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1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene
A sesquiterpenoid that is bisabola-2,10-diene substituted by a peroxy group between positions 2 and 10 (the 1S,4R,6R stereoisomer). Isolated from Artemisia stolonifera and Eupatorium rufescens, it exhibits antineoplastic and antiplasmodial activity.

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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antimicrobial drug [CHEBI:36043] > antiprotozoal drug [CHEBI:35820]
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05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888]
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more general categories    information about this item
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) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antimicrobial drug [CHEBI:36043] (169) 
 antiprotozoal drug [CHEBI:35820] (168) 
 antiplasmodial drug [CHEBI:64915] (28) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Liliopsida (183) 
 Zingiberales (39) 
 Zingiberaceae (39) 
 Alpinia (18) 
 Alpinia densibracteata (2)
 Magnoliopsida (1649) 
 Asterales (91) 
 Asteraceae (69) 
 Eupatorium (28) 
 Eupatorium rufescens (2)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 unspecified structure [PO:0000004] (703)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 oxide [CHEBI:25741] (2086) 
 organic oxide [CHEBI:25701] (31) 
 organic peroxide [CHEBI:25702] (23) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
 peroxides [CHEBI:25940] (26) 
 organic peroxide [CHEBI:25702] (23) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (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) 
 sesquiterpenoid [CHEBI:26658] (209) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 sesquiterpenoid [CHEBI:26658] (209) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 oxide [CHEBI:25741] (2086) 
 organic oxide [CHEBI:25701] (31) 
 organic peroxide [CHEBI:25702] (23) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
 peroxides [CHEBI:25940] (26) 
 organic peroxide [CHEBI:25702] (23) 
 1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65844] (1)
ChEBI Compound Accession Identifier:   [CHEBI:65844]
ChEBI Compound Description:   A sesquiterpenoid that is bisabola-2,10-diene substituted by a peroxy group between positions 2 and 10 (the 1S,4R,6R stereoisomer). Isolated from Artemisia stolonifera and Eupatorium rufescens, it exhibits antineoplastic and antiplasmodial activity.
ChEBI Compound Identification Number:   65844
ChEBI InChI Value:   InChI=1S/C15H24O2/c1-10(2)6-5-7-11(3)13-9-14-12(4)8-15(13)17-16-14/h6,8,11,13-15H,5,7,9H2,1-4H3/t11-,13+,14+,15+/m0/s1
ChEBI InChIKey Value:   LJPSCRDRIZSODI-ZGKBOVNRSA-N
ChEBI Compound Name:   1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene
ChEBI SMILES Value:   [H][C@@]1(C[C@H]2OO[C@@H]1C=C2C)[C@@H](C)CCC=C(C)C
ChEBI Substance ID:   160709564
ChEBI URL:   ChEBI:65844
ChemSpider ID:   NS
Ontomatica Chemical Accession Key (OnChAKey):   LJPSCRDRIZSODI_ZGKBOVNRSA_N_000_000000
PubChem Compound ID:   70697744