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eupatilin
A trimethoxyflavone with flavone substituted by hydroxy groups at C-5 and C-7 and methoxy groups at C-6, C-3' and C-4' respectively. Isolated from Citrus reticulata and Salvia tomentosa, it exhibits anti-inflammatory, anti-ulcer and antineoplastic activities.


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07. Part of Biological Source of Chemical: plant structure [PO:0009011] > multi-tissue plant structure [PO:0025496] > plant organ [PO:0009008] > phyllome [PO:0006001]
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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) 
 enzyme inhibitor [CHEBI:23924] (825) 
 lipoxygenase inhibitor [CHEBI:35856] (23) 
 arachidonate 5-lipoxygenase inhibitor [CHEBI:64964] (9) 
 eupatilin [CHEBI:4932] (1)
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 eupatilin [CHEBI:4932] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 eupatilin [CHEBI:4932] (1)
 anti-ulcer drug [CHEBI:49201] (25) 
 eupatilin [CHEBI:4932] (1)
 anti-inflammatory agent [CHEBI:67079] (79) 
 eupatilin [CHEBI:4932] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Asterales (91) 
 Asteraceae (69) 
 Eupatorium (28) 
 Eupatorium altissimum (1)
 Lamiales (196) 
 Lamiaceae (156) 
 Salvia (22) 
 Salvia lavanduloides (1)
 Salvia tomentosa (2)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 whole plant [PO:0000003] (150)
 multi-tissue plant structure [PO:0025496] (1114) 
 plant organ [PO:0009008] (970) 
 phyllome [PO:0006001] (351) 
 leaf [PO:0025034] (351)
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) 
 hydroxyflavone [CHEBI:24698] (107) 
 dihydroxyflavone [CHEBI:38686] (14) 
 eupatilin [CHEBI:4932] (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) 
 hydroxyflavone [CHEBI:24698] (107) 
 dihydroxyflavone [CHEBI:38686] (14) 
 eupatilin [CHEBI:4932] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 methoxyflavone [CHEBI:25241] (41) 
 trimethoxyflavone [CHEBI:27124] (6) 
 eupatilin [CHEBI:4932] (1)
 flavonoids [CHEBI:72544] (433) 
 flavonoid [CHEBI:47916] (301) 
 flavones [CHEBI:24043] (130) 
 hydroxyflavone [CHEBI:24698] (107) 
 dihydroxyflavone [CHEBI:38686] (14) 
 eupatilin [CHEBI:4932] (1)
 methoxyflavone [CHEBI:25241] (41) 
 trimethoxyflavone [CHEBI:27124] (6) 
 eupatilin [CHEBI:4932] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 methoxyflavone [CHEBI:25241] (41) 
 trimethoxyflavone [CHEBI:27124] (6) 
 eupatilin [CHEBI:4932] (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) 
 methoxyflavone [CHEBI:25241] (41) 
 trimethoxyflavone [CHEBI:27124] (6) 
 eupatilin [CHEBI:4932] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxyflavone [CHEBI:24698] (107) 
 dihydroxyflavone [CHEBI:38686] (14) 
 eupatilin [CHEBI:4932] (1)
 flavonoids [CHEBI:72544] (433) 
 flavonoid [CHEBI:47916] (301) 
 flavones [CHEBI:24043] (130) 
 hydroxyflavone [CHEBI:24698] (107) 
 dihydroxyflavone [CHEBI:38686] (14) 
 eupatilin [CHEBI:4932] (1)
 methoxyflavone [CHEBI:25241] (41) 
 trimethoxyflavone [CHEBI:27124] (6) 
 eupatilin [CHEBI:4932] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 hydroxyflavone [CHEBI:24698] (107) 
 dihydroxyflavone [CHEBI:38686] (14) 
 eupatilin [CHEBI:4932] (1)
ChEBI Compound Accession Identifier  [CHEBI:4932]
ChEBI Compound Description  A trimethoxyflavone with flavone substituted by hydroxy groups at C-5 and C-7 and methoxy groups at C-6, C-3' and C-4' respectively. Isolated from Citrus reticulata and Salvia tomentosa, it exhibits anti-inflammatory, anti-ulcer and antineoplastic activities.
ChEBI Compound Identification Number  4932
ChEBI InChI Value  InChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3
ChEBI InChIKey Value  DRRWBCNQOKKKOL-UHFFFAOYSA-N
ChEBI Compound Name  eupatilin
ChEBI SMILES Value  COc1ccc(cc1OC)-c1cc(=O)c2c(O)c(OC)c(O)cc2o1
ChEBI Substance ID  160709354
ChEBI URL  ChEBI:4932
ChemSpider ID  4438134
Ontomatica Chemical Accession Key (OnChAKey)  DRRWBCNQOKKKOL_UHFFFAOYSA_N_000_000000
PubChem Compound ID  5273755