Tiliroside
Tiliroside Basic information
- Product Name:
- Tiliroside
- Synonyms:
-
- Kaempferol 3-O-β-D-(6?″-O-(E)-p-coumaroyl)glucopyranoside
- 3-(4-hydroxyphenyl)-2-propenoicaci6’-esterwith3-(beta-d-glucopyranosylo
- xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one
- KAEMPFEROL-3-(P-COUMARYL)GLUCOSIDE
- TILIROSIDE
- 6''-O-trans-p-CouMaroylastragalin
- 1-O-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl]-β-D-glucopyranose 6-[3-(4-hydroxyphenyl)propenoate]
- 2-(4-Hydroxyphenyl)-3-[6-O-[3-(4-hydroxyphenyl)acryloyl]-β-D-glucopyranosyloxy]-5,7-dihydroxy-4H-1-benzopyran-4-one
- CAS:
- 20316-62-5
- MF:
- C30H26O13
- MW:
- 594.52
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Flavanols
- Mol File:
- 20316-62-5.mol
Tiliroside Chemical Properties
- Melting point:
- 257-260°C
- Boiling point:
- 943.9±65.0 °C(Predicted)
- Density
- 1.68±0.1 g/cm3(Predicted)
- Flash point:
- 311℃
- storage temp.
- Keep in dark place,Inert atmosphere,2-8°C
- solubility
- DMSO : 250 mg/mL (420.51 mM; Need ultrasonic)
- form
- Solid
- pka
- 6.20±0.40(Predicted)
- color
- Yellow
- optical activity
- [α]/D -65±8°, c = 0.1 in methanol
- InChIKey
- DVGGLGXQSFURLP-TXAASVHYNA-N
- SMILES
- C1(OC2=C(C(O)=CC(O)=C2)C(=O)C=1O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](COC(=O)/C=C/C2=CC=C(O)C=C2)O1)O)C1C=CC(O)=CC=1 |&1:14,15,17,18,20,r|
- LogP
- 3.830 (est)
Tiliroside Usage And Synthesis
Description
Tiliroside (kaempferol 3-O-β-d-glucopyranoside-6-p-coumaril ester) is a glycosidic flavonoid, and it is contained in several medicinal and dietary plants, such as linden, rose hip and strawberry. Tiliroside possesses anti-inflammatory, antioxidant, anticarcinogenic, cytochrome P450 inhibitory and hepatoprotective activities[1].
Chemical Properties
White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from raspberry in East China.
Uses
Tiliroside is an antioxidant, antiproliferating, and free radical scavenger agent.
Definition
ChEBI: Tribuloside is a glycosyloxyflavone that is kaempferol attached to a 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite. It is a glycosyloxyflavone, a cinnamate ester, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol and a trans-4-coumaric acid.
in vivo
In male ICR mice, the increase in postprandial plasma glucose levels was significantly suppressed in the Tiliroside-administered group[1].
References
[1] Tsuyoshi Goto . “Tiliroside, a glycosidic flavonoid, ameliorates obesity-induced metabolic disorders via activation of adiponectin signaling followed by enhancement of fatty acid oxidation in liver and skeletal muscle in obese–diabetic mice.” Journal of Nutritional Biochemistry 23 7 (2012): Pages 768-776.
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Tiliroside(20316-62-5)Related Product Information
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