ChemFOnt: Showing chemical card for Quercetin 3-sulfate (CFc000283287)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:25 UTC

Chemfont ID

CFc000283287

Molecule Identification

Common Name

Quercetin 3-sulfate

Definition

N-acyl-d-mannosamine, also known as quercetin 3-(hydrogen sulfate) or quercetin 3-monosulphate, is a member of the class of compounds known as 3-sulfated flavonoids. 3-sulfated flavonoids are flavonoids that are sulfated at the 3-ring position of the flavonoid skeleton. Thus, N-acyl-d-mannosamine is considered to be a flavonoid lipid molecule. N-acyl-d-mannosamine is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). N-acyl-d-mannosamine can be found in dill, which makes N-acyl-d-mannosamine a potential biomarker for the consumption of this food product. N-acyl-d-mannosamine may be a unique E.coli metabolite.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-3-(sulfooxy)	ChEBI
Quercetin 3-(hydrogen sulfate)	ChEBI
Quercetin 3-monosulphate	ChEBI
Quercetin 3-O-sulfate	ChEBI
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-3-(sulphooxy)	Generator
Quercetin 3-(hydrogen sulfuric acid)	Generator
Quercetin 3-(hydrogen sulphate)	Generator
Quercetin 3-(hydrogen sulphuric acid)	Generator
Quercetin 3-monosulfate	Generator
Quercetin 3-monosulfuric acid	Generator
Quercetin 3-monosulphuric acid	Generator
Quercetin 3-O-sulfuric acid	Generator
Quercetin 3-O-sulphate	Generator
Quercetin 3-O-sulphuric acid	Generator
Quercetin 3-sulfuric acid	Generator
Quercetin 3-sulphate	Generator
Quercetin 3-sulphuric acid	Generator

Chemical Formula

C₁₅H₁₀O₁₀S

Average Molecular Weight

382.299

Monoisotopic Molecular Weight

381.99946723

IUPAC Name

[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxidanesulfonic acid

Traditional Name

quercetin 3-sulfate

CAS Registry Number

97736-73-7

SMILES

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

InChI Identifier

InChI=1S/C15H10O10S/c16-7-4-10(19)12-11(5-7)24-14(6-1-2-8(17)9(18)3-6)15(13(12)20)25-26(21,22)23/h1-5,16-19H,(H,21,22,23)

InChI Key

DNAYVNOVGHZZLH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-sulfated flavonoids. These are flavonoids that are sulfated at the 3-ring position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Sulfated flavonoids

Direct Parent

3-sulfated flavonoids

Alternative Parents

Substituents

3-sulfated flavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Arylsulfate
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Pyran
Vinylogous acid
Organic sulfuric acid or derivatives
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quercetin sulfate (CHEBI:17730 )
tetrahydroxyflavone (CHEBI:17730 )
flavonols (C00616 )
Flavones and Flavonols (C00616 )
Flavones and Flavonols (LMPK12112304 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303771)

Food

Herb and spice

Herb

Dill (FooDB: FOOD00013)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.6 g/L	ALOGPS
logP	0.87	ALOGPS
logP	1.68	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-2.5	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.82 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	86.85 m³·mol⁻¹	ChemAxon
Polarizability	33.35 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