Taxifolin
Taxifolin Basic information
- Product Name:
- Taxifolin
- Synonyms:
-
- 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)
- CAS:
- 480-18-2
- MF:
- C15H12O7
- MW:
- 304.25
- EINECS:
- 207-543-4
- Product Categories:
-
- Inhibitors
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Flavanones
- Aromatics
- Chiral Reagents
- Heterocycles
- Intermediates & Fine Chemicals
- Pharmaceuticals
- 480-18-2
- Mol File:
- 480-18-2.mol
Taxifolin Chemical Properties
- 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)
- form
- Solid
- 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)
MSDS
- Language:English Provider:SigmaAldrich
Taxifolin Usage And Synthesis
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.
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Taxifolin(480-18-2)Related Product Information
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- Quercetin dihydrate
- Paclitaxel
- Docetaxel
- PLUMBAGIN
- CASTICIN
- Chrysophanic acid
- Hypericin
- Oleanolic acid
- LYSIONOTIN
- TAXIFOLIN 3-O-RHAMNOSIDE
- alpha-Dihydroartemisinin
- Eurycoma longifolia powder extract
- Perilla oil
- Pterostilbene
- Quercetin
- 3,3',4',5',7-PENTAHYDROXYFLAVANONE
- (+)-3,3',4',5,7-PENTAHYDROXYFLAVANONE,3,3',4',5,7-PENTAHYDROXYFLAVANONE,3,5,7,3',4'-PENTAHYDROXYFLAVANONE