ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid (CFc000133817)

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

CFc000133817

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus). Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₂H₂₀O₁₁

Average Molecular Weight

460.391

Monoisotopic Molecular Weight

460.100561464

IUPAC Name

3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C1/OC2=C(C=CC(O)=C2OC)C1=O)C1=CC(OC2OC(C(O)C(O)C2O)C(O)=O)=CC=C1

InChI Identifier

InChI=1S/C22H20O11/c1-30-19-12(23)6-5-11-14(24)13(32-18(11)19)8-9-3-2-4-10(7-9)31-22-17(27)15(25)16(26)20(33-22)21(28)29/h2-8,15-17,20,22-23,25-27H,1H3,(H,28,29)/b13-8+

InChI Key

CLFZYBSLTCYDQO-MDWZMJQESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Aurone flavonoids

Sub Class

Not Available

Direct Parent

Aurone flavonoids

Alternative Parents

Substituents

Aurone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Coumaran
Benzofuran
Phenoxy compound
Anisole
Aryl ketone
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Ketone
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen 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	0.76 g/L	ALOGPS
logP	1.08	ALOGPS
logP	0.49	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.3	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	5	ChemAxon
Refractivity	109.48 m³·mol⁻¹	ChemAxon
Polarizability	45.08 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	No	ChemAxon

External Links

HMDB ID

HMDB0153409

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-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid (CFc000133817)

MOL for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

PDB for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

SMILES for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

INCHI for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

Structure for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000133817 (3,4,5-trihydroxy-6-(3-{[(2E)-6-hydroxy-7-methoxy-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy)oxane-2-carboxylic acid)