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CHEBI:84050 - trabectedin

ChEBI IDCHEBI:84050
ChEBI Nametrabectedin
Stars
DefinitionA tetrahydroisoquinoline alkaloid obtained from a Caribbean tunicate Ecteinascidia turbinata. Used for the treatment of soft tissue sarcoma and relapsed ovarian cancer.
Last Modified6 November 2020
SubmitterSteve
DownloadsMolfile
FormulaC39H43N3O11S
Net Charge0
Average Mass761.850
Monoisotopic Mass761.26183
SMILES[H][C@@]12Cc3cc(C)c(OC)c(O)c3[C@@]([H])(N1C)[C@]1([H])[C@@H]3SC[C@]4(NCCc5cc(O)c(OC)cc54)C(=O)OC[C@@H](c4c5c(c(C)c(OC(C)=O)c43)OCO5)N1[C@H]2O
InChIInChI=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
InChIKeyPKVRCIRHQMSYJX-AIFWHQITSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Ecteinascidia turbinata (ncbitaxon:284476) - PubMed (24941346)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis modulating agent  An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
trabectedin (CHEBI:84050) has role alkylating agent (CHEBI:22333)
trabectedin (CHEBI:84050) has role angiogenesis modulating agent (CHEBI:50926)
trabectedin (CHEBI:84050) has role anti-inflammatory agent (CHEBI:67079)
trabectedin (CHEBI:84050) has role antineoplastic agent (CHEBI:35610)
trabectedin (CHEBI:84050) has role marine metabolite (CHEBI:76507)
trabectedin (CHEBI:84050) is a acetate ester (CHEBI:47622)
trabectedin (CHEBI:84050) is a azaspiro compound (CHEBI:35624)
trabectedin (CHEBI:84050) is a bridged compound (CHEBI:35990)
trabectedin (CHEBI:84050) is a hemiaminal (CHEBI:73080)
trabectedin (CHEBI:84050) is a isoquinoline alkaloid (CHEBI:24921)
trabectedin (CHEBI:84050) is a lactone (CHEBI:25000)
trabectedin (CHEBI:84050) is a organic heteropolycyclic compound (CHEBI:38166)
trabectedin (CHEBI:84050) is a organic sulfide (CHEBI:16385)
trabectedin (CHEBI:84050) is a oxaspiro compound (CHEBI:37948)
trabectedin (CHEBI:84050) is a polyphenol (CHEBI:26195)
trabectedin (CHEBI:84050) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
(6R,6aR,7R,13S,14S,16R,20R)-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-19-oxo-3',4',6,7,12,13,14,16-octahydro-2'H,6aH-spiro[7,13-epimino-6,16-(epithiopropanooxymethano)[1,3]dioxolo[7,8]isoquinolino[3,2-b][3]benzazocine-20,1'-isoquinolin]-5-yl acetate
INN  Source
trabectedinKEGG DRUG
Synonyms  Source
Ecteinascidin 743DrugBank
EcteinascidinHMDB
ET743HMDB
ET-743HMDB
Ect 743ChemIDplus
Brand Name  Source
YondelisChemIDplus
Manual XrefsDatabases
D06199KEGG DRUG
DB05109DrugBank
C16875KEGG COMPOUND
HMDB0015609HMDB
TrabectedinWikipedia
4633DrugCentral
Registry NumbersSources
Reaxys:7617615Reaxys
CAS:114899-77-3KEGG COMPOUND
CAS:114899-77-3ChemIDplus
Citations