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Tiliroside

CAT: 0013-GTR19159896-03Size: 1 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19159896-03Size:1 g
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Description
Tiliroside shows anticarcinogenic activity. Tiliroside shows hepatoprotective activity. Tiliroside shows antioxidant and anti-inflammatory activity, can inhibit neuroinflammation in neurodegenerative disorders. Tiliroside has anti-diabetic effect, are at least partially mediated through inhibitory effects on carbohydrate digestion and glucose uptake in the gastrointestinal tract. Tiliroside and gnaphaliin are antioxidants against in vitro Cu (2+) -induced LDL oxidation in the same order of magnitude compared to that of the reference drug, probucol. Tiliroside enhances fatty acid oxidation via the enhancement adiponectin signaling associated with the activation of both AMP-activated protein kinase and peroxisome proliferator-activated receptor α and ameliorates obesity-induced metabolic disorders.
CAS Number
20316-62-5
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 250 mg/mL (420.51 mM)
Smiles
C1=CC (=CC=C1C=CC (=O) OCC2C (C (C (C (O2) OC3=C (OC4=CC (=CC (=C4C3=O) O) O) C5=CC=C (C=C5) O) O) O) O) O
Molecular Formula
C30H26O13
Molecular Weight
594.52
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Tiliroside

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 trihydroxyflavone, a cinnamate ester, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol and a trans-4-coumaric acid.

CAS Number20316-62-5
PubChem CID5320686
IUPAC Name[(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 FormulaC30H26O13
Molecular Weight594.5
XLogP2.5
Topological Polar Surface Area213
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count13
Rotatable Bond Count8
Heavy Atom Count43
Formal Charge0
Complexity1040
SMILES
C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O
InChI
InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1
InChIKey
DVGGLGXQSFURLP-VWMSDXGPSA-N
Chemical Structure
2D Structure
2D structure of Tiliroside
CAS: 20316-62-5
CID: 5320686
Formula: C30H26O13
MW: 594.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight594.5
XLogP32.5
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count13
Rotatable Bond Count8
Exact Mass594.13734088
Monoisotopic Mass594.13734088
Topological Polar Surface Area213 Ų
Heavy Atom Count43
Formal Charge0
Complexity1040
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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