CHEBI:66477 - sesterstatin 3

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ChEBI Name sesterstatin 3
ChEBI ID CHEBI:66477
Definition A scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus and has been shown to exhibit antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H38O4
Net Charge 0
Average Mass 402.56680
Monoisotopic Mass 402.27701
InChI InChI=1S/C25H38O4/c1-22(14-26)9-5-10-23(2)16(22)8-11-24(3)17-7-6-15-13-29-21(28)20(15)25(17,4)19(27)12-18(23)24/h16-19,26-27H,5-14H2,1-4H3/t16-,17-,18+,19+,22-,23-,24-,25+/m0/s1
InChIKey BHUWRPVVYSATJU-PWBGEZQRSA-N
SMILES [H][C@@]12CC[C@@]3(C)[C@]4([H])CCC5=C(C(=O)OC5)[C@@]4(C)[C@H](O)C[C@]3([H])[C@@]1(C)CCC[C@@]2(C)CO
Metabolite of Species Details
Hyrtios erectus (NCBI:txid279628) 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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sesterstatin 3 (CHEBI:66477) has role antineoplastic agent (CHEBI:35610)
sesterstatin 3 (CHEBI:66477) has role metabolite (CHEBI:25212)
sesterstatin 3 (CHEBI:66477) is a γ-lactone (CHEBI:37581)
sesterstatin 3 (CHEBI:66477) is a organic heteropentacyclic compound (CHEBI:38164)
sesterstatin 3 (CHEBI:66477) is a primary alcohol (CHEBI:15734)
sesterstatin 3 (CHEBI:66477) is a scalarane sesterterpenoid (CHEBI:59370)
sesterstatin 3 (CHEBI:66477) is a secondary alcohol (CHEBI:35681)
sesterstatin 3 (CHEBI:66477) is a terpene lactone (CHEBI:37668)
IUPAC Name
(5aS,5bR,7aR,8R,11aR,11bR,13R,13aS)-13-hydroxy-8-(hydroxymethyl)-5b,8,11a,13a-tetramethyl-4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-hexadecahydrochryseno[1,2-c]furan-1(3H)-one
Registry Number Type Source
8043360 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
9461648 PubMed citation Europe PMC
Last Modified
03 July 2013