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5-O-methyl embelin
A hydroxybenzoquinone that is embelin in which the hydroxy group at position 5 is replaced by a methoxy group. Isolated from Lysimachia punctata and Embelia ribes, it exhibits antileishmanial activity as well as inhibitory activity towards hepatitis C protease.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > enzyme inhibitor [CHEBI:23924] > protease inhibitor [CHEBI:37670] > hepatitis C protease inhibitor [CHEBI:64924]
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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) 
 protease inhibitor [CHEBI:37670] (37) 
 hepatitis C protease inhibitor [CHEBI:64924] (4) 
 5-O-methyl embelin [CHEBI:65842] (1)
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 5-O-methyl embelin [CHEBI:65842] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antimicrobial drug [CHEBI:36043] (169) 
 antiprotozoal drug [CHEBI:35820] (168) 
 antileishmanial agent [CHEBI:70868] (22) 
 5-O-methyl embelin [CHEBI:65842] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 5-O-methyl embelin [CHEBI:65842] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Ericales (68) 
 Primulaceae (26) 
 Aegiceras (3) 
 Aegiceras corniculatum (3)
 Embelia (3) 
 Embelia ribes (3)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 multi-tissue plant structure [PO:0025496] (1114) 
 fruit [PO:0009001] (81)
 plant organ [PO:0009008] (970) 
 phyllome [PO:0006001] (351) 
 leaf [PO:0025034] (351)
 plant axis [PO:0025004] (691) 
 shoot axis [PO:0025029] (271) 
 stem [PO:0009047] (170)
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) 
 enol [CHEBI:33823] (52) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (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) 
 enol [CHEBI:33823] (52) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 enol ether [CHEBI:47985] (17) 
 5-O-methyl embelin [CHEBI:65842] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 benzoquinones [CHEBI:22729] (30) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 enol ether [CHEBI:47985] (17) 
 5-O-methyl embelin [CHEBI:65842] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 benzoquinones [CHEBI:22729] (30) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (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) 
 ether [CHEBI:25698] (876) 
 enol ether [CHEBI:47985] (17) 
 5-O-methyl embelin [CHEBI:65842] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 ketone [CHEBI:17087] (1288) 
 cyclic ketone [CHEBI:3992] (644) 
 quinone [CHEBI:36141] (209) 
 benzoquinones [CHEBI:22729] (30) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 enol [CHEBI:33823] (52) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (1)
 quinone [CHEBI:36141] (209) 
 benzoquinones [CHEBI:22729] (30) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (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) 
 quinone [CHEBI:36141] (209) 
 benzoquinones [CHEBI:22729] (30) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (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) 
 quinone [CHEBI:36141] (209) 
 benzoquinones [CHEBI:22729] (30) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 enol [CHEBI:33823] (52) 
 hydroxybenzoquinone [CHEBI:71648] (3) 
 5-O-methyl embelin [CHEBI:65842] (1)
ChEBI Compound Accession Identifier  [CHEBI:65842]
ChEBI Compound Description  A hydroxybenzoquinone that is embelin in which the hydroxy group at position 5 is replaced by a methoxy group. Isolated from Lysimachia punctata and Embelia ribes, it exhibits antileishmanial activity as well as inhibitory activity towards hepatitis C protease.
ChEBI Compound Identification Number  65842
ChEBI InChI Value  InChI=1S/C18H28O4/c1-3-4-5-6-7-8-9-10-11-12-14-17(20)15(19)13-16(22-2)18(14)21/h13,20H,3-12H2,1-2H3
ChEBI InChIKey Value  KHBJLRRAMCJZLZ-UHFFFAOYSA-N
ChEBI Compound Name  5-O-methyl embelin
ChEBI SMILES Value  CCCCCCCCCCCC1=C(O)C(=O)C=C(OC)C1=O
ChEBI Substance ID  160709468
ChEBI URL  ChEBI:65842
ChemSpider ID  149914
Ontomatica Chemical Accession Key (OnChAKey)  KHBJLRRAMCJZLZ_UHFFFAOYSA_N_000_000000
PubChem Compound ID  171489