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CHEBI:66573 - leucosesterlactone

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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).
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