COCONUT

References (1)

10.1002/JSSC.200600353

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