548-37-8

Basic information

• Product Name: VERBENALIN
• Synonyms: cyclopenta(c)pyran-4-carboxylicacid,1,4a,5,6,7,7a-hexahydro-1-(beta-d-glucopy;ranosyloxy)-7-methyl-5-oxo-,methylester,(1s-(1-alpha,4a-alpha,7-alapha,7a-a;Verbenaline;Methyl (1S,4aS,7S,7aR)-7-Methyl-5-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate;Verbenalinp;CORNIN;VERBENALIN;VERBENALOSIDE
• CAS NO: 548-37-8
• Molecular Formula: C17H24O10
• Molecular Weight: 388.37
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Iridoids
• Mol File: 548-37-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 180-182°C
• Boiling Point: 610.1 °C at 760 mmHg
• Flash Point: 219.4 °C
• Appearance: Off-white powder
• Density: 1.5 g/cm³
• Vapor Pressure: 1.95E-17mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: 2-8°C
• PKA: 12.79±0.70(Predicted)
• Merck: 13,10021
• BRN: 57895
• CAS DataBase Reference: VERBENALIN(CAS DataBase Reference)
• NIST Chemistry Reference: VERBENALIN(548-37-8)
• EPA Substance Registry System: VERBENALIN(548-37-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: GY5826000
• F: 10-21
• Hazardous Substances Data: 548-37-8(Hazardous Substances Data)

Usage

Description

Verbenalin is an iridoid glucoside that can be isolated from Verbena officinalis and other herb plants. It is known for its cell growth inhibitory properties and can be used as a coagulant.

Uses

Used in Pharmaceutical Industry:
Verbenalin is used as a cell growth inhibitor for its ability to inhibit the growth of certain types of cells, making it a potential candidate for use in pharmaceutical applications.
Used in Food Industry:
Verbenalin is used as a coagulant in the food industry, where it can help to solidify or thicken certain products.
Used in Cosmetic Industry:
Due to its cell growth inhibitory properties, Verbenalin may also have potential applications in the cosmetic industry for use in products aimed at reducing the appearance of skin imperfections or promoting skin health.

InChI:InChI=1/C17H24O10/c1-6-3-8(19)11-7(15(23)24-2)5-25-16(10(6)11)27-17-14(22)13(21)12(20)9(4-18)26-17/h5-6,9-14,16-18,20-22H,3-4H2,1-2H3

Downstream Products

• 51847-91-7 dihydrocornin 

Relevant articles and documents

Synthesis method and application of verbenalin

The invention puts forward a synthesis method and application of verbenalin. A compound A, a compound B, triphenylphosphine and anhydrous tetrahydrofuran are mixed and are cooled to 0-10 DEG C; diethyl azodicarboxylate is dripped, and a room temperature is recovered; after reaction is carried out, system pH is regulated to 1; at a temperature of 40-50 DEG C, reaction is carried out for 5-10h; suction filtration is carried out, and a filter cake is washed; water is added to carry out stirring and dissolving, and then, suction filtration is carried out; filtrate pH is regulated to 10-12, methylene dichloride is added for extraction, and after a methylene dichloride phase is dried, purification is carried out to obtain a compound C; the compound C and absolute methanol are added into a reaction flask and are cooled to 0-5 DEG C; RhCl(PPh3)3 is added, and after rection is carried out for 20-40 min, recovering to the room temperature; reaction is continuously carried out for 2-6h, and filtering is carried out; after vacuum concentration is carried out, extraction and liquid division are carried out; and the methylene dichloride phase is dried, and column chromatography extraction is carried out to obtain the verbenalin. According to the method disclosed by the invention, the yielding capacity of the verbenalin is greatly improved, an impurity, i.e., hastatoside, can prevent from being introduced in a verbena officinalis L. extraction process, the synthesized verbena officinalis L. ingredient liquid glycoside has higher purity, and quality is better.