TAXIFOLIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H12O7
Molecular Weight	304.2516
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@@H]1[C@H](OC2=C(C1=O)C(O)=CC(O)=C2)C3=CC(O)=C(O)C=C3

InChI

InChIKey=CXQWRCVTCMQVQX-LSDHHAIUSA-N

InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C15H12O7
Molecular Weight	304.2516
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22513183

Dihydroquercetin (also known as taxifolin) is a flavonoid found in grapes, citrus fruits, onions, green tea, olive oil, and several herbs (such as milk thistle). Besides its antitumor, hepatoprotective, and anti-inflammatory activities, it is a potent antioxidant, which may contribute to its cardiovascular and neuroprotective properties. The drug was tested in vitro against cancer cells and in vivo, in preclinical models of liver diseases and cardiovascular diseases. The possible mechanism of actions involves the induction of phase II detoxifying enzymes and the suppression of cytochrome P450-dependent monooxygenases, apoptosis and disruption of cancer cell cycle progression.

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Cancer 592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22513183	Primary	Basic research	Unknown Approved Use Unknown
Cardiovascular diseases 71 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22513183	Primary	Preclinical	Unknown Approved Use Unknown
Liver diseases 14 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22513183	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
The toxicity and metabolism of dihydroquercetin.	1958 Mar	13525216
Anti-inflammatory activity of taxifolin.	1971 Jun	4254191
Modulation of hepatic lipoprotein synthesis and secretion by taxifolin, a plant flavonoid.	2000 Dec	11108730
Antinociceptive and anti-oedematogenic properties of astilbin, taxifolin and some related compounds.	2000 Mar	10758782
Inhibition of HEWL fibril formation by taxifolin: Mechanism of action.	2017	29131828
Taxifolin protects RPE cells against oxidative stress-induced apoptosis.	2017	28761325

Patents

Sample Use Guides

In Vivo Use Guide

In a preclinical study, rats with hepatitis were given 100 mg/kg dihydroquercetin s.c. for 4 days.

Route of Administration: Other

In Vitro Use Guide

in a MTT cytotoxicity assay, HCT116 cells (1*10(4) cells per well) were plated onto 96-well plates, incubated at 37C for 24 h, and the cells were treated with various concentrations of dihydroquercetin (3.9-250 uM). After 24 h, 10 ml of CCK-8 solution was added to the wells, and incubation continued for another 3 h.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:32:39 UTC 2023` Edited by `admin` on `Sat Dec 16 01:32:39 UTC 2023`
Record UNII	9SOB9E3987
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TAXIFOLIN

Common Name

English

(+)-TAXIFOLIN

Common Name

English

(+)-TAXIFOLIN (CONSTITUENT OF MILK THISTLE) [DSC]

Common Name

English

2,3-DIHYDROQUERCETIN

Common Name

English

3,5,7,3',4'-PENTAHYDROXYFLAVANONE

Systematic Name

English

4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-2,3-DIHYDRO-3,5,7-TRIHYDROXY-, (2R-TRANS)-

Systematic Name

English

(+)-DIHYDROQUERCETIN

Common Name

English

LAVITOL

Brand Name

English

DIQUERTIN

Common Name

English

FLAMENA D

Common Name

English

DIHYDROQUERCETIN

Official Name

English

Dihydroquercetin [WHO-DD]

Common Name

English

DIHYDROQUERCETIN [INCI]

Common Name

English

DISTYLIN

Common Name

English

FLAMENA

Common Name

English

DIHYDROQUERCETIN, (+)-(2R,3R)-

Common Name

English

(2R,3R)-(+)-TAXIFOLIN

Common Name

English

(2R,3R)-3,3',4',5,7-PENTAHYDROXYFLAVANONE

Systematic Name

English

TAXIFOLIOL

Common Name

English

4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-2,3-DIHYDRO-3,5,7-TRIHYDROXY-, (2R,3R)-

Systematic Name

English

(+)-(2R,3R)-DIHYDROQUERCETIN

Common Name

English

(+)-TAXIFOLIN (CONSTITUENT OF MARITIME PINE) [DSC]

Common Name

English

(2R,3R)-DIHYDROQUERCETIN

Common Name

English

FLAVANONE, 3,3',4',5,7-PENTAHYDROXY-

Systematic Name

English

Classification Tree Code System Code

DSLD

3966 (Number of products:3)