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CHEBI:66269 - trikendiol

ChEBI IDCHEBI:66269
ChEBI Nametrikendiol
Stars
DefinitionA gamma-lactam that is an unusual red pigment isolated from the marine sponge Trikentrion laeve. It has been shown to exhibit anti-HIV1 activity.
Last Modified26 November 2014
DownloadsMolfile
FormulaC38H46N2O4
Net Charge0
Average Mass594.796
Monoisotopic Mass594.34576
SMILESCCc1c(C)c2c(c(C)c1C1=C/C(=C3/C=C(c4c(C)c5c(c(C)c4CC)[C@](C)(O)C[C@@H]5C)NC3=O)C(=O)N1)[C@H](C)C[C@]2(C)O
InChIInChI=1S/C38H46N2O4/c1-11-23-19(5)33-29(17(3)15-37(33,9)43)21(7)31(23)27-13-25(35(41)39-27)26-14-28(40-36(26)42)32-22(8)30-18(4)16-38(10,44)34(30)20(6)24(32)12-2/h13-14,17-18,43-44H,11-12,15-16H2,1-10H3,(H,39,41)(H,40,42)/b26-25+/t17-,18+,37+,38-
InChIKeyBIILLAVODXFDEL-NBGPHLIOSA-N
Species of MetaboliteComponentSourceComments
Trikentrion laeve (WORMS:167953) - DOI (10.1016/0040-4039(94)85027-5)
Roles Classification
Biological Roles:
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
anti-HIV-1 agent  An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
ChEBI Ontology
Outgoing Relation(s)
trikendiol (CHEBI:66269) has role animal metabolite (CHEBI:75767)
trikendiol (CHEBI:66269) has role anti-HIV-1 agent (CHEBI:64947)
trikendiol (CHEBI:66269) has role marine metabolite (CHEBI:76507)
trikendiol (CHEBI:66269) is a diol (CHEBI:23824)
trikendiol (CHEBI:66269) is a pyrroline (CHEBI:23763)
trikendiol (CHEBI:66269) is a tertiary alcohol (CHEBI:26878)
trikendiol (CHEBI:66269) is a γ-lactam (CHEBI:74222)
IUPAC Name 
(3E)-5-[(1R,3S)-6-ethyl-1-hydroxy-1,3,4,7-tetramethyl-2,3-dihydro-1H-inden-5-yl]-3-{5-[(1S,3R)-6-ethyl-1-hydroxy-1,3,4,7-tetramethyl-2,3-dihydro-1H-inden-5-yl]-2-oxo-1,2-dihydro-3H-pyrrol-3-ylidene}-1,3-dihydro-2H-pyrrol-2-one
Registry NumbersSources
Reaxys:6948933Reaxys