| Identification | More | [Name]
Taxifolin | [CAS]
480-18-2 | [Synonyms]
(2R,3R)-3,3',4',5,7-PENTAHYDROXYFLAVANONE
(2R,3R)-DIHYDROQUERCETIN
(+)-3,3',4',5,7-PENTAHYDROXYFLAVANONE
3,3',4',5,7-PENTAHYDROXYFLAVANONE
3,5,7,3',4'-PENTAHYDROXYFLAVANONE
(+)-DIHYDROQUERCETIN
DIHYDROQUERCETIN
(+)-TAXIFOLIN
TAXIFOLIN
TAXIFOLIN, (+)-
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
taxifoliol
(2R-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone
Dihydroquercetin,~99% | [EINECS(EC#)]
207-543-4 | [Molecular Formula]
C15H12O7 | [MDL Number]
MFCD00006845 | [Molecular Weight]
304.25 | [MOL File]
480-18-2.mol |
| Chemical Properties | Back Directory | [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) | [form ]
neat | [pka]
7.39±0.60(Predicted) | [color ]
White to Yellow | [Detection Methods]
NMR,HPLC | [BRN ]
5299277 | [Major Application]
food and beverages | [Cosmetics Ingredients Functions]
ANTIOXIDANT | [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]
480-18-2(EPA Substance) |
| Questions And Answer | Back Directory | [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. |
| Hazard Information | Back Directory | [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. | [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. | [Definition]
ChEBI: A taxifolin that has (2R,3R)-configuration. | [Biosynthesis]
De novo biosynthesis of taxifolin is achieved in peroxisomes by optimizing Malonyl-CoA supply and reinforcing rate-limiting steps, yielding titers up to 120.3 mg/L in shake-flask fermentation, while specific strains such as WQ57 produce (2S)-taxifolin[2][3]. | [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. | [Synthesis]
Chemical synthesis routes produce trans-(±)-taxifolin via hydroxy deprotection and cyclization using aqueous HBr solution, followed by chiral separation, or through methods that avoid explosive peroxides to accommodate oxidant-sensitive groups[1].
 | [References]
[1]Peng, B., Yang, P., Khan, M., Lin, X., Wu, J., Fu, P., & Wu, Q. (2026). A facile and practical method for the synthesis of <i>trans</i> -(±)-taxifolin and its derivatives via Darzens reaction. Beilstein Journal of Organic Chemistry, 22, 443–450. https://doi.org/10.3762/bjoc.22.31
[2]Wu, Q., Chen, R., & Zhang, L. (2025). De novo biosynthesis of taxifolin in yeast peroxisomes. Microbial Cell Factories, 24(1). https://doi.org/10.1186/s12934-025-02773-2
[3]Zhang, C., Liu, M., Wang, X., Cheng, J., Xiang, J., Yue, M., Ning, Y., Shao, Z., Abdullah, C. N., & Zhou, J. (2025). <i>De Novo</i> Synthesis of Reticuline and Taxifolin Using Re-engineered Homologous Recombination in <i>Yarrowia lipolytica</i>. ACS Synthetic Biology, 14(2), 585–597. https://doi.org/10.1021/acssynbio.4c00853
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