ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid (CFc000133824)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:05:48 UTC

Chemfont ID

CFc000133824

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₂H₂₂O₁₁

Average Molecular Weight

462.407

Monoisotopic Molecular Weight

462.116211528

IUPAC Name

3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2H-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=CC2=C1OC(CC1=CC(O)=CC=C1)C2=O

InChI Identifier

InChI=1S/C22H22O11/c1-30-19-12(32-22-17(27)15(25)16(26)20(33-22)21(28)29)6-5-11-14(24)13(31-18(11)19)8-9-3-2-4-10(23)7-9/h2-7,13,15-17,20,22-23,25-27H,8H2,1H3,(H,28,29)

InChI Key

FQBODSFELIQYTH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Aurone O-glycosides

Alternative Parents

Substituents

Aurone-6-o-glycoside
Aurone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Benzofuran
Coumaran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Pyran
Oxane
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.35 g/L	ALOGPS
logP	0.57	ALOGPS
logP	0.59	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.91 m³·mol⁻¹	ChemAxon
Polarizability	44.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0153416

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-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid (CFc000133824)

MOL for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000133824 (3,4,5-trihydroxy-6-({2-[(3-hydroxyphenyl)methyl]-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)