CAS 528-48-3|3,7,3',4'-TETRAHYDROXYFLAVONE|Fisetin|2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one|Viset|Fustel|viset|Fietin|5-Desoxyquercetin|Fustet|Fisetholz|Cotinin (not to be confused wit...

General Information

Structure

Molecular Formula

C₁₅H₁₀O₆

Molecular Mass

286.2363

Exact Mass

286.04773804

Charge

InChI

InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H

InChIKey

XHEFDIBZLJXQHF-UHFFFAOYSA-N

Canonic Smiles

Oc1ccc2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O

Isomeric Smiles

c1cc2c(cc1O)oc(c(c2=O)O)c1ccc(c(c1)O)O

Calculated Properties

JChem

Acid pKa

6.318016

H Acceptors

H Donor

LogD (pH = 5.5)

1.748803

LogD (pH = 7.4)

0.6970341

Log P

1.8098648

Molar Refractivity

74.8813

Polarizability

27.759434

Polar Surface Area

107.22

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

2.03

LOG S

-3.28

Solubility (Water)

1.51e-01 g/l

Data Source

Names and Identifiers

Synonyms

3,7,3',4'-TETRAHYDROXYFLAVONEFustelVisetFisetinFisetholzFustet5-DesoxyquercetinCotinin (not to be confused with Cotinine)Fietin2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-oneJunger fustikSuperfustel3,3',4',7-四羟基黄酮3,3',4',7-TetrahydroxyflavoneFisetin3,3',4',7-TetrahydroxyflavoneFisetin

IUPAC name

2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one

IUPAC Traditional name

viset 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one

Names and Identifiers

Registration numbers

EC Number

Merck Index

CAS Number

Beilstein Number

MDL Number

PubChem SID

PubChem CID

CHEMBL

CHEBI ID

Wikipedia Title

KEGG ID

Chemspider ID

DrugBank ID

Registration numbers

Properties

Product Information

Salt Data

Free Base

Application(s)

Anti-inflammatory

Anti-carcinogenic

Biological Source

Colouring matter obtained from Rhus spp., also in Trachylobium verrucosum, Anthyllis vulneraria, Butea frondosa, Gleditsia spp., Acacia spp. and others

Purity

97%

Safety Information

Storage Condition

-20°C

GHS Precautionary statements

P261-P305+P351+P338-P302+P352-P321-P405-P501A

Safety Statements

26-37

H315-H319-H335

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

是

36/37/38

Irritant (Xi)

LK9250000

Physical Property

Density

1.688 g/mL

Melting Point

330 °C

330°C dec.

Pharmacology Properties

Mechanism of Action

Potent antioxidant

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Selleck Chemicals

S2298

Research Area: Inflammation
Biological Activity:
Fisetin (Fustel) is a potent sirtuin activating compound (STAC) and an agent that modulates sirtuins. Fisetin (Fustel) is therefore a caloric restriction mimetic candidate, a compound that has been shown to be able to alleviate ageing effects in certain model organisms such as the yeast S. cerevisiae, the nematode C. elegans and the fruit fly Drosophila melanogaster. [1] Aside from its effects on ageing,various in vitro studies have shown fisetin (Fustel) to exert anti-inflammatory and anti-carcinogenic effects in different lines of culture cells. [2]

Wikipedia

Fisetin

DrugBank

DB07795

Drug information: experimental

Molecule Details

References

PubChem Literature

From Data Sources

• Lim do Y et al. Am J Physiol Gastrointest Liver Physiol. 2009 May;296(5):G1060-8.

• Plant Flavonoids in Biology and Medicine, (eds. Cody, V. et al), A.R. Liss, N.Y., 1986

• Roengsumaran, S. et al., J. Sci. Res. (Bhopal, India), 2000, 25, 169-176

• Jankowska, T. et al., Acta Chim. Hung., 1962, 33, 135

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one

IUPAC Traditional name

viset 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one

Registration numbers

EC Number

Merck Index

CAS Number

Beilstein Number

MDL Number

PubChem SID

PubChem CID

CHEMBL

CHEBI ID

Wikipedia Title

KEGG ID

Chemspider ID

DrugBank ID

Molecule Details

S2298

Fisetin

DB07795

Drug information: experimental

References

PubChem Literature

From Data Sources

• Lim do Y et al. Am J Physiol Gastrointest Liver Physiol. 2009 May;296(5):G1060-8.

• Plant Flavonoids in Biology and Medicine, (eds. Cody, V. et al), A.R. Liss, N.Y., 1986

• Roengsumaran, S. et al., J. Sci. Res. (Bhopal, India), 2000, 25, 169-176

• Jankowska, T. et al., Acta Chim. Hung., 1962, 33, 135

Bioactivity

PubChem BioAssay

Properties

Product Information

Salt Data

Free Base

Application(s)

Anti-inflammatory

Anti-carcinogenic

Biological Source

Colouring matter obtained from Rhus spp., also in Trachylobium verrucosum, Anthyllis vulneraria, Butea frondosa, Gleditsia spp., Acacia spp. and others

Purity

97%

Safety Information

Storage Condition

-20°C

GHS Precautionary statements

P261-P305+P351+P338-P302+P352-P321-P405-P501A

Safety Statements

26-37

H315-H319-H335

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

是

36/37/38

Irritant (Xi)

LK9250000

Physical Property

Density

1.688 g/mL

Melting Point

330 °C

330°C dec.

Pharmacology Properties

Mechanism of Action

Potent antioxidant

Molecule

ID:5430