ChemFOnt: Showing chemical card for {4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid (CFc000134192)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:06:22 UTC

Chemfont ID

CFc000134192

Molecule Identification

Common Name

{4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid

Definition

{4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic 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 {4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
{4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonate	Generator
{4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulphonate	Generator
{4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulphonic acid	Generator

Chemical Formula

C₂₈H₃₂O₁₉S

Average Molecular Weight

704.61

Monoisotopic Molecular Weight

704.125849984

IUPAC Name

{4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid

Traditional Name

{4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

COC1=C2C(=O)C(OC2=CC(OC2OC(CO)C(OC3OC(C)C(O)C(O)C3O)C(O)C2O)=C1)=CC1=CC(O)=C(OS(O)(=O)=O)C(O)=C1

InChI Identifier

InChI=1S/C28H32O19S/c1-9-19(32)21(34)23(36)27(42-9)46-26-17(8-29)45-28(24(37)22(26)35)43-11-6-14(41-2)18-15(7-11)44-16(20(18)33)5-10-3-12(30)25(13(31)4-10)47-48(38,39)40/h3-7,9,17,19,21-24,26-32,34-37H,8H2,1-2H3,(H,38,39,40)

InChI Key

JXPAFBWKCOUEKI-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
O-glycosyl compound
Glycosyl compound
Phenylsulfate
Disaccharide
Arylsulfate
Coumaran
Benzofuran
Anisole
Phenoxy compound
Aryl ketone
Resorcinol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Oxane
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Organic sulfuric acid or derivatives
Ketone
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen compound
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	5.37 g/L	ALOGPS
logP	0.07	ALOGPS
logP	-2.5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	-2.6	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	297.89 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	154.44 m³·mol⁻¹	ChemAxon
Polarizability	65.76 Å³	ChemAxon
Number of Rings	5	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

HMDB0153784

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 {4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid (CFc000134192)

MOL for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

3D MOL for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

3D SDF for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

3D-SDF for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

PDB for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

3D PDB for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

SMILES for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

INCHI for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

Structure for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)

3D Structure for CFc000134192 ({4-[(6-{[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-4-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene)methyl]-2,6-dihydroxyphenyl}oxidanesulfonic acid)