CAS 35897-92-8

metil (3Z)-3-etilideno-2-(beta-D-glucopiranosiloxi)-4-{2-[2-(4-hidroxifenil)etoxi]-2-oxoetil}-3,4-dihidro-2H-piran-5-carboxilato

Descripción:

metil (3Z)-3-etilideno-2-(beta-D-glucopiranosiloxi)-4-{2-[2-(4-hidroxifenil)etoxi]-2-oxoetil}-3,4-dihidro-2H-piran-5-carboxilato, con número CAS 35897-92-8, es un compuesto orgánico complejo caracterizado por su intrincada estructura molecular, que incluye un anillo de pirano, un moiety glucopiranosilo y varios grupos funcionales como ésteres y éteres. Este compuesto exhibe propiedades típicas de los glucósidos, incluida la posible solubilidad en disolventes polares debido a la presencia del grupo glucopiranosilo. Su estructura sugiere que puede poseer actividad biológica, actuando posiblemente como un producto natural o un derivado sintético con aplicaciones en farmacéutica o bioquímica. La presencia del grupo hidroxifenilo puede contribuir a propiedades antioxidantes, mientras que los sustituyentes etilideno y oxoetilo podrían influir en su reactividad e interacción con objetivos biológicos. En general, este compuesto representa un fascinante ejemplo de la diversidad encontrada en la química orgánica, particularmente en el ámbito de los glucósidos y sus derivados.

Fórmula: C₂₅H₃₂O₁₂

InChI: InChI=1/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3-/t16?,18-,20-,21+,22-,24?,25+/m1/s1

Clave InChI: InChIKey=GMQXOLRKJQWPNB-MVVLSVRYSA-N

SMILES: C(C(OCCC1=CC=C(O)C=C1)=O)[C@H]2/C(=C\C)/[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C2C(OC)=O

Sinónimos:

• Ligustroside
• 2H-Pyran-4-acetic acid, 3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(4-hydroxyphenyl)ethyl ester, (2S,3E,4S)-
• 2H-Pyran-4-acetic acid, 3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(4-hydroxyphenyl)ethyl ester, [2S-(2α,3E,4β)]-
• Ligstroside
• (2S)-3-[(E)-Ethylidene]-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4α-acetic acid 2-(4-hydroxyphenyl)ethyl ester
• (2S)-3-[(E)-Ethylidene]-2β-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4α-acetic acid 2-(4-hydroxyphenyl)ethyl ester

Ligustroside

CAS: 35897-92-8

Ligustroside analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Fórmula: C₂₅H₃₂O₁₂

Pureza: (HPLC) ≥90%

Forma y color: Powder

Peso molecular: 524.52

Ref: 11-0240

Ligstroside

CAS: 35897-92-8

Fórmula: C₂₅H₃₂O₁₂

Pureza: %

Forma y color: Solid

Peso molecular: 524.5144

Ref: IN-DA00CHUX

Methyl (2S,4S,E)-3-ethylidene-4-(2-(4-hydroxyphenethoxy)-2-oxoethyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydro-2H-pyran-5-carboxylate

CAS: 35897-92-8

Methyl (2S,4S,E)-3-ethylidene-4-(2-(4-hydroxyphenethoxy)-2-oxoethyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydro-2H-pyran-5-carboxylate

Pureza: 98%

Peso molecular: 524.52g/mol

Ref: 54-OR1074656

Ligstroside

CAS: 35897-92-8

Fórmula: C₂₅H₃₂O₁₂

Peso molecular: 524.52

Ref: 4Z-L-201001

Ligustroside

CAS: 35897-92-8

Ligustroside mildly inhibits PGE2, has slight antioxidant and anti-inflammatory effects, and is moderately antiviral against parainfluenza 3.

Fórmula: C₂₅H₃₂O₁₂

Pureza: 98%

Forma y color: Solid

Peso molecular: 524.51

Ref: TM-TN1871

Ligustroside

CAS: 35897-92-8

Fórmula: C₂₅H₃₂O₁₂

Pureza: 95%~99%

Forma y color: Powder

Peso molecular: 524.519

Ref: BP-SBP01648

Ligustroside

CAS: 35897-92-8

Applications Ligustroside is a chemical constituent isolated from the flowers of Osmanthus fragrans var. aurantiacus which significantly inhibited nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophages.
References Liu, J., et al.: J. Nat. Med., 69, 135 (2015)

Fórmula: C₂₅H₃₂O₁₂

Forma y color: Off-White

Peso molecular: 524.51

Ref: TR-L397960

Ligustroside

CAS: 35897-92-8

Ligustroside is a natural compound that has been shown to have hypoglycemic effects. It is extracted from the fructus ligustri, which is a traditional Chinese herbal medicine for treating diabetes. The extract has been found to contain acetate and coumarin derivatives, as well as 3-o-caffeoylquinic acid. Ligustroside is believed to exert its biological effects through transcriptional regulation of epidermal growth factor and p-hydroxybenzoic acid. It also inhibits the proliferation of cancer cells through surface methodology, molecular docking analysis, and preparative high performance liquid chromatography (prepHplc).

Fórmula: C₂₅H₃₂O₁₂

Pureza: Min. 97 Area-%

Forma y color: White Powder

Peso molecular: 524.51 g/mol

Ref: 3D-FL157864