TAXIFOLIN 3-O-RHAMNOSIDE
TAXIFOLIN 3-O-RHAMNOSIDE Basic information
- Product Name:
- TAXIFOLIN 3-O-RHAMNOSIDE
- Synonyms:
-
- Taxifolin 3-o-rhamnoside
- Astilbin
- Astilbin Taxifolin 3-O-rhaMnoside
- (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chroMen-3-yl 6-deoxy-alpha-L-Mannopyranoside
- Taxifolin 3-rhaMnoside
- Astilbin froM Engelhardtia roxburghiana
- Dihydroquercetin 3-rhamnoside
- Astilbin, 98%, from Smilax glabra Roxb.
- CAS:
- 29838-67-3
- MF:
- C21H22O11
- MW:
- 450.4
- EINECS:
- 694-695-3
- Product Categories:
-
- Inhibitors
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Mol File:
- 29838-67-3.mol
TAXIFOLIN 3-O-RHAMNOSIDE Chemical Properties
- Melting point:
- 180 °C (decomp)
- Boiling point:
- 801.1±65.0 °C(Predicted)
- Density
- 1.74
- storage temp.
- Sealed in dry,2-8°C
- solubility
- H2O: soluble1mg/mL, clear, colorless
- pka
- 7.34±0.60(Predicted)
- form
- A crystalline solid
- color
- White to off-white
- InChIKey
- ZROGCCBNZBKLEL-MQGABXIONA-N
- SMILES
- O([C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)[C@H]1C(C2=C(C=C(O)C=C2O[C@@H]1C1C=CC(O)=C(O)C=1)O)=O |&1:1,4,6,8,10,12,22,r|
TAXIFOLIN 3-O-RHAMNOSIDE Usage And Synthesis
Description
Astilbin is a flavonoid that has been found in S. glabra and has diverse biological activities. It inhibits cisplatin-induced increases in apoptosis and accumulation of reactive oxygen species (ROS) in HEK293 cells when used at a concentration of 200 μM. Astilbin (50 mg/kg) increases renal glutathione (GSH) levels and superoxide dismutase (SOD) and catalase activity and reduces serum creatinine and blood urea nitrogen (BUN) levels, renal IL-1β, IL-6, and TNF-α levels, apoptosis in kidney tissue, and kidney injury in a mouse model of cisplatin-induced nephrotoxicity. It reduces loss of dopaminergic neurons in the substantia nigra and increases striatal GSH levels and SOD activity in a mouse model of MPTP-induced Parkinson''s disease when administered at a dose of 50 mg/kg per day. Astilbin also reduces descent time in a pole test and increases traction test score in a mouse model of Parkinson''s disease, indicating reduced motor deficits. It reduces cell viability of MDA-MB-231 and MCF-7 cells (IC50s = 167.9 and 191.6 μM, respectively), as well as inhibits migration and increases apoptosis when used at concentrations of 50 and 200 μM. Astilbin (20 mg/kg every other day for 14 days) reduces tumor growth in an MCF-7 mouse xenograft model.
Uses
Astilbin displays anti-depressant activity involving monoaminergic neurotransmitters an the BDNF signal pathway. Anti-oxidant.
Definition
ChEBI: A flavanone glycoside that is (+)-taxifolin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage.
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- TAXIFOLIN 3-O-RHAMNOSIDE
- PINOBANKSIN
- DIHYDROKAEMPFEROL
- (2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-chroman-4-one