ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid (CFc000117637)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:40:21 UTC

Chemfont ID

CFc000117637

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(4-{6-[(e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2h-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-(4-hydroxy-3-methoxyphenyl)-6-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-3,4-dihydro-2h-pyran-4-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-{6-[(e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₂₈O₁₂

Average Molecular Weight

544.509

Monoisotopic Molecular Weight

544.158076342

IUPAC Name

3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-2,3-dihydropyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC(OC)=C(O)C=C1)C1=CC(=O)CC(O1)C1=CC(OC)=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C27H28O12/c1-35-20-9-13(4-7-17(20)29)3-6-16-11-15(28)12-19(37-16)14-5-8-18(21(10-14)36-2)38-27-24(32)22(30)23(31)25(39-27)26(33)34/h3-11,19,22-25,27,29-32H,12H2,1-2H3,(H,33,34)/b6-3+

InChI Key

ICTVVAFCQZIDPS-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Dihydropyranone
Phenol
Oxane
Benzenoid
Pyran
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Vinylogous ester
Secondary alcohol
Cyclic ketone
Ketone
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Acetal
Carboxylic acid derivative
Carboxylic acid
Ether
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137228)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.74	ALOGPS
logP	1.29	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	181.44 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	134.9 m³·mol⁻¹	ChemAxon
Polarizability	54.69 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0137228

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 3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid (CFc000117637)

MOL for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

PDB for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

SMILES for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

INCHI for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

Structure for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000117637 (3,4,5-trihydroxy-6-(4-{6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4-oxo-3,4-dihydro-2H-pyran-2-yl}-2-methoxyphenoxy)oxane-2-carboxylic acid)