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CHEBI:66707 - 6-methoxyspirotryprostatin B

ChEBI IDCHEBI:66707
ChEBI Name6-methoxyspirotryprostatin B
Stars
DefinitionAn indole alkaloid isolated from a marine-derived fungal strain Aspergillus sydowii PFW1-13 and has been shown to exhibit cytotoxic activity.
Last Modified27 October 2016
DownloadsMolfile
FormulaC22H23N3O4
Net Charge0
Average Mass393.443
Monoisotopic Mass393.16886
SMILES[H][C@@]12CCCN1C(=O)C1=C[C@@]3(C(=O)Nc4cc(OC)ccc43)[C@H](C=C(C)C)N1C2=O
InChIInChI=1S/C22H23N3O4/c1-12(2)9-18-22(14-7-6-13(29-3)10-15(14)23-21(22)28)11-17-19(26)24-8-4-5-16(24)20(27)25(17)18/h6-7,9-11,16,18H,4-5,8H2,1-3H3,(H,23,28)/t16-,18-,22-/m0/s1
InChIKeyUHQKDPCPFNXIDU-ZJBJCVSYSA-N
Species of MetaboliteComponentSourceComments
Aspergillus sydowii (ncbitaxon:75750) - PubMed (18505285) Strain: PFW1-13
Roles Classification
Biological Roles:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
6-methoxyspirotryprostatin B (CHEBI:66707) has role Aspergillus metabolite (CHEBI:76956)
6-methoxyspirotryprostatin B (CHEBI:66707) has role antineoplastic agent (CHEBI:35610)
6-methoxyspirotryprostatin B (CHEBI:66707) is a aromatic ether (CHEBI:35618)
6-methoxyspirotryprostatin B (CHEBI:66707) is a azaspiro compound (CHEBI:35624)
6-methoxyspirotryprostatin B (CHEBI:66707) is a indole alkaloid (CHEBI:38958)
6-methoxyspirotryprostatin B (CHEBI:66707) is a indolones (CHEBI:24829)
IUPAC Name 
(2S,3S,5aS)-6'-methoxy-3-(2-methylprop-1-en-1-yl)-5a,6,7,8-tetrahydro-5H,10H-spiro[dipyrrolo[1,2-a:1',2'-d]pyrazine-2,3'-indole]-2',5,10(1'H)-trione
Manual XrefsDatabases
23329453ChemSpider
Registry NumbersSources
Reaxys:18842463Reaxys
Citations