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Dihydroisotanshinone I

Names

[ CAS No. ]:
20958-18-3

[ Name ]:
Dihydroisotanshinone I

[Synonym ]:
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

Biological Activity

[Description]:

Dihydroisotanshinone I is a bioactive compound present in a widely used traditional Chinese medicine named danshen.

[Related Catalog]:

Research Areas >> Cancer
Natural Products >> Quinones

[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.


[Related Small Molecules]

Tyrphostin B42 (AG-490) | Stattic | AS1517499 | S3I-201 | Cryptotanshinone | Napabucasin | Homoharringtonine | STAT5-IN-1 | WP1066 | Niclosamide | BP-1-102 | Scutellarin | SH-4-54 | HO-3867 | Artesunate

Chemical & Physical Properties

[ 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

Safety Information

[ HS Code ]:
2932999099

Customs

[ 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%


Related Compounds