ChemFOnt: Showing chemical card for 2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid (CFc000122621)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:47:54 UTC

Chemfont ID

CFc000122621

Molecule Identification

Common Name

2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid

Definition

2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-[(4-hydroxyphenyl)methyl]propanedioic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioate	Generator

Chemical Formula

C₁₆H₁₈O₁₁

Average Molecular Weight

386.309

Monoisotopic Molecular Weight

386.0849114

IUPAC Name

2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid

Traditional Name

2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H18O11/c17-9-10(18)12(15(24)25)27-16(11(9)19)26-7-3-1-6(2-4-7)5-8(13(20)21)14(22)23/h1-4,8-12,16-19H,5H2,(H,20,21)(H,22,23)(H,24,25)

InChI Key

YDQGTEICQWIULM-UHFFFAOYSA-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
O-glycosyl compound
3-phenylpropanoic-acid
Tricarboxylic acid or derivatives
Phenoxy compound
Phenol ether
Beta-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
1,3-dicarbonyl compound
Pyran
Secondary alcohol
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Acetal
Polyol
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142212)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.39 g/L	ALOGPS
logP	-0.17	ALOGPS
logP	-0.46	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	2.38	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	82.25 m³·mol⁻¹	ChemAxon
Polarizability	35.31 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

HMDB0142212

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

85155988

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid (CFc000122621)

MOL for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

3D MOL for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

3D SDF for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

3D-SDF for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

PDB for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

3D PDB for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

SMILES for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

INCHI for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

Structure for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)

3D Structure for CFc000122621 (2-({4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}methyl)propanedioic acid)