ChemFOnt: Showing chemical card for 6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000144666)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:22:57 UTC

Chemfont ID

CFc000144666

Molecule Identification

Common Name

6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. Based on a literature review very few articles have been published on 6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₄₂H₄₀O₂₂

Average Molecular Weight

896.76

Monoisotopic Molecular Weight

896.201122928

IUPAC Name

6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=C(O)C=C(C=C2)C2C(C(C2C2=CC(O)=C(O)C=C2)C(=O)OC(CC2=CC(O)=C(O)C=C2)C(O)=O)C(=O)OC(CC2=CC(O)=C(O)C=C2)C(O)=O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C42H40O22/c43-19-5-1-15(9-22(19)46)11-27(37(53)54)61-40(59)31-29(17-3-7-21(45)24(48)13-17)30(32(31)41(60)62-28(38(55)56)12-16-2-6-20(44)23(47)10-16)18-4-8-26(25(49)14-18)63-42-35(52)33(50)34(51)36(64-42)39(57)58/h1-10,13-14,27-36,42-52H,11-12H2,(H,53,54)(H,55,56)(H,57,58)

InChI Key

MWPSXBHFNSLJNX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Lignan glycoside
Stilbene glycoside
Cyclobutane lignan skeleton
Dibenzylbutane lignan skeleton
Pentacarboxylic acid or derivatives
Phenolic glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
3-phenylpropanoic-acid
Catechol
Phenoxy compound
Phenol ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Pyran
Oxane
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Benzenoid
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Acetal
Carbonyl group
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	3.05	ALOGPS
logP	2.39	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.61	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	385.26 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	207.96 m³·mol⁻¹	ChemAxon
Polarizability	83.41 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0164258

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000144666)

MOL for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000144666 (6-{4-[2,3-bis({[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl})-4-(3,4-dihydroxyphenyl)cyclobutyl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)