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1R,4S,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 1R,4S,6R stereoisomer). Isolated from Artemisia stolonifera and Eupatorium rufescens, it exhibits antineoplastic and antiplasmodial activity.


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06. Name of Biological Source of Chemical: Plantae > Magnoliophyta
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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281]
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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) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antimicrobial drug [CHEBI:36043] (169) 
 antiprotozoal drug [CHEBI:35820] (168) 
 antiplasmodial drug [CHEBI:64915] (28) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (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) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (1)
 peroxides [CHEBI:25940] (26) 
 organic peroxide [CHEBI:25702] (23) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (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) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 sesquiterpenoid [CHEBI:26658] (209) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (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) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (1)
 peroxides [CHEBI:25940] (26) 
 organic peroxide [CHEBI:25702] (23) 
 1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene [CHEBI:65845] (1)
ChEBI Compound Accession Identifier  [CHEBI:65845]
ChEBI Compound Description  A sesquiterpenoid that is bisabola-2,10-diene substituted by a peroxy group between positions 2 and 10 (the 1R,4S,6R stereoisomer). Isolated from Artemisia stolonifera and Eupatorium rufescens, it exhibits antineoplastic and antiplasmodial activity.
ChEBI Compound Identification Number  65845
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-ATGSNQNLSA-N
ChEBI Compound Name  1R,4S,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  160709509
ChEBI URL  ChEBI:65845
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  LJPSCRDRIZSODI_ATGSNQNLSA_N_000_000000
PubChem Compound ID  70697737