Shishijimicin A

Modify Date: 2025-12-01 09:27:00

Shishijimicin A Structure
Shishijimicin A structure
Common Name Shishijimicin A
CAS Number 503860-50-2 Molecular Weight 981.18
Density N/A Boiling Point N/A
Molecular Formula C46H52N4O12S4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Shishijimicin A


Shishijimicin A is a novel antitumor agent found from the Ascidian Didemnum proliferum. Shishijimicin A shows anti-tumor activity with highly potent cytotoxicities[1][2].

 Names

Name Shishijimicin A

 Shishijimicin A Biological Activity

Description Shishijimicin A is a novel antitumor agent found from the Ascidian Didemnum proliferum. Shishijimicin A shows anti-tumor activity with highly potent cytotoxicities[1][2].
Related Catalog
In Vitro Shishijimicin A (compound 1) (0.47-2.0 pg/mL) shows high cytotoxicity for 3Y1, Hela and P388 cells[1]. Shishijimicin A (0.13-1000 nM) shows high cytotoxicity for MES SA, MES SA DX and HEK 293T cells[2]. Cell Cytotoxicity Assay[1] Cell Line: 3Y1, Hela and P388 cells Concentration: 0.47-2.0 pg/mL Incubation Time: Result: Showed IC50 values of 2.0, 1.8, and 0.47 pg/mL for 3Y1, Hela and P388 cells, respectively. Cell Cytotoxicity Assay[2] Cell Line: MES SA, MES SA DX and HEK 293T cells Concentration: 0.13-1000 nM Incubation Time: Result: Showed IC50 values of 0.13, >1000, and 0.016 nM for MES SA, MES SA DX and HEK 293T cells, respectively.
References

[1]. Naoya Oku, et al. Shishijimicins A-C, novel enediyne antitumor antibiotics from the ascidian Didemnum proliferum(1). J Am Chem Soc. 2003 Feb 26;125(8):2044-5.

[2]. K C Nicolaou, et al. Streamlined Total Synthesis of Shishijimicin A and Its Application to the Design, Synthesis, and Biological Evaluation of Analogues thereof and Practical Syntheses of PhthNSSMe and Related Sulfenylating Reagents. J Am Chem Soc. 2018 Sep 26;140(38):12120-12136.

 Chemical & Physical Properties

Molecular Formula C46H52N4O12S4
Molecular Weight 981.18
InChIKey FVNYJZKDBPDHIP-NATOZQEOSA-N
SMILES COC(=O)NC1=C2C(=CCSSSC)C(O)(C#CC=CC#CC2OC2OC(C)C(SC)(C(=O)c3nccc4c3[nH]c3ccc(O)cc34)C(O)C2OC2CC(OC)C(NC(C)C)CO2)CC1=O
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