Structural chemistry
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Taxifolin

Structural chemistry
Product Name
Taxifolin
CAS No.
480-18-2
Chemical Name
Taxifolin
Synonyms
DIHYDROQUERCETIN;distylin;taxifoliol;Larch extract;(+)-TAXIFOLIN;(2R,3R)-(+)-Taxifolin;(2R,3R)-DIHYDROQUERCETIN;Taxifolin (Dihydroquercetin);CPD-474;Lavitol
CBNumber
CB0402424
Molecular Formula
C15H12O7
Formula Weight
304.25
MOL File
480-18-2.mol
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Taxifolin Property

Melting point:
230-233°C (dec.)
Boiling point:
365.09°C (rough estimate)
Density 
1.3326 (rough estimate)
refractive index 
1.4790 (estimate)
storage temp. 
-20°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
7.39±0.60(Predicted)
color 
White to Yellow
BRN 
5299277
InChI
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
InChIKey
CXQWRCVTCMQVQX-LSDHHAIUSA-N
SMILES
[C@H]1(C2=CC=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1O
LogP
0.950
CAS DataBase Reference
480-18-2(CAS DataBase Reference)
EPA Substance Registry System
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)- (480-18-2)
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Safety

Risk Statements 
22
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
LK6920000
HazardClass 
IRRITANT
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
78666
Product name
Taxifolin
Purity
analytical standard
Packaging
25mg
Price
$75.7
Updated
2024/03/01
Sigma-Aldrich
Product number
78666
Product name
Taxifolin
Purity
analytical standard
Packaging
100mg
Price
$254
Updated
2024/03/01
Sigma-Aldrich
Product number
03890585
Product name
Taxifolin
Purity
primary reference standard
Packaging
10mg
Price
$330
Updated
2023/06/20
TCI Chemical
Product number
T3666
Product name
(+)-Taxifolin
Packaging
200MG
Price
$114
Updated
2024/03/01
TCI Chemical
Product number
T3666
Product name
(+)-Taxifolin
Packaging
1G
Price
$344
Updated
2024/03/01
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Taxifolin Chemical Properties,Usage,Production

Structural chemistry

Taxifolin is a subclass of flavanonols, an isoflavanone in flavonoids family. The basic structure of two phenyl groups (ring A and ring B) which are joined together by a heterocyclic ring referred to as ring C . The structure contains 3-hydroxyl group at the C ring which is connected to the B ring at carbon-2. Taxifolin is a pentahydroxyflavone containing five hydroxyl groups at the 3-, 3'-, 4'-, 5- and 7-positions. It  has two stereocenters on the C-ring and 4 stereoisomers. It with the configuration of (2R, 3R) is one of them and it comprises 2 pairs of enantiomers.

Description

Taxifolin, a chemical substance extracted from pine plants such as larch and Douglas fir. It belongs to the bioflavonoid pseudo-vitamin P, and its scientific name is dihydroquercetin. Japanese scholar Fukui first isolated it from the leaves of conifers (Chamaecyparis obtusa), and its biological activity was subsequently discovered and confirmed.

Chemical Properties

Yellow Solid

Uses

An antioxidant flavenoid.

Uses

Reference Standard in the analysis of herbal medicinal products

Uses

(+)-Taxifolin is a flavanon compound which modulates chemopreventive genes.

Definition

ChEBI: A taxifolin that has (2R,3R)-configuration.

Application

Taxifolin is a flavonoid commonly found in onion, milk, French maritime pine bark and Douglas fir bark. It is also used in various commercial preparations like Legalon?, Pycnogenol?, and Venoruton?. This review focuses on taxifolin’s biological activities and related molecular mechanisms. It showed promising pharmacological activities in the management of inflammation, tumors, microbial infections, oxidative stress, cardiovascular, and liver disorders. The anti-cancer activity was more prominent than other activities evaluated using different in vitro and in vivo models. Further research on the pharmacokinetics, in-depth molecular mechanisms, and safety profile using well-designed randomized clinical studies are suggested to develop a drug for human use.

General Description

Taxifolin is a plant flavonoid, which may find applications in the treatment of coronary heart disease, angina pectoris, cerebral thrombosis, cerebral infarction and sequelae.

Taxifolin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Taxifolin manufacturers

Wuhan Haorong Biotechnology Co.,Ltd
Product
Taxifolin 480-18-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500
Release date
2023-07-20
Hebei Kingfiner Technology Development Co.Ltd
Product
Taxifolin 480-18-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2024-06-14
Hebei Duling International Trade Co. LTD
Product
Taxifolin 480-18-2
Price
US $2.20-1.30/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 tons
Release date
2024-05-27

480-18-2, TaxifolinRelated Search:


  • 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4h-1-benzopyran-4-on
  • 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4h-1-benzopyran-4-on(
  • 2,3-dihydro-3,3’,4’,5,7-pentahydroxy-flavon
  • 2theta-trans)-
  • 3,3’,4’,5,7-pentahydroxy-flavanon
  • dihydro-querceti
  • distylin
  • TAXIFOLIN(P)
  • TAXIFOLIN, (+)-(RG)
  • taxifoliol
  • (2R-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone
  • Dihydroquercetin,~99%
  • TAXIFOLIN SNAP-N-SHOOT 0.1mg/mL(P)
  • (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
  • (+)-Taxifolin ,98%
  • (+)-trans Taxifolin
  • 2,3-dihydro-3,5,7-trihydroxy-,(2R,3R)-
  • 2-(3,4,5-Trihydroxyphenyl)-2,3-dihydro-3,7-dihydroxy-4H-1-benzopyran-4-one
  • (3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one
  • 4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro
  • taxifolin or dihydroquercetin
  • CPD-474
  • trans dihydroquercetin
  • (2R,3R)-3,3′,4′,5,7-Pentahydroxyflavanone (2R,3R)-Dihydroquercetin
  • (2R,3R)-(+)-Taxifolin
  • (2R,3R)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-1-benzopyran-4-one
  • Diquertin
  • Lariksin
  • Lavitol
  • (+)-3,3',4',5,7-PENTAHYDROXYFLAVANONE
  • 3,3',4',5,7-PENTAHYDROXYFLAVANONE
  • (2R,3R)-DIHYDROQUERCETIN
  • (2R,3R)-3,3',4',5,7-PENTAHYDROXYFLAVANONE
  • 3,5,7,3',4'-PENTAHYDROXYFLAVANONE
  • (+)-DIHYDROQUERCETIN
  • DIHYDROQUERCETIN
  • (+)-TAXIFOLIN
  • TAXIFOLIN
  • TAXIFOLIN, (+)-
  • Taxifoliol,Distylin
  • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroMan-4-one
  • Taxifolin (Dihydroquercetin)
  • Taxifolin SynonyMs (2R,3R)-3,3',4',5,7-Pentahydroxyflavanone
  • 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-
  • (2S,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one
  • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-chromanone
  • 3,3',4',5,7-Pentahydroxydihydroflavone
  • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R-trans)-
  • FLAVANONE, 3,3',4',5',7-PENTAHYDROXY
  • (2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-olate
  • Larch extract
  • Taxifolin,TAX
  • Taxifolin USP/EP/BP
  • (+)-(2R,3R)-Dihydroquercetin
  • (+)-Dihydroquercetin
  • Dihydroquercetin/Taxifolin
  • (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
  • (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one