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ascochlorin

Product Name
ascochlorin
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
Formula Weight
404.931
MOL File
26166-39-2.mol
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ascochlorin Property

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
pka
6.26±0.50(Predicted)
form 
A powder
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Safety

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

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N-Bromosuccinimide Price

Cayman Chemical
Product number
19437
Product name
Ascochlorin
Purity
≥98%
Packaging
500μg
Price
$288
Updated
2024/03/01
Cayman Chemical
Product number
19437
Product name
Ascochlorin
Purity
≥98%
Packaging
2.5mg
Price
$1147
Updated
2024/03/01
TRC
Product number
A787028
Product name
Ascochlorin
Packaging
2.5mg
Price
$3150
Updated
2021/12/16
Usbiological
Product number
A3690
Product name
Ascochlorin
Packaging
500ug
Price
$523
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0025816
Product name
ASCOCHLORIN
Purity
95.00%
Packaging
0.5MG
Price
$549
Updated
2021/12/16
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ascochlorin Chemical Properties,Usage,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.

Uses

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]

Definition

ChEBI: Ascochlorin is a dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a (1E,3E)-3-methyl-1-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-1,3-dien-5-yl group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by several fungi including Ascochyta viciae. It exhibits anticancer, antifungal and antiprotozoal activities. It has a role as an antineoplastic agent, a fungal metabolite, an antifungal agent, an antiprotozoal drug and an angiogenesis inhibitor. It is a dihydroxybenzaldehyde, a member of monochlorobenzenes, an olefinic compound, a member of resorcinols, a meroterpenoid, a sesquiterpenoid and a member of cyclohexanones. It is a conjugate acid of an ascochlorin(1-).

ascochlorin Preparation Products And Raw materials

Raw materials

Preparation Products

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ascochlorin Suppliers

Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
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021-65675885
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info@efebio.com
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China
ProdList
9806
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Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
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010-60605840
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psaitong@jm-bio.com
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China
ProdList
12306
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58
Lynnchem
Tel
86-(0)29-85992781 17792393971
Email
info@lynnchem.com
Country
China
ProdList
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Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
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Meng Cheng Technology (Shanghai) Co., LTD
Tel
400-820-6829
Email
sales@mitachieve.com
Country
China
ProdList
8860
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Zhejiang Huida Biotech Co., LTD
Tel
0571-89903882 13626641628
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jiangnan@huidabiotech.com
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China
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Energy Chemical
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021-58432009 400-005-6266
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marketing1@energy-chemical.com
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China
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MedBioPharmaceutical Technology Inc
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021-69568360 18916172912
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order@med-bio.cn
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cjbscvictory
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13348960310 13348960310
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Beijing Jin Ming Biotechnology Co., Ltd.
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Zhejiang Huida Biotech Co., LTD
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0571-0571-89903882 15990081639
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TargetMol Chemicals Inc.
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Suzhou Zhixin Biotechnology Co., Ltd.
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Shanghai Yiyan Biotechnology Co. , Ltd.
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Shanghai Saikerui Biotechnology Co. , Ltd.
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Shanghai?Medlife?Pharm-Tech?Co.,?Ltd
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021-59167510 18117107507
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Nanjing Shizhou Biology Technology Co.,Ltd
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025-85560043 15850508050
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Hangzhou MolCore BioPharmatech Co.,Ltd.
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Shanghai Hao Zhun Biological Technology Co., Ltd.
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26166-39-2, ascochlorinRelated Search:


  • 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