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480-18-2

480-18-2 Structure

480-18-2 Structure
IdentificationMore
[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 PropertiesBack 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
[InChIKey]

CXQWRCVTCMQVQX-LSDHHAIUSA-N
[CAS DataBase Reference]

480-18-2(CAS DataBase Reference)
[EPA Substance Registry System]

480-18-2(EPA Substance)
Questions And AnswerBack 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.
Safety DataBack Directory
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

LK6920000
[HazardClass ]

IRRITANT
[HS Code ]

29329990
Hazard InformationBack 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.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Taxifolin(480-18-2)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

480-18-2(sigmaaldrich)
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