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CAS 114899-77-3

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Trabectedin

Description:
Trabectedin, also known by its developmental code ET-743, is a synthetic alkaloid derived from the marine tunicate Ecteinascidia turbinata. It is primarily used as an antineoplastic agent in cancer therapy, particularly for soft tissue sarcomas and ovarian cancer. Trabectedin functions by binding to DNA and disrupting the transcription process, leading to cell cycle arrest and apoptosis in cancer cells. Its mechanism of action involves the formation of DNA adducts, which interfere with the normal function of the cell's machinery. The compound exhibits a unique structure characterized by a complex polycyclic core and a functionalized side chain, contributing to its biological activity. Trabectedin is administered intravenously and has a specific pharmacokinetic profile, including a relatively short half-life and extensive protein binding. Side effects may include myelosuppression, liver enzyme elevation, and gastrointestinal disturbances. Due to its unique origin and mechanism, Trabectedin represents a significant advancement in targeted cancer therapies, highlighting the potential of marine-derived compounds in medicinal chemistry.
Formula:C39H43N3O11S
InChI:InChI=1/C40H45N3O11S/c1-17-11-21-12-23-38(47)43-24-15-51-39(48)40(22-14-26(49-5)25(45)13-20(22)7-9-41-40)8-10-55-37(31(43)30(42(23)4)27(21)32(46)33(17)50-6)29-28(24)36-35(52-16-53-36)18(2)34(29)54-19(3)44/h11,13-14,23-24,30-31,37-38,41,45-47H,7-10,12,15-16H2,1-6H3/t23-,24-,30+,31+,37+,38-,40+/m0/s1
InChI key:InChIKey=PKVRCIRHQMSYJX-AIFWHQITSA-N
SMILES:O[C@@H]1N2[C@@]([C@]3(C=4C([C@@]2(COC(=O)[C@@]5(CS3)C=6C(=CC(O)=C(OC)C6)CCN5)[H])=C7C(=C(C)C4OC(C)=O)OCO7)[H])([C@]8(C=9C(C[C@@]1(N8C)[H])=CC(C)=C(OC)C9O)[H])[H]
Synonyms:
  • (1'R,6R,6aR,7R,13S,14S,16R)-6',8,14-Trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-19-oxo-3',4',6,7,12,13,14,16-octahydrospiro(6,16-(epithiopropanooxymethano)-7,13-imino-6aH-1,3-dioxolo(7,8)isoquino(3,2-b)(3)benzazocine-20,1'(2'H)-isoquinolin)-5-yl acetate
  • (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-trimethylspiro[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
  • 1,3-Benzodioxole-5-propanoic acid,7-methyl-6-(phenylmethoxy)-α-[[(phenylmethoxy)carbonyl]amino]-,2,2-dimethoxyethyl ester
  • Ccris 8133
  • Ect 743
  • Ecteinascidin
  • Ecteinascidine 743
  • Et-743
  • Nsc 648766
  • 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, 3',4',6,6a,7,13,14,16-octahydro-5-(acetyloxy)-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-, (6R-(6-alpha,6a-beta,7-beta,13-beta,14-beta,16-alpha,20R*))-
  • See more synonyms
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Found 6 products.
  • ecteinascidin 743
    Indagoo
    + Info

    ecteinascidin 743

    CAS:
    Formula:C39H43N3O11S
    Purity:99%
    Color and Shape:Solid
    Molecular weight:761.8372

    Ref: IN-DA008TKA

    1g
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    1mg
    180.00€
    5mg
    589.00€
    10mg
    626.00€
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  • Trabectedin
    Apollo Scientific
    + Info

    Trabectedin

    CAS:
    Trabectedin
    Purity:≥98%
    Molecular weight:761.84g/mol

    Ref: 54-BUP12778

    1mg
    2,716.00€
  • Trabectedin
    TLC
    + Info

    Trabectedin

    CAS:
    Formula:C39H43N3O11S
    Molecular weight:761.84

    Ref: 4Z-T-298001

    5mg
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  • Trabectedin
    Targetmol
    + Info

    Trabectedin

    CAS:
    <p>Trabectedin (Ecteinascidin 743) has potent antitumor activity and the potential for soft tissue sarcoma and ovarian cancer research.</p>
    Formula:C39H43N3O11S
    Purity:≥98%
    Color and Shape:Solid
    Molecular weight:761.84

    Ref: TM-T17155

  • Trabectedin
    TRC
    + Info

    Trabectedin

    Controlled Product
    CAS:
    <p>Applications A tetrahydroisoquinoline alkaloid with antitumor activity isolated from the Caribbean tunicate, Ecteinascidin turbinata. It is the first marine anticancer agent approved in the European Union for patients with soft tissue sarcoma (STS). Antineoplastic.<br>References Sakai, R., et al.: Proc. Natl. Acad. Sci., 89, 11456 (1992), Aune, G., et al.: Anticancer Drugs, 13, 545 (2002), Herrero, A., et al.: Cancer Res., 66, 8155 (2006), Sugasawa, K., et al.: Carcinogenesis, 29, 455 (2008),<br></p>
    Formula:C39H43N3O11S
    Color and Shape:Neat
    Molecular weight:761.84

    Ref: TR-T703500

    5mg
    1,532.00€
    10mg
    2,546.00€
    25mg
    4,920.00€
  • Trabectedin
    Biosynth
    + Info

    Trabectedin

    CAS:
    <p>Trabectedin is a model system for investigating the role of protein genes in cancer. It is used for high throughput screening of potential biomarkers, such as blood sampling and mouse tumor models. Trabectedin has been shown to be a potent inhibitor of the p-gp substrate and has been used in vivo to treat cancers, including solid tumors and experimental models. This drug was also found to inhibit the antitumor response in normal human cells. Trabectedin is a taxane derivative that binds to the surface of cells with high affinity and prevents phosphorylation of proteins on the cell surface, which leads to inhibition of cell proliferation.</p>
    Formula:C39H43N3O11S
    Purity:Min. 95%
    Color and Shape:White/Off-White Solid
    Molecular weight:761.84 g/mol

    Ref: 3D-FT28354

    10mg
    863.00€
    25mg
    1,085.00€