trabectedin
CHEBI:84050 EXACT SEEDED
A tetrahydroisoquinoline alkaloid obtained from a Caribbean tunicate Ecteinascidia turbinata. Used for the treatment of soft tissue sarcoma and relapsed ovarian cancer.
Structure
| Standard InChIKey | PKVRCIRHQMSYJX-AIFWHQITSA-N |
|---|---|
| SMILES | CC1=C(C(=C2[C@@H]3[C@@H]4[C@H]5C6=C([C@@H](N4[C@H]([C@@H](N3C)CC2=C1)O)COC(=O)[C@@]7(CS5)C8=CC(=C(C=C8CCN7)O)OC)C9=C(C(=C6OC(=O)C)C)OCO9)O)OC |
| Stereochemistry | fully defined |
Filing pathway
Alkaloids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is nrps, from MIBiG.
Producer organisms 0
None. The compound has a characterized gene cluster whose host NCBI does not name, which for an uncultured symbiont is the honest state — see the discussion below.
Occurrences 4
Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.
| Taxon | Source | Reference |
|---|---|---|
| Ecteinascidia turbinata NCBITaxon:284476 |
LOTUS | DOI:10.1021/JO00302A006 |
| Ecteinascidia turbinata NCBITaxon:284476 |
LOTUS | DOI:10.1021/JO00302A007 |
| Ecteinascidia turbinata NCBITaxon:284476 |
LOTUS | DOI:10.1021/NP50124A025 |
| Ecteinascidia turbinata NCBITaxon:284476 |
CHEBI | PMID:24941346 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000350 | not named | CLUSTER_DEMONSTRATED | genbank:HQ609499.1 |
A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.
Open questions 2
name-disagreement — ChEBI calls this structure 'trabectedin' and MIBiG calls it 'ET-743'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
unnamed-producer — No producer claim is written from BGC0000350, which gives NCBITaxon:155900 (uncultured organism — shared by every unplaced organism), because the taxon names no single organism. The cluster is kept: a characterized locus is an origin assertion whether or not its host has a name, and for a compound from an uncultured symbiont that is the honest state. Name the producer if the primary literature does.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000350 | MIBIG | 5 |
| CHEBI:84050 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/trabectedin.yaml, which is generated from the committed inventories. Neither is edited by hand.