ChemFOnt: Showing chemical card for 3,4',7-Trihydroxyflavanone (CFc000283101)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:03 UTC

Chemfont ID

CFc000283101

Molecule Identification

Common Name

3,4',7-Trihydroxyflavanone

Definition

(2r,3r)-3,4',7-trihydroxyflavanone is a member of the class of compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively (2r,3r)-3,4',7-trihydroxyflavanone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (2r,3r)-3,4',7-trihydroxyflavanone can be found in chickpea, common bean, and lima bean, which makes (2r,3r)-3,4',7-trihydroxyflavanone a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,7,4'-Trihydroxyflavanone	HMDB

Chemical Formula

C₁₅H₁₂O₅

Average Molecular Weight

272.2528

Monoisotopic Molecular Weight

272.068473494

IUPAC Name

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

Traditional Name

3,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

1226-22-8

SMILES

OC1C(OC2=CC(O)=CC=C2C1=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)15-14(19)13(18)11-6-5-10(17)7-12(11)20-15/h1-7,14-17,19H

InChI Key

VRTGGIJPIYOHGT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanonols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303585)

Food

Pulse

Bean

Common bean (FooDB: FOOD00134)
Lima bean (FooDB: FOOD00133)

Pea

Chickpea (FooDB: FOOD00047)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.7 g/L	ALOGPS
logP	1.4	ALOGPS
logP	1.77	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.69	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.65 m³·mol⁻¹	ChemAxon
Polarizability	27.15 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

HMDB0303585

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016266

KNApSAcK ID

Not Available

Chemspider ID

2752257

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',7-Trihydroxyflavanone (CFc000283101)

MOL for CFc000283101 (3,4',7-Trihydroxyflavanone)

3D MOL for CFc000283101 (3,4',7-Trihydroxyflavanone)

3D SDF for CFc000283101 (3,4',7-Trihydroxyflavanone)

3D-SDF for CFc000283101 (3,4',7-Trihydroxyflavanone)

PDB for CFc000283101 (3,4',7-Trihydroxyflavanone)

3D PDB for CFc000283101 (3,4',7-Trihydroxyflavanone)

SMILES for CFc000283101 (3,4',7-Trihydroxyflavanone)

INCHI for CFc000283101 (3,4',7-Trihydroxyflavanone)

Structure for CFc000283101 (3,4',7-Trihydroxyflavanone)

3D Structure for CFc000283101 (3,4',7-Trihydroxyflavanone)