SML0104
Ascochlorin
≥98% (HPLC), from Verticillium hemipterigenum
别名:
5-Chloro-2,4-dihydroxy-6-methyl-3-[(2E,4Z)-3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dienyl]benzaldehyde, Antibiotics LL-Z 1272g, Ilicicolin D, NSC 287492
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关于此项目
Assay:
≥98% (HPLC)
biological source
Verticillium hemipterigenum
assay
≥98% (HPLC)
solubility
DMSO: soluble, H2O: insoluble, chloroform: soluble, ethyl acetate: soluble, methanol: soluble
antibiotic activity spectrum
viruses
mode of action
enzyme | inhibits
storage temp.
−20°C
InChI
1S/C23H29ClO4/c1-13(10-11-23(5)14(2)7-9-19(26)16(23)4)6-8-17-21(27)18(12-25)15(3)20(24)22(17)28/h6,10-12,14,16,27-28H,7-9H2,1-5H3/b11-10+,13-6+
InChI key
SETVRSKZJJWOPA-OGCXVWDESA-N
Application
The effect of Ascochlorin on MMP-9 was compared with that of Silibinin in MCF-7 human breast carcinoma cells.
Biochem/physiol Actions
Ascochlorin is a prenyl-phenol compound and a dihydroorotate dehydrogenase (DHODH) inhibitor. It has hypolipidemic functionality and suppresses hypertension as well as immune responses. It is a glycoside, which also elicits inhibition of the respiratory chain cytochrome bc1.
Ascochlorin is an isoprenoid antibiotic initially identified as an antiviral and antitumor agent.
Ascochlorin is an isoprenoid antibiotic produced by Verticillium hemipterigenum, initially identified as an antiviral and antitumor agent. Research also indicates that ascochlorin inhibits the Qi and Qo quinone binding sites of the mitochondria cytochrom bc1 complex. Moreover, ascochlorin activates p53, probably as a result of its inhibitory effect on mitochondrial respiration. In addition, ascochlorin has the ability to suppress the nuclear subscription enzyme protein-1, a nuclear transcription factor activator, which leads to suppression of the extra-cellular enzyme, matrix metalloproteinase-9 (MMP9). The regulation of MMP is implicated in renal development, macrophage differentiation, atherosclerosis, inflammation, rheumatoid arthritis, and tumor invasion. Ascochlorin was also found to be effective against Mx-1, an estrogen lacking breast cancer cell line.
存储类别
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable