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Substance Name: Trabectedin [USAN:INN:BAN]
RN: 114899-77-3
UNII: ID0YZQ2TCP
InChIKey: PKVRCIRHQMSYJX-AIFWHQITSA-N

Note

  • A complex structure that includes isoquinolines joined by a cyclic ester; Guanine N2 alkylator with potent antiproliferative activity; a marine natural product from Ecteinascidia turbinata; ecteinascidin-729 is a metabolite; cells induced to tolerance for this have defective XP6 protein.

Molecular Formula

  • C39-H43-N3-O11-S

Molecular Weight

  • 761.845
 

Classification Codes

  • Alkylating Agents
  • Anticancer, Antineoplastic and Antitumoral
  • Antineoplastic Agents
  • Antineoplastic Agents, Alkylating
  • Noxae

Names and Synonyms

Name of Substance

  • Trabectedin
  • Trabectedin [USAN:INN:BAN]

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
  • CCRIS 8133
  • Ect 743
  • Ecteinascidin
  • Ecteinascidine 743
  • Et 743
  • ET-743
  • NSC 648766
  • Trabectedin
  • UNII-ID0YZQ2TCP
  • Yondelis

Systematic Names

  • Ecteinascidin 743
  • 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*))-
  • 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, 5-(acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-, (1'R,6R,6aR,7R,13S,14S,16R)-

Registry Numbers

CAS Registry Number

  • 114899-77-3

FDA UNII

  • ID0YZQ2TCP

System Generated Number

  • 0114899773

Structure Descriptors

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

InChIKey

PKVRCIRHQMSYJX-AIFWHQITSA-N

Smiles

c1c2CCN[C@]3(c2cc(c1O)OC)C(OC[C@@H]1[N@@]2[C@H]([C@@H]4Cc5c([C@@H]([C@@H]2[C@@H](c2c1c1c(c(c2OC(=O)C)C)OCO1)SC3)[N@]4C)c(c(c(C)c5)OC)O)O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LDLo intravenous 75ug/kg (0.075mg/kg) LIVER: OTHER CHANGES

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE
Toxicologist. Vol. 42, Pg. 51, 1998.