ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid (CFc000132017)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:02:37 UTC

Chemfont ID

CFc000132017

Molecule Identification

Common Name

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

Definition

3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₂₄H₂₆O₁₄

Average Molecular Weight

538.458

Monoisotopic Molecular Weight

538.132255517

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(OC2OC(C(O)C(O)C2O)C(O)=O)=C2OCC(C(O)C3=CC=C(O)C=C3)C(=O)C2=C1O

InChI Identifier

InChI=1S/C24H26O14/c1-34-19-14(28)11-13(27)10(12(26)8-3-5-9(25)6-4-8)7-36-18(11)22(21(19)35-2)38-24-17(31)15(29)16(30)20(37-24)23(32)33/h3-6,10,12,15-17,20,24-26,28-31H,7H2,1-2H3,(H,32,33)

InChI Key

HZDQLQDYKBMFLL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Homoisoflavans

Direct Parent

Homoisoflavanones

Alternative Parents

Substituents

Homoisoflavanone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Chromone
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Anisole
Aryl ketone
Alkyl aryl ether
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyran
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Monosaccharide
Oxane
Vinylogous acid
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Polyol
Acetal
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Ether
Aromatic alcohol
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	2.6 g/L	ALOGPS
logP	0.52	ALOGPS
logP	-0.17	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.56	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	221.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	122.58 m³·mol⁻¹	ChemAxon
Polarizability	50.4 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0151608

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-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid (CFc000132017)

MOL for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000132017 (3,4,5-trihydroxy-6-({5-hydroxy-3-[hydroxy(4-hydroxyphenyl)methyl]-6,7-dimethoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl}oxy)oxane-2-carboxylic acid)