ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid (CFc000113967)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:34:52 UTC

Chemfont ID

CFc000113967

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,4,5,6-tetrahydroxy-2-[(4-hydroxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-one. 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
3,4,5-Trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₀O₁₃

Average Molecular Weight

480.378

Monoisotopic Molecular Weight

480.090390704

IUPAC Name

3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

OC1C(O)C(OC2=CC=C(CC3(O)OC4=C(C3=O)C(O)=C(O)C(O)=C4)C=C2)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C21H20O13/c22-9-5-10-11(13(24)12(9)23)18(28)21(31,34-10)6-7-1-3-8(4-2-7)32-20-16(27)14(25)15(26)17(33-20)19(29)30/h1-5,14-17,20,22-27,31H,6H2,(H,29,30)

InChI Key

LLHKKDQOBZERQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as auronols. These are aurone flavonoids in which the pyran ring of the aurone skeleton carries a hydroxyl group at the 2-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Aurone flavonoids

Sub Class

Auronols

Direct Parent

Auronols

Alternative Parents

Substituents

Auronol
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Coumaran
Benzofuran
Phenoxy compound
Phenol ether
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Benzenoid
Acyloin
Hydroxy acid
Pyran
Monosaccharide
Oxane
Monocyclic benzene moiety
Vinylogous acid
Hemiacetal
Secondary alcohol
Ketone
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Acetal
Polyol
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133558)

Plant

Plant (HMDB: HMDB0133558)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.4 g/L	ALOGPS
logP	0.2	ALOGPS
logP	0.52	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	107.07 m³·mol⁻¹	ChemAxon
Polarizability	44.1 Å³	ChemAxon
Number of Rings	4	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

HMDB0133558

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090599

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

131837435

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid (CFc000113967)

MOL for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

PDB for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

SMILES for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

INCHI for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

Structure for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000113967 (3,4,5-trihydroxy-6-{4-[(2,4,5,6-tetrahydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)methyl]phenoxy}oxane-2-carboxylic acid)