Shanzhiside

Base Information

• Chemical Name: Shanzhiside
• CAS No.: 29836-27-9
• Molecular Formula: C16H24 O11
• Molecular Weight: 392.36
• ChEMBL ID: CHEMBL518392
• DSSTox Substance ID: DTXSID401318101
• Metabolomics Workbench ID: 141728
• Nikkaji Number: J20.792F
• Wikidata: Q27151400
• Mol file: 29836-27-9.mol

Synonyms:Shanzhiside;29836-27-9;Shanziside;CHEBI:80902;(1S,4aS,5R,7S,7aS)-5,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid;SCHEMBL306203;CHEMBL518392;DTXSID401318101;HY-N4092;AKOS032948417;AC-34788;MS-26550;CS-0032095;C17066;E87172;Q27151400;1alpha-(beta-D-Glucopyranosyloxy)-1,4aalpha,5,6,7,7aalpha-hexahydro-5alpha,7alpha-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid

Chemical Property of Shanzhiside

Chemical Property:

• Boiling Point: 692.3±55.0 °C(Predicted)
• PKA: 4.39±0.70(Predicted)
• PSA: 186.37000
• Density: 1.69±0.1 g/cm3(Predicted)
• LogP: -3.12430
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 392.13186158
• Heavy Atom Count: 27
• Complexity: 609

Purity/Quality:

95%-98% ^*data from raw suppliers

Shanzhiside(NewProduct) 98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(C2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O)O
• Isomeric SMILES: C[C@@]1(C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
• Uses: Shanzhiside is a component of Gardenia jasminoides and is used in traditional chinese medicine for its hepatoprotective effects.

Technology Process of Shanzhiside

There total 1 articles about Shanzhiside 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:

6-O-syringyl-8-O-acetyl shanzhiside methyl ester (86450-76-2) → methyl syringate (884-35-5) + shanzhiside (29836-27-9)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

DOI:10.1248/cpb.31.780

upstream raw materials:

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

Refernces