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Merck
CN

SML4074

Trabectedin

≥98% (HPLC)

Synonym(s):

(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, ET-743, Ecteinascidin 743

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About This Item

Empirical Formula (Hill Notation):
C39H43N3O11S
CAS Number:
114899-77-3
Molecular Weight:
761.84
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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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/

InChI key

PKVRCIRHQMSYJX-CXIMGACLSA-N

SMILES string

CC(C1=C2OCO1)=C(OC(C)=O)C3=C2[C@H](CO4)N([C@@H](O)[C@H]5N(C)[C@@H]6C7=C(C5)C=C(C)C(OC)=C7O)C6[C@H]3SC[C@@]8(C4=O)NCCC9=C8C=C(OC)C(O)=C9

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Anti-proliferative; a potent anticancer agent.


Trabectedin is an alkylating drug that binds guanine residues in the minor groove of DNA, causing RNA polymerase II arrest, interfering with transcription and DNA repair pathways. It is anti-proliferative, a potent anticancer agent that has been approved to treat advanced soft tissue sarcoma and is being investigated for treatment of multiple other cancers.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Muta. 1B - Repr. 2 - STOT RE 2 Inhalation

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000518916
0000388444
0000388445
0000372913
0000372913

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Naike Casagrande et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 172, 116296-116296 (2024-02-22)
Ovarian cancer (OC) is the fifth most frequent cause of cancer-related death in women. Chemotherapy agent trabectedin, affecting cancer cells and tumor microenvironment, has been approved for the treatment of relapsed platinum-sensitive OC patients. CCR5-antagonist maraviroc inhibits tumor growth, metastasis
V H Le et al.
Natural product reports, 32(2), 328-347 (2014-10-03)
The ecteinascidin family comprises a number of biologically active compounds, containing two to three tetrahydroisoquinoline subunits. Although isolated from marine tunicates, these compounds share a common pentacyclic core with several antimicrobial compounds found in terrestrial bacteria. Among the tetrahydroisoquinoline natural

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