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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 of TAXIFOLIN

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

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

2024
711
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
4.6%
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/20732774/
unknown, unknown
 DIHYDROQUERCETIN, ( )-(2R,3R)- plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
Inhibition of HEWL fibril formation by taxifolin: Mechanism of action.
2017
Taxifolin protects RPE cells against oxidative stress-induced apoptosis.
2017
Modulation of hepatic lipoprotein synthesis and secretion by taxifolin, a plant flavonoid.
2000-12
Antinociceptive and anti-oedematogenic properties of astilbin, taxifolin and some related compounds.
2000-03
Anti-inflammatory activity of taxifolin.
1971-06
The toxicity and metabolism of dihydroquercetin.
1958-03
Patents

Patents

EP2825163 A1
2
US20130237712 A1
2
US20130267477 A1
2

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 Mon Mar 31 20:53:50 GMT 2025
Edited
by admin
on Mon Mar 31 20:53:50 GMT 2025
Record UNII
9SOB9E3987
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAXIFOLIN
Common Name English
DIHYDROQUERCETIN
INCI   WHO-DD  
INCI  
Preferred 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 [WHO-DD]
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)
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
Code System Code Type Description
CAS
480-18-2
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
SMS_ID
100000176866
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-543-4
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
MESH
C003377
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
GRAS Notification (GRN No.)
826
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
GRAS Notification (GRN No.)
916
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
PUBCHEM
439533
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
WIKIPEDIA
Taxifolin
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
EPA CompTox
DTXSID8022450
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
CHEBI
17948
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
DRUG BANK
DB02224
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
FDA UNII
9SOB9E3987
Created by admin on Mon Mar 31 20:53:51 GMT 2025 , Edited by admin on Mon Mar 31 20:53:51 GMT 2025
PRIMARY
Related Record Type Details
MARITIME PINE
PARENT -> CONSTITUENT ALWAYS PRESENT
MILK THISTLE
PARENT -> CONSTITUENT ALWAYS PRESENT
NIH
NCATS
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