ChemFOnt: Showing chemical card for 2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid (CFc000129928)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:59:09 UTC

Chemfont ID

CFc000129928

Molecule Identification

Common Name

2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

Definition

2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on 2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioate	Generator

Chemical Formula

C₁₉H₂₀O₁₄

Average Molecular Weight

472.355

Monoisotopic Molecular Weight

472.085305324

IUPAC Name

2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

Traditional Name

2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1)C(=O)OC(C(O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C19H20O14/c20-9(32-15(18(29)30)13(24)16(25)26)6-3-7-1-4-8(5-2-7)31-19-12(23)10(21)11(22)14(33-19)17(27)28/h1-6,10-15,19,21-24H,(H,25,26)(H,27,28)(H,29,30)/b6-3+

InChI Key

BIDOXMOWVSTQMG-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Tetracarboxylic acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid ester
O-glycosyl compound
Phenoxy compound
Phenol ether
Styrene
Beta-hydroxy acid
Fatty acid ester
Sugar acid
Hydroxy acid
Pyran
Monosaccharide
Benzenoid
Oxane
Fatty acyl
Monocyclic benzene moiety
Alpha-hydroxy acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Acetal
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0149519)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.1 g/L	ALOGPS
logP	0.2	ALOGPS
logP	-1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.89	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	237.58 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	99.77 m³·mol⁻¹	ChemAxon
Polarizability	43.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0149519

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-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid (CFc000129928)

MOL for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

3D MOL for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

3D SDF for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

3D-SDF for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

PDB for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

3D PDB for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

SMILES for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

INCHI for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

Structure for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)

3D Structure for CFc000129928 (2-{[(2E)-3-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}prop-2-enoyl]oxy}-3-hydroxybutanedioic acid)