ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid (CFc000129272)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:58:09 UTC

Chemfont ID

CFc000129272

Molecule Identification

Common Name

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

Definition

3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-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-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-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-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₀O₁₁

Average Molecular Weight

448.38

Monoisotopic Molecular Weight

448.100561464

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=CC(O)=C3C(=O)C(CC4=CC(O)=CC=C4)OC3=C2)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C21H20O11/c22-9-3-1-2-8(4-9)5-13-15(24)14-11(23)6-10(7-12(14)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-4,6-7,13,16-19,21-23,25-27H,5H2,(H,28,29)

InChI Key

NHTMEFYDOCDFNK-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
Aryl ketone
Aryl alkyl ketone
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Hydroxy acid
Monosaccharide
Oxane
Vinylogous acid
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Polyol
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Acetal
Ether
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0148863)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.05 g/L	ALOGPS
logP	0.73	ALOGPS
logP	1.09	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	103.43 m³·mol⁻¹	ChemAxon
Polarizability	42.44 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0148863

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-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid (CFc000129272)

MOL for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000129272 (3,4,5-trihydroxy-6-({4-hydroxy-2-[(3-hydroxyphenyl)methyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)oxane-2-carboxylic acid)