ascochlorin

ascochlorin Structure
CAS No.
26166-39-2
Chemical Name:
ascochlorin
Synonyms
Nsc 287492;ascochlorin;Ilicicolin D;Ll-Z 1272 gamma;Antibiotics LL-Z 1272g;Antibiotic ll-Z1272 gamma;LL-Z 1272 gaMMa, Ilicicolin D;beta-Resorcylaldehyde, 5-chloro-6-methyl-3-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)-, (E,E)-;5-Chloro-2,4-dihydroxy-6-methyl-3-[(2E,4Z)-3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dienyl]benzaldehyde;3-Chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1R)-1β,2β,6β-trimethyl-3-oxocyclohexyl]-2,4-pentadienyl]benzaldehyde
CBNumber:
CB01364846
Molecular Formula:
C23H29ClO4
Molecular Weight:
404.931
MOL File:
26166-39-2.mol
MSDS File:
SDS
Modify Date:
2023/5/18 11:31:17

ascochlorin Properties

Melting point 172-174 °C
Boiling point 556.9±39.0 °C(Predicted)
Density 1.199±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble
form A powder
pka 6.26±0.50(Predicted)

SAFETY

Risk and Safety Statements

WGK Germany  3
Toxicity mouse,LD50,intraperitoneal,20mg/kg (20mg/kg),Journal of Antibiotics. Vol. 21, Pg. 539, 1968.

ascochlorin Chemical Properties,Uses,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1R)-1β,2β,6β-trimethyl-3-oxocyclohexyl]-2,4-pentadienyl]benzaldehyde Ilicicolin D 3-Chloro-4,6-dihydroxy-2-methyl-5-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)benzaldehyde (1R-(1alpha(2E,4E),2beta,6beta))- Antibiotic ll-Z1272 gamma ascochlorin Benzaldehyde, 3-chloro-4,6-dihydroxy-2-methyl-5-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)-, (1R-(1alpha(2E,4E),2beta,6beta))- beta-Resorcylaldehyde, 5-chloro-6-methyl-3-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)-, (E,E)- Ll-Z 1272 gamma Nsc 287492 LL-Z 1272 gaMMa, Ilicicolin D 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 Benzaldehyde, 3-chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]-2,4-pentadien-1-yl]- 26166-39-2