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bipinnatone A
A member of the class of dihydrochalones that is dihydrochalcone hydroxylated at C-2', C-4', C-6' and C-4 and substituted by a farnesyl group at C-3. It is isolated from the aerial parts of Boronia bipinnata and exhibits antimalarial activity.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > bipinnatone A [CHEBI:65498]
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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) 
 bipinnatone A [CHEBI:65498] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antimicrobial drug [CHEBI:36043] (169) 
 antiprotozoal drug [CHEBI:35820] (168) 
 antimalarial [CHEBI:38068] (89) 
 bipinnatone A [CHEBI:65498] (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) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (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) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 dihydrochalcones [CHEBI:71230] (13) 
 bipinnatone A [CHEBI:65498] (1)
 flavonoids [CHEBI:72544] (433) 
 dihydrochalcones [CHEBI:71230] (13) 
 bipinnatone A [CHEBI:65498] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 dihydrochalcones [CHEBI:71230] (13) 
 bipinnatone A [CHEBI:65498] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 dihydrochalcones [CHEBI:71230] (13) 
 bipinnatone A [CHEBI:65498] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (1)
 flavonoids [CHEBI:72544] (433) 
 dihydrochalcones [CHEBI:71230] (13) 
 bipinnatone A [CHEBI:65498] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 dihydrochalcones [CHEBI:71230] (13) 
 bipinnatone A [CHEBI:65498] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 dihydrochalcones [CHEBI:71230] (13) 
 bipinnatone A [CHEBI:65498] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 polyphenol [CHEBI:26195] (189) 
 bipinnatone A [CHEBI:65498] (1)
ChEBI Compound Accession Identifier  [CHEBI:65498]
ChEBI Compound Description  A member of the class of dihydrochalones that is dihydrochalcone hydroxylated at C-2', C-4', C-6' and C-4 and substituted by a farnesyl group at C-3. It is isolated from the aerial parts of Boronia bipinnata and exhibits antimalarial activity.
ChEBI Compound Identification Number  65498
ChEBI InChI Value  InChI=1S/C30H38O5/c1-20(2)7-5-8-21(3)9-6-10-22(4)11-14-24-17-23(12-15-26(24)32)13-16-27(33)30-28(34)18-25(31)19-29(30)35/h7,9,11-12,15,17-19,31-32,34-35H,5-6,8,10,13-14,16H2,1-4H3/b21-9+,22-11+
ChEBI InChIKey Value  SJBBGMVJNAOUOI-VLURGLOZSA-N
ChEBI Compound Name  bipinnatone A
ChEBI SMILES Value  CC(C)=CCC\C(C)=C\CC\C(C)=C\Cc1cc(CCC(=O)c2c(O)cc(O)cc2O)ccc1O
ChEBI Substance ID  160644749
ChEBI URL  ChEBI:65498
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  SJBBGMVJNAOUOI_VLURGLOZSA_N_000_000000
PubChem Compound ID  25016410