ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid (CFc000131879)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:02:21 UTC

Chemfont ID

CFc000131879

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₂H₂₂O₁₃

Average Molecular Weight

494.405

Monoisotopic Molecular Weight

494.106040768

IUPAC Name

3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-2,3-dihydro-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=C2OC(C(O)C(=O)C2=C(O)C(O)=C1OC1OC(C(O)C(O)C1O)C(O)=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C22H22O13/c1-6-17-9(11(25)14(28)19(33-17)7-2-4-8(23)5-3-7)10(24)13(27)18(6)34-22-16(30)12(26)15(29)20(35-22)21(31)32/h2-5,12,14-16,19-20,22-24,26-30H,1H3,(H,31,32)

InChI Key

QYCJIPUYFGHMLS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
Hydroxyflavonoid
3-hydroxyflavonoid
Flavanonol
Flavanone
6-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Flavan
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Chromone
Benzopyran
Chromane
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Monosaccharide
Pyran
Hydroxy acid
Benzenoid
Oxane
Vinylogous acid
Ketone
Secondary alcohol
Oxacycle
Acetal
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Carboxylic acid
Organic oxygen compound
Organooxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
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	3.67 g/L	ALOGPS
logP	0.53	ALOGPS
logP	0.38	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.66 m³·mol⁻¹	ChemAxon
Polarizability	46.58 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	No	ChemAxon

External Links

HMDB ID

HMDB0151470

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-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid (CFc000131879)

MOL for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000131879 (3,4,5-trihydroxy-6-{[3,5,6-trihydroxy-2-(4-hydroxyphenyl)-8-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)