ChemFOnt: Showing chemical card for 2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid (CFc000144669)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:22:58 UTC

Chemfont ID

CFc000144669

Molecule Identification

Common Name

2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid

Definition

2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms. Based on a literature review very few articles have been published on 2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoate	Generator
2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulphooxy)phenyl]propanoate	Generator
2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulphooxy)phenyl]propanoic acid	Generator

Chemical Formula

C₃₆H₃₂O₁₉S

Average Molecular Weight

800.69

Monoisotopic Molecular Weight

800.125849984

IUPAC Name

2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid

Traditional Name

2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C1C(C(C1C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1)C(=O)OC(CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C36H32O19S/c37-19-5-1-15(9-23(19)41)11-27(33(44)45)53-35(48)31-29(17-3-7-20(38)24(42)13-17)30(18-4-8-21(39)25(43)14-18)32(31)36(49)54-28(34(46)47)12-16-2-6-22(40)26(10-16)55-56(50,51)52/h1-10,13-14,27-32,37-43H,11-12H2,(H,44,45)(H,46,47)(H,50,51,52)

InChI Key

PERAVXXXORXCCI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Cyclobutane lignans

Sub Class

Not Available

Direct Parent

Cyclobutane lignans

Alternative Parents

Substituents

Cyclobutane lignan skeleton
Dibenzylbutane lignan skeleton
Stilbene
Tetracarboxylic acid or derivatives
3-phenylpropanoic-acid
Phenylsulfate
Arylsulfate
Catechol
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	2.3	ALOGPS
logP	4.51	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	332.41 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	185.94 m³·mol⁻¹	ChemAxon
Polarizability	72.42 Å³	ChemAxon
Number of Rings	5	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

HMDB0164261

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 2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid (CFc000144669)

MOL for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

3D MOL for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

3D SDF for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

3D-SDF for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

PDB for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

3D PDB for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

SMILES for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

INCHI for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

Structure for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)

3D Structure for CFc000144669 (2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid)