Secoxyloganin

Base Information

• Chemical Name: Secoxyloganin
• CAS No.: 58822-47-2
• Molecular Formula: C17H24 O11
• Molecular Weight: 404.371
• Hs Code.: 2938900000
• UNII: 65J8K23L9L
• DSSTox Substance ID: DTXSID90974342
• Nikkaji Number: J261.884B
• Wikidata: Q72507279
• Metabolomics Workbench ID: 200475
• Mol file: 58822-47-2.mol

Synonyms:secoxy-loganin;secoxyloganin

Chemical Property of Secoxyloganin

Chemical Property:

• Vapor Pressure: 1.29E-19mmHg at 25°C
• Boiling Point: 649.5°Cat760mmHg
• PKA: 4.40±0.10(Predicted)
• Flash Point: 231.8°C
• PSA: 172.21000
• Density: 1.49g/cm³
• LogP: -1.89080
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 8
• Exact Mass: 404.13186158
• Heavy Atom Count: 28
• Complexity: 618

Purity/Quality:

99% ^*data from raw suppliers

Secoxyloganin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=COC(C(C1CC(=O)O)C=C)OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: COC(=O)C1=CO[C@H]([C@@H]([C@@H]1CC(=O)O)C=C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• Description: Secoxyloganin is a secoiridoid glycoside that has been found in L. japonica and has diverse biological activities. It is active against E. coli and S. aureus in a disc assay when used at a concentration of 2 mg/disc. Secoxyloganin is cytotoxic to human dermal fibroblasts (IC50 = 78.1 μM). In vivo, secoxyloganin (10 mg/ml) prevents hen egg white lysozyme-induced decreases in tail vein blood flow, a marker of allergic inflammation, in hen egg white lysozyme-sensitized mice.
• Uses: Secoxyloganin is a component of Poraqueiba sericea stems and may be used for its cytotoxic activity.

Technology Process of Secoxyloganin

There total 1 articles about Secoxyloganin 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:

frachinoside (142902-27-0) → 6-hydroxy-7-β-D-glucopiranolyloxycoumarin (531-58-8) + secoxyloganin (58822-47-2)

Guidance literature:

With sodium hydroxide; for 6.5h; Ambient temperature;

DOI:10.1016/0031-9422(92)80277-L

Reference yield: 94.0%

secoxyloganin (58822-47-2) → sweroside (14215-86-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

upstream raw materials:

frachinoside

Downstream raw materials:

sweroside

Refernces