60820-94-2

Basic information

• Product Name: PHYTOLACCOSIDEB
• Synonyms: PHYTOLACCOSIDEB;(4R,20S)-3β-(β-D-Xylopyranosyloxy)-2β,23-dihydroxyolean-12-ene-28,30-dioic acid 30-methyl ester;2β,23-Dihydroxy-3β-(β-D-xylopyranosyloxy)oleana-12-ene-28,30-dioic acid 30-methyl ester;3β-(β-D-Xylopyranosyloxy)-2β,23-dihydroxyoleana-12-ene-28,30-bisoic acid 30-methyl ester;(2beta,3beta,4alpha,20beta)-2,23-Dihydroxy-3-(beta-D-xylopyranosyloxy)olean-12-ene-28,29-dioic acid 29-methyl ester;Phytolaccasaponin G
• CAS NO: 60820-94-2
• Molecular Formula: C36H56O11
• Molecular Weight: 664.827
• EINECS: 200-258-5
• Product Categories: Triterpenoids
• Mol File: 60820-94-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 779.3°C at 760 mmHg
• Flash Point: 237°C
• Appearance: /
• Density: 1.33
• Vapor Pressure: 4.73E-28mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: PHYTOLACCOSIDEB(CAS DataBase Reference)
• NIST Chemistry Reference: PHYTOLACCOSIDEB(60820-94-2)
• EPA Substance Registry System: PHYTOLACCOSIDEB(60820-94-2)

Safety Data

• Hazardous Substances Data: 60820-94-2(Hazardous Substances Data)

Usage

Description

Phytolaccoside B, a natural chemical compound derived from the plant Phytolacca dodecandra, is a member of the saponin class. It exhibits a range of biological activities, including significant anti-inflammatory, anti-tumor, and immune-modulating properties. With its potential applications in treating various diseases such as cancer and inflammation-related conditions, Phytolaccoside B is also recognized for its antioxidant and hepatoprotective effects, positioning it as a promising candidate for further research and therapeutic development.

Uses

Used in Pharmaceutical Industry:
Phytolaccoside B is used as an anti-inflammatory agent for its ability to reduce inflammation in various conditions. Its anti-tumor properties make it a potential candidate for cancer treatment, targeting the inhibition and control of tumor growth.
Used in Immunomodulation Applications:
Phytolaccoside B is utilized as an immune-modulating agent to regulate immune responses, which can be beneficial in managing autoimmune diseases and enhancing the body's defense mechanisms against infections.
Used in Antioxidant Formulations:
Given its antioxidant properties, Phytolaccoside B is used in formulations designed to combat oxidative stress and protect cells from damage, which can contribute to aging and various diseases.
Used in Hepatoprotective Therapies:
Phytolaccoside B is employed as a hepatoprotective agent to safeguard the liver from toxic damage, supporting liver health and regeneration.
These applications highlight the versatility and potential of Phytolaccoside B in the medical and pharmaceutical fields, warranting further investigation into its mechanisms of action and optimal use in therapeutic interventions.

InChI:InChI=1/C36H56O11/c1-31(30(44)45-6)11-13-36(29(42)43)14-12-34(4)19(20(36)15-31)7-8-24-32(2)16-21(38)27(47-28-26(41)25(40)22(39)17-46-28)33(3,18-37)23(32)9-10-35(24,34)5/h7,20-28,37-41H,8-18H2,1-6H3,(H,42,43)/t20-,21+,22-,23?,24-,25+,26-,27+,28+,31-,32+,33+,34-,35-,36+/m1/s1

Upstream product

• 65497-07-6 3-O-(β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl)-phytolaccagenin 
• 508-02-1 Oleanolic acid 

Downstream Products

• 5328-37-0 L-arabinose 

Relevant articles and documents

Efficient enzymatic preparation of esculentoside B following condition optimization by response surface methodology

Esculentoside B (EsB, also named phytolaccagenin 3-O-β-d-xylopyranoside), a pentacyclic triterpene isolated from herbal medicine Radix phytolaccae, has been found to possess multiple pharmacological activities. Nonetheless, the low content in nature and the difficulties in the total synthesis of EsB strongly limit its extensive investigations and further development as a drug candidate. This study aims to provide a practical method for highly efficient preparation of EsB using esculentoside A (EsA, phytolaccagenin 3-O-β-d-glucopyranosyl (1 → 4)-β-d-xylopyranoside) as the starting material. β-d-glucosidase from snailase was used to catalyze the formation of EsB, and the product was then purified and fully characterized by both HRMS and NMR. To prepare EsB in a more cost-effective way, response surface methodology (RSM) was used to explore the potential effects of the reaction conditions (such as reaction temperature, pH, enzyme load, and reaction time) on the conversion rates of EsA. The highest EsB yield of 0.66 mg/ml was obtained experimentally under optimized conditions as follows: temperature 48.28 °C, pH 6.4, enzyme load 4.43%, and reaction time 2.73 h. This result agreed well with the predicted yield of 0.68 mg/ml by RSM. The enzymatic kinetics of this biotransformation was characterized at the optimum pH and temperature. The S50 value was evaluated as 167.4 μM, while the Vmax value was 345.6 nmol/min/mg. In summary, this study provided a mild and practical method for the highly efficient preparation of EsB from EsA, which held great promise for large scale production of EsB.