Andrographoside

Base Information

• Chemical Name: Andrographoside
• CAS No.: 82209-76-5
• Molecular Formula: C₂₆H₄₀O₁₀
• Molecular Weight: 512.598
• Wikidata: Q104667353
• Mol file: 82209-76-5.mol

Synonyms:andrographiside;andrographoside

Chemical Property of Andrographoside

Chemical Property:

• Vapor Pressure: 9.03E-26mmHg at 25°C
• Boiling Point: 747.2°C at 760 mmHg
• Flash Point: 247.2°C
• PSA: 166.14000
• Density: 1.37g/cm³
• LogP: -0.21320
• Storage Temp.: ?20°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 512.26214747
• Heavy Atom Count: 36
• Complexity: 875

Purity/Quality:

99%+, ^*data from raw suppliers

Andrographoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(C(C1CCC(=C)C2CC=C3C(COC3=O)O)(C)COC4C(C(C(C(O4)CO)O)O)O)O
• Isomeric SMILES: C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)C2C/C=C/3\[C@@H](COC3=O)O)(C)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• Uses: Andrographoside is a natural terpenoid which has noted antiinflammatory, immunomodulatory and cell signalling effects.

Technology Process of Andrographoside

There total 2 articles about Andrographoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

andrographolide (142037-79-4,5508-58-7) + o-nitrophenyl D-galactopyranoside (2816-24-2,18249-33-7,19710-96-4,19887-85-5,56193-44-3,81132-76-5,118014-27-0,118396-84-2,369-07-3) → 19-O-β-D-galactosylandrographolide (82209-76-5)

Guidance literature:

With bovine liver β-galactosidase; In aq. phosphate buffer; dimethyl sulfoxide; at 45 ℃; for 48h; pH=6.5; Solvent; regioselective reaction; Enzymatic reaction;

DOI:10.1016/j.procbio.2016.02.008

Reference yield:

UDP-glucose (133-89-1) + andrographolide (142037-79-4,5508-58-7) → andrographiside (82209-76-5)

Guidance literature:

With glucosyltransferase from Andrographis paniculata; In aq. buffer; at 30 ℃; for 12h; pH=7.4; Kinetics; Enzymatic reaction;

DOI:10.1021/acs.orglett.8b02146

upstream raw materials:

UDP-glucose

andrographolide

o-nitrophenyl D-galactopyranoside

Refernces

• 1、 Li, Yuan,Lin, Hui-Xin,Wang, Jian,Yang, Jian,Lai, Chang-Jiang-Sheng,Wang, Xing,Ma, Bao-Wei,Tang, Jin-Fu,Li, Yong,Li, Xin-Lin,Guo, Juan,Gao, Wei,Huang, Lu-Qi. "Glucosyltransferase Capable of Catalyzing the Last Step in Neoandrographolide Biosynthesis". supporting information. p. 5999 - 6002. Retrieved 2018/10/20.