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CHEBI:72761 - tryprostatin A

ChEBI IDCHEBI:72761
ChEBI Nametryprostatin A
Stars
DefinitionA cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at positions 2 and 6 on the indole ring by prenyl and methoxy groups respectively.
Last Modified2 April 2013
SubmitterKAX
DownloadsMolfile
FormulaC22H27N3O3
Net Charge0
Average Mass381.476
Monoisotopic Mass381.20524
SMILES[H][C@@]12CCCN1C(=O)[C@H](Cc1c(CC=C(C)C)nc3cc(OC)ccc13)NC2=O
InChIInChI=1S/C22H27N3O3/c1-13(2)6-9-17-16(15-8-7-14(28-3)11-18(15)23-17)12-19-22(27)25-10-4-5-20(25)21(26)24-19/h6-8,11,19-20,23H,4-5,9-10,12H2,1-3H3,(H,24,26)/t19-,20-/m0/s1
InChIKeyXNRPVPHNDQHWLJ-PMACEKPBSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
breast cancer resistance protein inhibitor  Any inhibitor of breast cancer resistance protein (ABCG2).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
tryprostatin A (CHEBI:72761) has functional parent brevianamide F (CHEBI:64530)
tryprostatin A (CHEBI:72761) has role breast cancer resistance protein inhibitor (CHEBI:72771)
tryprostatin A (CHEBI:72761) is a aromatic ether (CHEBI:35618)
tryprostatin A (CHEBI:72761) is a dipeptide (CHEBI:46761)
tryprostatin A (CHEBI:72761) is a indole alkaloid (CHEBI:38958)
tryprostatin A (CHEBI:72761) is a indoles (CHEBI:24828)
tryprostatin A (CHEBI:72761) is a pyrrolopyrazine (CHEBI:48337)
IUPAC Name 
(3S,8aS)-3-{[6-methoxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
UniProt Name  Source
tryprostatin AUniProt
Manual XrefsDatabases
EP1464336Patent
WO2004087162Patent
Citations