CAS 20316-62-5|tiliroside

Introduction:Basic information about CAS 20316-62-5|tiliroside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Nametiliroside
CAS Number20316-62-5Molecular Weight594.520
Density1.7±0.1 g/cm3Boiling Point943.9±65.0 °C at 760 mmHg
Molecular FormulaC30H26O13Melting Point257-260ºC
MSDSChineseUSAFlash Point311.9±27.8 °C

Names

Nametiliroside
SynonymMore Synonyms

tiliroside BiologicalActivity

DescriptionTiliroside, a glycosidic flavonoid, possesses anti-diabetic activities. Tiliroside is a noncompetitive inhibitor of α-amylase with a Ki value of 84.2  μM. Tiliroside inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract[1].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Metabolic Disease
In VitroTiliroside inhibits pancreatic α-amylase (IC50=0.28 mM) in vitro[1].
In VivoIn male ICR mice, the increase in postprandial plasma glucose levels was significantly suppressed in the Tiliroside-administered group[1].
References

[1]. Goto T, et al. Tiliroside, a glycosidic flavonoid, inhibits carbohydrate digestion and glucose absorption in the gastrointestinal tract. Mol Nutr Food Res. 2012 Mar;56(3):435-45.

Chemical & Physical Properties

Density1.7±0.1 g/cm3
Boiling Point943.9±65.0 °C at 760 mmHg
Melting Point257-260ºC
Molecular FormulaC30H26O13
Molecular Weight594.520
Flash Point311.9±27.8 °C
Exact Mass594.137329
PSA216.58000
LogP3.83
Vapour Pressure0.0±0.3 mmHg at 25°C
Index of Refraction1.759
InChIKeyDVGGLGXQSFURLP-VWMSDXGPSA-N
SMILESO=C(C=Cc1ccc(O)cc1)OCC1OC(Oc2c(-c3ccc(O)cc3)oc3cc(O)cc(O)c3c2=O)C(O)C(O)C1O
Storage condition2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UD3375250
CHEMICAL NAME :
2-Propenoic acid, 3-(4-hydroxyphenyl)-, 6'-ester with 3-(beta-D-glucopyranosyloxy)-5,7- dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS REGISTRY NUMBER :
20316-62-5
LAST UPDATED :
199410
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C30-H25-O13
MOLECULAR WEIGHT :
593.55
WISWESSER LINE NOTATION :
T66 BO EVJ CR DQ& GQ IQ DO- BT6OTJ CQ DQ EQ F1OV1U1R DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
40 ug/plate
REFERENCE :
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 3,401,1981

Safety Information

RIDADRNONH for all modes of transport

Articles24

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Aerial and underground parts of Geum rivale (Rosaceae) were investigated. Tiliroside, gallic acid, ellagic acid and a sterol fraction were isolated from aerial parts of the plant. The sterol fraction ...

New phenolic compounds with anti-adipogenic activity from the aerial parts of Pulsatilla koreana.

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Three new phenolic compounds, pulsatillosides A (1), B (2), and C (3), were isolated from the aerial parts of Pulsatilla koreana, together with two known flavonoid glycosides, trans-tiliroside (4) and...

Tyrosinase inhibitory effect and inhibitory mechanism of tiliroside from raspberry.

J. Enzyme Inhib. Med. Chem. 24(5) , 1154-60, (2009)

Tiliroside was found to inhibit both monophenolase and diphenolase activity of mushroom tyrosinase. The lag time of tyrosine oxidation catalyzed by mushroom tyrosinase was obviously lengthened; 0.337 ...

Synonyms

5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-b-D-glucopyranoside
[(2R,3S,4S,5R,6S)-6-{[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]methyl-(2E)-3-(4-hydroxyphenyl)acrylat
Kaempferol-3-Glucoside-6''-p-coumaroyl
tiliroside
[(2R,3S,4S,5R,6S)-6-{[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]methyl (2E)-3-(4-hydroxyphenyl)acrylate
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-β-D-glucopyranosyl]oxy]-
(2E)-3-(4-Hydroxyphényl)acrylate de [(2R,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-hydroxyphényl)-4-oxo-4H-chromén-3-yl]oxy}-3,4,5-trihydroxytétrahydro-2H-pyran-2-yl]méthyle
trans-tiliroside
6-O-[(2E)-3-(4-Hydroxyphényl)-2-propènan-1-oyl]-β-D-glucopyranoside de 5,7-dihydroxy-2-(4-hydroxyphényl)-4-oxo-4H-chromén-3-yle
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-β-D-glucopyranoside
6'-O-trans-p-CouMaroylastragalin
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-β-D-glucopyranoside
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]-
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl-6-O-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-β-D-glucopyranoside
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