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humulone
An optically active cyclic ketone consisting of 3,5,6-trihydroxycyclohexa-2,4-dien-1-one bearing two 3-methylbut-2-en-1-yl substituents at positions 4 and 6 as well as a 3-methylbutanoyl group at the 2-position.


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antibacterial agent [CHEBI:33282] > antibacterial drug [CHEBI:36047] > humulone [CHEBI:5769]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 enzyme inhibitor [CHEBI:23924] (825) 
 cyclooxygenase inhibitor [CHEBI:35544] (58) 
 cyclooxygenase 2 inhibitor [CHEBI:50629] (37) 
 humulone [CHEBI:5769] (1)
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 humulone [CHEBI:5769] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antibacterial agent [CHEBI:33282] (317) 
 antibacterial drug [CHEBI:36047] (177) 
 humulone [CHEBI:5769] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Rosales (56) 
 Cannabaceae (10) 
 Humulus (6) 
 Humulus lupulus (6)
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) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 humulone [CHEBI:5769] (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) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 humulone [CHEBI:5769] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 humulone [CHEBI:5769] (1)
 diketone [CHEBI:46640] (53) 
 humulone [CHEBI:5769] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 humulone [CHEBI:5769] (1)
 diketone [CHEBI:46640] (53) 
 humulone [CHEBI:5769] (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) 
 cyclic ketone [CHEBI:3992] (644) 
 humulone [CHEBI:5769] (1)
 diketone [CHEBI:46640] (53) 
 humulone [CHEBI:5769] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 humulone [CHEBI:5769] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 humulone [CHEBI:5769] (1)
 diketone [CHEBI:46640] (53) 
 humulone [CHEBI:5769] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 humulone [CHEBI:5769] (1)
 diketone [CHEBI:46640] (53) 
 humulone [CHEBI:5769] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 polyol [CHEBI:26191] (437) 
 triol [CHEBI:27136] (79) 
 humulone [CHEBI:5769] (1)
09. Chemical Capabilities 
09. Chemical Capabilities
 antioxidant [CHEBI:22586] (199) 
 humulone [CHEBI:5769] (1)
ChEBI Compound Accession Identifier  [CHEBI:5769]
ChEBI Compound Description  An optically active cyclic ketone consisting of 3,5,6-trihydroxycyclohexa-2,4-dien-1-one bearing two 3-methylbut-2-en-1-yl substituents at positions 4 and 6 as well as a 3-methylbutanoyl group at the 2-position.
ChEBI Compound Identification Number  5769
ChEBI InChI Value  InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m1/s1
ChEBI InChIKey Value  VMSLCPKYRPDHLN-OAQYLSRUSA-N
ChEBI Compound Name  humulone
ChEBI SMILES Value  CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)[C@](O)(CC=C(C)C)C1=O
ChEBI Substance ID  124403640
ChEBI URL  ChEBI:5769
ChemSpider ID  391214
Ontomatica Chemical Accession Key (OnChAKey)  VMSLCPKYRPDHLN_OAQYLSRUSA_N_000_000000
PubChem Compound ID  442911