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12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide
A scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus that exhibits antineoplastic activity.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 acetate ester [CHEBI:47622] (184) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 acetate ester [CHEBI:47622] (184) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 sesterterpenoid [CHEBI:26660] (17) 
 scalarane sesterterpenoid [CHEBI:59370] (5) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 sesterterpenoid [CHEBI:26660] (17) 
 scalarane sesterterpenoid [CHEBI:59370] (5) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 acetate ester [CHEBI:47622] (184) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 ester [CHEBI:35701] (3370) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 carboxylic ester [CHEBI:33308] (1495) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 acetate ester [CHEBI:47622] (184) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 acetate ester [CHEBI:47622] (184) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heteropentacyclic compound [CHEBI:38164] (100) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 lactone [CHEBI:25000] (516) 
 gamma-lactone [CHEBI:37581] (157) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 acetate ester [CHEBI:47622] (184) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide [CHEBI:65366] (1)
ChEBI Compound Accession Identifier  [CHEBI:65366]
ChEBI Compound Description  A scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus that exhibits antineoplastic activity.
ChEBI Compound Identification Number  65366
ChEBI InChI Value  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
ChEBI InChIKey Value  TUHLUXIESILORF-ZWRXBZFVSA-N
ChEBI Compound Name  12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide
ChEBI SMILES Value  [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
ChEBI Substance ID  160644677
ChEBI URL  ChEBI:65366
ChemSpider ID  8941038
Ontomatica Chemical Accession Key (OnChAKey)  TUHLUXIESILORF_ZWRXBZFVSA_N_000_000000
PubChem Compound ID  10765720