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CHEBI:66573 - leucosesterlactone

ChEBI IDCHEBI:66573
ChEBI Nameleucosesterlactone
Stars
DefinitionA natural product found in Leucosceptrum canum.
Last Modified7 February 2018
DownloadsMolfile
FormulaC25H36O6
Net Charge0
Average Mass432.557
Monoisotopic Mass432.25119
SMILES[H][C@]12[C@H](C)CC[C@]1([H])[C@@H](C)[C@@]1(O)OC(C)(C)C=C1[C@]2(O)C(=O)[C@@H](C)CC[C@H]1OC(=O)C=C1C
InChIInChI=1S/C25H36O6/c1-13-7-9-17-16(4)25(29)19(12-23(5,6)31-25)24(28,21(13)17)22(27)14(2)8-10-18-15(3)11-20(26)30-18/h11-14,16-18,21,28-29H,7-10H2,1-6H3/t13-,14+,16-,17-,18-,21+,24-,25-/m1/s1
InChIKeyCZSWARCYWCYVPW-SHWZWCJUSA-N
Species of MetaboliteComponentSourceComments
Leucosceptrum canum (ncbitaxon:694369) aerial part (BTO:0001658) PubMed (15524427)
Roles Classification
Biological Roles:
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor  Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
ChEBI Ontology
Outgoing Relation(s)
leucosesterlactone (CHEBI:66573) has role angiogenesis inhibitor (CHEBI:48422)
leucosesterlactone (CHEBI:66573) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
leucosesterlactone (CHEBI:66573) has role metabolite (CHEBI:25212)
leucosesterlactone (CHEBI:66573) is a butenolide (CHEBI:50523)
leucosesterlactone (CHEBI:66573) is a organic heterotricyclic compound (CHEBI:26979)
leucosesterlactone (CHEBI:66573) is a sesterterpenoid (CHEBI:26660)
leucosesterlactone (CHEBI:66573) is a terpene ketone (CHEBI:26872)
leucosesterlactone (CHEBI:66573) is a terpene lactone (CHEBI:37668)
leucosesterlactone (CHEBI:66573) is a tertiary alcohol (CHEBI:26878)
leucosesterlactone (CHEBI:66573) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(5R)-5-{(3S)-4-[(4S,4aS,5R,7aS,8R,8aR)-4,8a-dihydroxy-2,2,5,8-tetramethyl-4,4a,5,6,7,7a,8,8a-octahydro-2H-indeno[5,6-b]furan-4-yl]-3-methyl-4-oxobutyl}-4-methylfuran-2(5H)-one
Registry NumbersSources
Reaxys:9963710Reaxys
Citations