| Identification | Back Directory | [Name]
TILIROSIDE | [CAS]
20316-62-5 | [Synonyms]
TILIROSIDE
TILIROSIDE WITH HPLC
6''-O-trans-p-CouMaroylastragalin
KAEMPFEROL-3-(P-COUMARYL)GLUCOSIDE
Tiliroside, 98%, from Rubus idaeus L.
KaeMferol-3-O-(6-p-couMaroyl)-glucoside
KAEMPFEROL-3-(P-COUMARYL)GLUCOSIDE hplc
Kaempferol-3-O-(6''-O-p-Coumaroyl)Glucoside (Tiliroside)
Kaempferol 3-O-β-D-(6?″-O-(E)-p-coumaroyl)glucopyranoside
xy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one
3-(4-hydroxyphenyl)-2-propenoicaci6’-esterwith3-(beta-d-glucopyranosylo
2-(4-Hydroxyphenyl)-3-[6-O-[3-(4-hydroxyphenyl)acryloyl]-β-D-glucopyranosyloxy]-5,7-dihydroxy-4H-1-benzopyran-4-one
3-[6-O-[3-(4-Hydroxyphenyl)acryloyl]-β-D-glucopyranosyloxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
1-O-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl]-β-D-glucopyranose 6-[3-(4-hydroxyphenyl)propenoate]
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside
3-[[6-O-[3-(4-Hydroxyphenyl)-1-oxo-2-propenyl]-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-β-D-glucopyranosyl]oxy]-
Tiliroside
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside
[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate | [Molecular Formula]
C30H26O13 | [MDL Number]
MFCD00017454 | [MOL File]
20316-62-5.mol | [Molecular Weight]
594.52 |
| Chemical Properties | Back Directory | [Melting point ]
257-260°C | [Boiling point ]
943.9±65.0 °C(Predicted) | [density ]
1.68±0.1 g/cm3(Predicted) | [Fp ]
311℃ | [storage temp. ]
2-8°C | [solubility ]
DMSO : 250 mg/mL (420.51 mM; Need ultrasonic) | [form ]
neat | [pka]
6.20±0.40(Predicted) | [color ]
Yellow | [Optical Rotation]
[α]/D -65±8°, c = 0.1 in methanol | [Major Application]
food and beverages | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [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) |
| Hazard Information | Back Directory | [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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