ChemFOnt: Showing chemical card for 6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000157441)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:44:06 UTC

Chemfont ID

CFc000157441

Molecule Identification

Common Name

6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Based on a literature review very few articles have been published on 6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₄H₂₆O₁₃

Average Molecular Weight

522.459

Monoisotopic Molecular Weight

522.137340897

IUPAC Name

6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H26O13/c25-13-3-1-2-12(8-13)10-16(35-15-6-4-11(9-14(15)26)5-7-17(27)28)23(34)37-24-20(31)18(29)19(30)21(36-24)22(32)33/h1-4,6,8-9,16,18-21,24-26,29-31H,5,7,10H2,(H,27,28)(H,32,33)

InChI Key

YMCIRCUGNNLDPY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Neolignan skeleton
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
3-phenylpropanoic-acid
Phenoxyacetate
Tricarboxylic acid or derivatives
Phenoxy compound
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Beta-hydroxy acid
Alkyl aryl ether
Fatty acyl
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	0.66 g/L	ALOGPS
logP	1.42	ALOGPS
logP	1.05	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.9	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.51 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	119.89 m³·mol⁻¹	ChemAxon
Polarizability	49.72 Å³	ChemAxon
Number of Rings	3	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

HMDB0177033

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-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000157441)

MOL for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000157441 (6-({2-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3-(3-hydroxyphenyl)propanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)