ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid (CFc000106082)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:23:19 UTC

Chemfont ID

CFc000106082

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid

Definition

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

Chemical Formula

C₆₂H₄₈O₁₆

Average Molecular Weight

1049.05

Monoisotopic Molecular Weight

1048.294235466

IUPAC Name

Traditional Name

CAS Registry Number

None

SMILES

[H]\C(=C(\[H])C1=CC(O)=CC2=C1C(C(O2)C1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1)C1=CC(O)=CC=C1)C1=CC2=C(OC(=C2C2=C3C(C(OC3=CC(O)=C2)C2=CC=C(O)C=C2)C2=CC(O)=CC=C2)C2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C62H48O16/c63-37-16-10-31(11-17-37)58-51(35-4-2-6-40(66)25-35)53-45(27-42(68)29-48(53)77-58)52-44-23-30(8-22-46(44)75-59(52)32-12-18-38(64)19-13-32)7-9-36-26-41(67)28-47-49(36)50(34-3-1-5-39(65)24-34)57(76-47)33-14-20-43(21-15-33)74-62-56(71)54(69)55(70)60(78-62)61(72)73/h1-29,50-51,54-58,60,62-71H,(H,72,73)/b9-7+

InChI Key

VMEZQXYWSPXKLP-VQHVLOKHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Lignan glycoside
Stilbene glycoside
Neolignan skeleton
2-phenylbenzofuran
1-phenylcoumaran
Phenolic glycoside
Phenylbenzofuran
1-o-glucuronide
O-glucuronide
Stilbene
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Coumaran
Benzofuran
Phenoxy compound
Phenol ether
Styrene
Beta-hydroxy acid
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Hydroxy acid
Monosaccharide
Oxane
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Furan
Secondary alcohol
Polyol
Organoheterocyclic compound
Acetal
Ether
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0125673)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	7.08	ALOGPS
logP	9.94	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	269.43 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	283.63 m³·mol⁻¹	ChemAxon
Polarizability	109 Å³	ChemAxon
Number of Rings	12	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

HMDB0125673

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB084551

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

131832140

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-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid (CFc000106082)

MOL for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

PDB for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

SMILES for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

INCHI for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

Structure for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000106082 (3,4,5-trihydroxy-6-(4-{6-hydroxy-4-[(E)-2-{3-[6-hydroxy-3-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-1-benzofuran-5-yl}ethenyl]-3-(3-hydroxyphenyl)-2,3-dihydro-1-benzofuran-2-yl}phenoxy)oxane-2-carboxylic acid)