ChemFOnt: Showing chemical card for 3',4',5,7-Tetrahydroxyflavanone (CFc000335575)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:12 UTC

Chemfont ID

CFc000335575

Molecule Identification

Common Name

3',4',5,7-Tetrahydroxyflavanone

Definition

Eriodictyol, also known as 573'5'-tetrahydroxyflavanone, is a member of the class of compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Eriodictyol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eriodictyol can be found in a number of food items such as rowal, grape, cardamom, and lemon balm, which makes eriodictyol a potential biomarker for the consumption of these food products. Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from yerba santa (Eriodictyon californicum), a plant native to North America. Eriodictyol is one of the four flavanones identified in this plant as having taste-modifying properties, the other three being homoeriodictyol, its sodium salt, and sterubin .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
573'5'-Tetrahydroxyflavanone	ChEMBL

Chemical Formula

C₁₅H₁₂O₆

Average Molecular Weight

288.255

Monoisotopic Molecular Weight

288.063388106

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

eriodictyol

CAS Registry Number

4049-38-1

SMILES

OC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2

InChI Key

SBHXYTNGIZCORC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

Flavanone
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
Chromane
1-benzopyran
Catechol
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (FooDB: )

Plant

Plant (FooDB: )

Not Available

Industrial application

Manufacturing industry

Material processing agent

Solid material processing agent

Protective agent

Antioxidant (FooDB: )
Antioxidant (FooDB: )

Coloring agent

Fluorescent agent

Expectorant (FooDB: )

Pharmaceutical industry

Antineoplastic agent

Cancer preventive (FooDB: )

Agriculture

Pesticide (FooDB: )

Biological role

Anti bacterial (FooDB: )
Anti feedant (FooDB: )
Anti-inflammatory (FooDB: )
Anti peroxidant (FooDB: )
Aphidifuge (FooDB: )
Juvabional (FooDB: )

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.37 g/L	ALOGPS
logP	2.15	ALOGPS
logP	2.53	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.27 m³·mol⁻¹	ChemAxon
Polarizability	28.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011936

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

11095

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3',4',5,7-Tetrahydroxyflavanone (CFc000335575)

MOL for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

3D MOL for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

3D SDF for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

3D-SDF for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

PDB for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

3D PDB for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

SMILES for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

INCHI for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

Structure for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)

3D Structure for CFc000335575 (3',4',5,7-Tetrahydroxyflavanone)