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| 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 | neat | | 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) |
| Risk Statements | 22 | | Safety Statements | 22-24/25 | | WGK Germany | 3 | | RTECS | LK6920000 | | HazardClass | IRRITANT | | HS Code | 29329990 |
| | 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. |
| | Taxifolin Preparation Products And Raw materials |
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