Trabectedin

Trabectedin is an alkaloid that has been found in E. turbinata and has anticancer activity. It is a guanine-specific DNA alkylating agent and an antagonist of the pregnane X receptor (PXR, IC50 = ~3 nM in a reporter assay). Trabectedin reduces viability of DU145 and PC3 human prostate cancer stem cells in a concentration-dependent manner and induces apoptosis in DU145 and PC3 cancer stem cells and DU145 and PC3 non-stem cancer cells. It inhibits tumor growth in a patient-derived orthotopic xenograft (PDOX) mouse model of leiomyosarcoma when administered at a dose of 0.15 mg/kg per week. Formulations containing trabectedin have been used in the treatment of unresectable or metastatic liposarcoma or leiomyosarcoma.Formal Name: (1'R,6R,6aR,7R,13S,14S,16R)-5-(acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-spiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-20,1'(2'H)-isoquinolin]-19-one. CAS Number: 114899-77-3. Synonyms: Ecteinascidin 743, ET-743, NSC 648766. Molecular Formula: C39H43N3O11S. Formula Weight: 761.8. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: slightly soluble, Methanol: slightly soluble. SMILES: O[C@@H]([C@]1([H])CC2=CC(C)=C3OC)N([C@](COC4=O)([H])C5=C(OCO6)C6=C7C)[C@@]([C@@](N1C)([H])C2=C3O)([H])[C@@](SC[C@@]4(NCCC8=C9)C8=CC(OC)=C9O)([H])C5=C7OC(C)=O. InChi Code: InChI=1S/C39H43N3O11S/c1-16-9-20-10-22-37(46)42-23-13-50-38(47)39(21-12-25(48-5)24(44)11-19(21)7-8-40-39)14-54-36(30(42)29(41(22)4)26(20)31(45)32(16)49-6)28-27(23)35-34(51-15-52-35)17(2)33(28)53-18(3)43/h9,11-12,22-23,29-30,36-37,40,44-46H,7-8,10,13-15H2,1-6H3/t22-,23-,29+,30+,36+,37-,39+/m0/s1. InChi Key: PKVRCIRHQMSYJX-AIFWHQITSA-N. Origin: Synthetic.