CHEBI:65366 - 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide

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ChEBI Name 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide
ChEBI ID CHEBI:65366
ChEBI ASCII Name 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide
Definition A scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus that exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:66062
Supplier Information
Download Molfile XML SDF
Formula C27H40O5
Net Charge 0
Average Mass 444.60350
Monoisotopic Mass 444.28757
InChI InChI=1S/C27H40O5/c1-15(28)31-21-14-19-25(4)10-7-9-24(2,3)18(25)8-11-26(19,5)20-13-17(29)16-12-22(30)32-23(16)27(20,21)6/h12,17-21,23,29H,7-11,13-14H2,1-6H3/t17-,18-,19+,20-,21+,23-,25-,26+,27+/m0/s1
InChIKey TUHLUXIESILORF-ZWRXBZFVSA-N
SMILES [H][C@]12OC(=O)C=C1[C@@H](O)C[C@@]1([H])[C@]3(C)CC[C@@]4([H])C(C)(C)CCC[C@]4(C)[C@@]3([H])C[C@@H](OC(C)=O)[C@]21C
Metabolite of Species Details
Hyrtios erectus (NCBI:txid279628) See: PubMed
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 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) has role antineoplastic agent (CHEBI:35610)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) has role metabolite (CHEBI:25212)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a γ-lactone (CHEBI:37581)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a acetate ester (CHEBI:47622)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a organic heteropentacyclic compound (CHEBI:38164)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a scalarane sesterterpenoid (CHEBI:59370)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(4S,5aS,5bR,7aS,11aS,11bR,13R,13aR,13bS)-4-hydroxy-5b,8,8,11a,13a-pentamethyl-2-oxo-2,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-octadecahydrochryseno[1,2-b]furan-13-yl acetate
Synonym Source
Hyrtios sesterterpene 2 ChEBI
Registry Number Type Source
9236584 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
8778242 PubMed citation Europe PMC
Last Modified
30 October 2012