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Ascochlorin

Base Information Edit
  • Chemical Name:Ascochlorin
  • CAS No.:26166-39-2
  • Molecular Formula:C23H29 Cl O4
  • Molecular Weight:404.934
  • Hs Code.:
  • UNII:PEZ8F05ODV
  • ChEMBL ID:CHEMBL132623
  • DSSTox Substance ID:DTXSID601102655
  • Metabolomics Workbench ID:98048
  • Nikkaji Number:J16.919F
  • Wikidata:Q24873644
  • Mol file:26166-39-2.mol
Ascochlorin

Synonyms:ascochlorin;ilicicolin D

Suppliers and Price of Ascochlorin
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Ascochlorin
  • 500ug
  • $ 523.00
  • TRC
  • Ascochlorin
  • 2.5mg
  • $ 3150.00
  • Sigma-Aldrich
  • Ascochlorin ≥98% (HPLC), from Verticillium hemipterigenum
  • 500 μg
  • $ 352.00
  • Sigma-Aldrich
  • Ascochlorin ≥98% (HPLC)
  • 500ug
  • $ 339.00
  • Cayman Chemical
  • Ascochlorin ≥98%
  • 500μg
  • $ 236.00
  • Cayman Chemical
  • Ascochlorin ≥98%
  • 2.5mg
  • $ 944.00
  • American Custom Chemicals Corporation
  • ASCOCHLORIN 95.00%
  • 1MG
  • $ 1044.75
  • American Custom Chemicals Corporation
  • ASCOCHLORIN 95.00%
  • 0.5MG
  • $ 549.00
Total 8 raw suppliers
Chemical Property of Ascochlorin Edit
Chemical Property:
  • Vapor Pressure:5.2E-13mmHg at 25°C 
  • Melting Point:172-174 °C 
  • Boiling Point:556.9°Cat760mmHg 
  • PKA:6.26±0.50(Predicted) 
  • Flash Point:290.6°C 
  • PSA:74.60000 
  • Density:1.199g/cm3 
  • LogP:5.55850 
  • Storage Temp.:?20°C 
  • Solubility.:DMSO: soluble 
  • XLogP3:6.2
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:4
  • Rotatable Bond Count:5
  • Exact Mass:404.1754371
  • Heavy Atom Count:28
  • Complexity:643
Purity/Quality:

≥99.0% *data from raw suppliers

Ascochlorin *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1CCC(=O)C(C1(C)C=CC(=CCC2=C(C(=C(C(=C2O)Cl)C)C=O)O)C)C
  • Isomeric SMILES:C[C@@H]1CCC(=O)[C@@H]([C@@]1(C)/C=C/C(=C/CC2=C(C(=C(C(=C2O)Cl)C)C=O)O)/C)C
  • Uses Ascochlorin is an antitumor fungal metabolite which specifically inhibits matrix metalloproteinase-9 (MMP-9) activity through suppression of activator protein-1 (AP-1)-dependent induction of MMP-9 gene expression. Via AP-1 suppression, ascochlorin selectively kills MX-1 cells, a human breast cancer cell line lacking estrogen receptors. Ascochlorin also shows activity against Newcastle disease and herpes simplex viruses. Ascochlorin is an isoprenoid antibiotic and antiviral that has diverse effects on mammalian cells. It suppresses PMA-induced invasion in renal carcinoma cells (IC50 = ~10 μM) by inhibiting the expression of matrix metalloproteinase-9. At 2 μM, ascochlorin profoundly increases the expression of p53 by increasing protein stability in cancer cells, and, at 50 μm, it inhibits signaling through STAT3. Ascochlorin also binds and inhibits the mitochondrial cytochrome bc1 complex, blocking reduction of cytochrome b by ubiquinone.[Cayman Chemical]
Technology Process of Ascochlorin

There total 90 articles about Ascochlorin 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:
Guidance literature:
With hydrogenchloride; In tetrahydrofuran;
DOI:10.1246/cl.2007.654
Guidance literature:
With potassium hydroxide; hydrogen; palladium on activated charcoal; for 0.0833333h; under 760 Torr; Ambient temperature;
DOI:10.1248/cpb.42.953
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