3-hydroxy-5-(hydroxymethyl)-2-[2-hydroxy-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzoyl]benzoic acid

CNP0258927.1 · C21H22O12 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name	3-hydroxy-5-(hydroxymethyl)-2-[2-hydroxy-6-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzoyl]benzoic acid
COCONUT ID	CNP0258927.1
InChIKey	AJVXGBZXQGUAOU-GUTCHGCDSA-N
InChI	InChI=1S/C21H22O12/c22-6-8-4-9(20(30)31)14(11(25)5-8)17(27)15-10(24)2-1-3-12(15)32-21-19(29)18(28)16(26)13(7-23)33-21/h1-5,13,16,18-19,21-26,28-29H,6-7H2,(H,30,31)/t13-,16-,18+,19-,21-/m1/s1
SMILES	O=C(O)C1=CC(CO)=CC(O)=C1C(=O)C1=C(O)C=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Properties

Molecular Formula	C21H22O12
Molecular Weight	466.40
Exact Mass	466.11113
Log P (ALogP)	-1.30
TPSA	214.44
H-Bond Donors / Acceptors	8 / 11
Rotatable Bonds	7
Lipinski's Rule of 5 Violations	2
QED Drug-likeness	0.22
NP-likeness	1.56

Classification

NP Pathway	Polyketides
NP Superclass	Aromatic polyketides
NP Class	Benzophenones
Chemical Superclass	Benzenoids
Chemical Class	Benzene and substituted derivatives
Chemical Subclass	Benzophenones

Reported in GR-MAPs Plants

Cassia angustifolia	as “Senna alexandrina” in COCONUT

References (1)

10.1055/S-2002-26738

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