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26166-39-2,MFCD01939947
Catalog No.:AA00BIF9

26166-39-2 | ascochlorin

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2.5mg
≥98%
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$1,639.00   $1,147.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BIF9
Chemical Name:
ascochlorin
CAS Number:
26166-39-2
Molecular Formula:
C23H29ClO4
Molecular Weight:
404.9270
MDL Number:
MFCD01939947
SMILES:
O=Cc1c(O)c(C/C=C(/C=C\C2(C)C(C)CCC(=O)C2C)\C)c(c(c1C)Cl)O
Properties
Computed Properties
 
Complexity:
643  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
XLogP3:
6.2  

Literature

Title: [Mitochondria as targets of chemotherapy].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20120101

Title: 4-O-methylascochlorin, methylated derivative of ascochlorin, stabilizes HIF-1α via AMPK activation.

Journal: Biochemical and biophysical research communications 20110318

Title: Ascochlorin is a novel, specific inhibitor of the mitochondrial cytochrome bc1 complex.

Journal: Biochimica et biophysica acta 20100301

Title: LL-Z1272alpha epoxide, a precursor of ascochlorin produced by a mutant of Ascochyta viciae.

Journal: The Journal of antibiotics 20091001

Title: Relationship between peroxisome proliferator-activated receptor-gamma activation and the ameliorative effects of ascochlorin derivatives on type II diabetes.

Journal: The Journal of antibiotics 20090701

Title: Ascochlorin activates p53 in a manner distinct from DNA damaging agents.

Journal: International journal of cancer 20090615

Title: [F01WB-1315 A and B, two dihydroorotate dehydrogenase inhibitors from microbial metabolites].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20090401

Title: Aberrant expression of Fra-1 in estrogen receptor-negative breast cancers and suppression of their propagation in vivo by ascochlorin, an antibiotic that inhibits cellular activator protein-1 activity.

Journal: The Journal of antibiotics 20071101

Title: Ascochlorin suppresses oxLDL-induced MMP-9 expression by inhibiting the MEK/ERK signaling pathway in human THP-1 macrophages.

Journal: Journal of cellular biochemistry 20071001

Title: The ascochlorin derivative, AS-6, inhibits TNF-alpha-induced adhesion molecule and chemokine expression in rat vascular smooth muscle cells.

Journal: Life sciences 20061214

Title: Proteome analysis of responses to ascochlorin in a human osteosarcoma cell line by 2-D gel electrophoresis and MALDI-TOF MS.

Journal: Journal of proteome research 20061001

Title: Ascochlorin inhibits matrix metalloproteinase-9 expression by suppressing activator protein-1-mediated gene expression through the ERK1/2 signaling pathway: inhibitory effects of ascochlorin on the invasion of renal carcinoma cells.

Journal: The Journal of biological chemistry 20050701

Title: Selective cytotoxicity of ascochlorin in ER-negative human breast cancer cell lines.

Journal: Biochemical and biophysical research communications 20050401

Title: A novel ascochlorin glycoside from the insect pathogenic fungus Verticillium hemipterigenum BCC 2370.

Journal: The Journal of antibiotics 20040101

Title: Ascochlorin derivatives as ligands for nuclear hormone receptors.

Journal: Journal of medicinal chemistry 20030911

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