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20958-18-3

20958-18-3 structure
20958-18-3 structure
  • Name: Dihydroisotanshinone I
  • Chemical Name: 4,8-dimethyl-8,9-dihydronaphtho[2,1-f][1]benzofuran-7,11-dione
  • CAS Number: 20958-18-3
  • Molecular Formula: C18H14O3
  • Molecular Weight: 278.302
  • Catalog: Natural product Moss
  • Create Date: 2018-06-22 20:20:08
  • Modify Date: 2024-01-02 15:43:16
  • Dihydroisotanshinone I is a bioactive compound present in a widely used traditional Chinese medicine named danshen.

Name 4,8-dimethyl-8,9-dihydronaphtho[2,1-f][1]benzofuran-7,11-dione
Synonyms 1,6-Dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione
Dihydrotanshinone
Dihydroisotanshinone I
Phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl-
Phenanthro[3,2-b]furan-7,11-dione,8,9-dihydro-4,8-dimethyl
15,16-dihydroisotanshinone I
Description Dihydroisotanshinone I is a bioactive compound present in a widely used traditional Chinese medicine named danshen.
Related Catalog
Target

STAT3

In Vitro Dihydroisotanshinone I can inhibit the migration of both androgen-dependent and androgen-independent prostate cancer cells. Dihydroisotanshinone diminishes the ability of prostate cancer cells to recruit macrophages and reduces the secretion of chemokine (C-C motif) ligand 2 (CCL2) from both macrophages and prostate cancer cells in a dose-dependent manner. It inhibits the protein expression of p-STAT3 and decreases the translocation of STAT3 into nuclear chromatin. It also suppresses the expression of tumor epithelial-mesenchymal transition genes, including RhoA and SNAI1[1]. Pretreating the cells with dihydroisotanshinone I at concentrations ranging from 2.5 μM to 20 μM for 24 hours cause dose-dependent protection against hepatotoxicity induced by menadione. Adding dihydroisotanshinone I to freshly isolated hepatocytes at concentrations between 50 nM to 200 nM inhibit NADH-induced superoxide production dose-dependently[2].
Cell Assay Dihydroisotanshinone I is dissolved in ethyl acetate and mixed with the culture medium. The final concentration of ethyl acetate is 0.1% (v/v). Cell are treated with 2.5, 5, 10, and 20 μM dihydroisotanshinone I for 24 hours. The cell viability is measured using the MTT assay[2].
References

[1]. Wu CY, et al. Anti-cancer effect of danshen and dihydroisotanshinone I on prostate cancer: targeting the crosstalk between macrophages and cancer cells via inhibition of the STAT3/CCL2 signaling pathway. Oncotarget. 2017 Feb 1.

[2]. Ip SP, et al. Dihydroisotanshinone I protects against menadione-induced toxicity in a primary culture of rat hepatocytes. Planta Med. 2002 Dec;68(12):1077-81.

Density 1.3±0.1 g/cm3
Boiling Point 479.2±45.0 °C at 760 mmHg
Molecular Formula C18H14O3
Molecular Weight 278.302
Flash Point 214.9±28.8 °C
Exact Mass 278.094299
PSA 43.37000
LogP 3.90
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.671
HS Code 2932999099
HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%