CHEBI:66573 - leucosesterlactone

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ChEBI Name leucosesterlactone
ChEBI ID CHEBI:66573
Definition A natural product found in Leucosceptrum canum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H36O6
Net Charge 0
Average Mass 432.54970
Monoisotopic Mass 432.25119
InChI InChI=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
InChIKey CZSWARCYWCYVPW-SHWZWCJUSA-N
SMILES [H][C@]12CC[C@@H](C)[C@]1([H])[C@@](O)(C(=O)[C@@H](C)CC[C@H]1OC(=O)C=C1C)C1=CC(C)(C)O[C@]1(O)[C@@H]2C
Metabolite of Species Details
Leucosceptrum canum (NCBI:txidtxid694369) Found in aerial part (BTO:0001658). See: PubMed
Roles Classification
Biological Role(s): 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(s): angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 α-hydroxy ketone (CHEBI:139592)
leucosesterlactone (CHEBI:66573) is a tertiary alcohol (CHEBI:26878)
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 Number Type Source
9963710 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15524427 PubMed citation Europe PMC
18330714 PubMed citation Europe PMC
Last Modified
07 February 2018