50773-42-7

Basic information

• Product Name: formosanin C
• Synonyms: formosanin C;Polyphyllin B (ForMosanin C);(3beta,25R)-Spirost-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-[O-6-deoxy-alpha-L-mannopyranosyl-(1-4)-6-deoxy-alpha-L-mannopyranosyl-(1-4)]-beta-D-glucopyranoside;Paris II;Paris saponin II;Parissaponin Pb;Parrisaponin;Asperin
• CAS NO: 50773-42-7
• Molecular Formula: C₅₁H₈₂O₂₀
• Molecular Weight: 1015.18
• Mol File: 50773-42-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 222～231℃
• Appearance: /
• Density: 1.43±0.1 g/cm3(Predicted)
• PKA: 12?+-.0.70(Predicted)
• CAS DataBase Reference: formosanin C(CAS DataBase Reference)
• NIST Chemistry Reference: formosanin C(50773-42-7)
• EPA Substance Registry System: formosanin C(50773-42-7)

Safety Data

• Hazardous Substances Data: 50773-42-7(Hazardous Substances Data)

Usage

General Description

Formosanin C is a natural compound found in plants such as Gelsemium elegans and Gelsemium sempervirens. It is a member of the family of alkaloids, and it has been found to possess a variety of biological activities, including anti-tumor, antiviral, and anti-inflammatory properties. Its chemical structure consists of a pentacyclic diterpene skeleton, which is responsible for its biological activities. Formosanin C has been studied for its potential in cancer treatment, and it shows promise as a potential lead compound for the development of new anti-cancer drugs. Additionally, its antiviral and anti-inflammatory properties make it a compound of interest for the development of new drugs to treat viral infections and inflammatory diseases.

Upstream product

• 78101-21-0 Methyl proto-Pb 
• 139406-75-0 C₅₈H₉₆O₂₆ 

Downstream Products

• 2280-44-6 D-Glucose 
• 73-34-7 L-rhamnose 

Relevant articles and documents

Synthesis of novel diosgenyl saponin analogs and evaluation effects of rhamnose moeity on their cytotoxic activity

Diosgenyl saponins, as a type of natural products derived from plants, are the main active component of traditional chinese medicine. Inspiringly, a large number of natural diosgensyl saponins have been shown to exert excellent toxicity to hepatocellular cancer (HCC) cells. In order to better understand the relationship between the structures and their biological effects, a group of diosgenyl saponins (1–4 as natural products and 5 and 6 as their analogs) were efficiently synthesized. The cytotoxic activity of these compounds was evaluated on human hepatocellular carcinoma (HepG2) cells. Structure–activity relationship studies showed that the pentasaccharide or hexasaccharide saponin analogs were relatively less active than their corresponding disaccharide analogue or dioscin. The extension of 4-branched rhamnose moiety on these saponin does not exhibit significant effect on their cytotoxic activity, which disclosed that a certain number and the linkage mode of rhamnose moieties could influence the cytotoxicity of steroid saponins on HepG2 cells.

Synthesis of a group of diosgenyl saponins with combined use of glycosyl trichloroacetimidate and thioglycoside donors

With the combined use of glycosyl trichloroacetimidates and thioglycosides, a group of natural diosgenyl saponins (1-6) are efficiently synthesized, in either a stepwise or a 'one-pot' manner. The trichloroacetimidate is employed as an efficient temporary hydroxy protecting group in glycosylation with the glycosyl trichloroacetimidate. The intermolecular alkylthio-group transfer is demonstrated to be a common side-reaction during glycosylation with thioglycosides. The Royal Society of Chemistry 2000.

Studies on the constituents of palmae plants. VI. Steroid saponins and flavonoids of leaves of Phoenix canariensis hort. ex CHABAUD, P. humilis ROYLE var. hanceana BECC., P. dactylifera L., and Licuala spinosa WURMB.

Steroid saponins and flavonoids of the leaves of Phoenix canariensis hort. ex CHABAUD, P. humilis ROYLE var. hanceana BECC., P. dactylifera L., and Licuala spinosa WURMB. have been investigated. Tricin 7-O-β-D-glucopyranoside (1), isorhamnetin 3-O-β-D-glucopyranoside (2), isoquercitrin (3), isorhamnetin 3-O-β-rutinoside (4), rutin (5), and methyl (25S)-proto-Pb (6) from P. canariensis, 1, 6, glucoluteolin (7), tricin 7-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside (8), and methyl (25S)-proto-loureiroside (9) from P. humilis var. hanceana, 1, 2, 8, methyl proto-prosapogenin A of dioscin (10), methyl proto-reclinatoside (11) and methyl proto-Pb (12) from P. dactylifera, and vitexin (13) and methyl (25S)-proto-dioscin (14) from Licuala spinosa have been isolated and identified.