ChemFOnt: Showing chemical card for 6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000134260)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:06:29 UTC

Chemfont ID

CFc000134260

Molecule Identification

Common Name

6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position. Based on a literature review very few articles have been published on 6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₃₀O₁₃

Average Molecular Weight

550.513

Monoisotopic Molecular Weight

550.168641026

IUPAC Name

6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)(O)CCC1=C(O)C2=C(OC(CC2=O)C2=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C(O)C=C2)C=C1O

InChI Identifier

InChI=1S/C26H30O13/c1-26(2,36)6-5-11-13(28)8-17-18(19(11)30)14(29)9-16(37-17)12-4-3-10(27)7-15(12)38-25-22(33)20(31)21(32)23(39-25)24(34)35/h3-4,7-8,16,20-23,25,27-28,30-33,36H,5-6,9H2,1-2H3,(H,34,35)

InChI Key

OAESTXISFYLGKR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

6-prenylated flavanones

Alternative Parents

Substituents

6-prenylated flavanone
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Beta-hydroxy acid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monosaccharide
Oxane
Monocyclic benzene moiety
Hydroxy acid
Pyran
Benzenoid
Tertiary alcohol
Vinylogous acid
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Polyol
Organoheterocyclic compound
Ether
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Organic oxide
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	0.92 g/L	ALOGPS
logP	1.39	ALOGPS
logP	1.25	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.03	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	7	ChemAxon
Refractivity	130.51 m³·mol⁻¹	ChemAxon
Polarizability	54.13 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

HMDB0153852

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 6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000134260)

MOL for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000134260 (6-{2-[5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-5-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)