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2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran
An organic heterotricyclic compound that is 5,6-methylenedioxybenzofuran substituted by a 2,4-dihydroxy-5-prenylphenyl moiety at position 2. Isolated from the roots of Sophora flavescens, it exhibits cytotoxic activity against the KB epidermoid carcinoma cell line.

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03. Biological Effects of Specific Chemicals

			biochemical uses [CHEBI:52206] (3306)

				metabolite [CHEBI:25212] (2692)

					secondary metabolite [CHEBI:26619] (2225)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

05. Industrial Uses

			pharmaceutical [CHEBI:52217] (1978)

				drug [CHEBI:23888] (1930)

					antineoplastic agent [CHEBI:35610] (760)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

06. Name of Biological Source of Chemical

			Plantae (1926)

				Magnoliophyta (1872)

					Magnoliopsida (1649)

						Fabales (151)

							Fabaceae (151)

								Faboideae (97)

									Sophora (8)

Sophora flavescens (7)

07. Part of Biological Source of Chemical

			plant structure [PO:0009011] (1497)

				multi-tissue plant structure [PO:0025496] (1114)

					plant organ [PO:0009008] (970)

						plant axis [PO:0025004] (691)

root [PO:0009005] (486)

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)

benzenediols [CHEBI:33570] (188)

resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (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)

benzenediols [CHEBI:33570] (188)

resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organooxygen compound [CHEBI:36963] (11352)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								organochalcogen compound [CHEBI:36962] (11874)

									organooxygen compound [CHEBI:36963] (11352)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

						carbon group molecular entity [CHEBI:33582] (23847)

							organic molecular entity [CHEBI:50860] (23769)

								heteroorganic entity [CHEBI:33285] (15197)

organic heterocyclic compound [CHEBI:24532] (5243)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic heteropolycyclic compound [CHEBI:38166] (2613)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organochalcogen compound [CHEBI:36962] (11874)

organooxygen compound [CHEBI:36963] (11352)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								organic hydroxy compound [CHEBI:33822] (3050)

phenols [CHEBI:33853] (868)

benzenediols [CHEBI:33570] (188)

resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								organic molecule [CHEBI:72695] (11399)

									organic cyclic compound [CHEBI:33832] (7633)

organic heterocyclic compound [CHEBI:24532] (5243)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic heteropolycyclic compound [CHEBI:38166] (2613)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

benzenediols [CHEBI:33570] (188)

resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic polycyclic compound [CHEBI:51958] (1654)

organic tricyclic compound [CHEBI:51959] (755)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

			polyatomic entity [CHEBI:36357] (18777)

				molecule [CHEBI:25367] (11520)

						cyclic compound [CHEBI:33595] (7817)

								polycyclic compound [CHEBI:33635] (4078)

heteropolycyclic compound [CHEBI:33671] (2613)

heterotricyclic compound [CHEBI:36688] (541)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic heteropolycyclic compound [CHEBI:38166] (2613)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic polycyclic compound [CHEBI:51958] (1654)

organic tricyclic compound [CHEBI:51959] (755)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								aromatic compound [CHEBI:33655] (3799)

organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

benzenediols [CHEBI:33570] (188)

resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								organic cyclic compound [CHEBI:33832] (7633)

organic heterocyclic compound [CHEBI:24532] (5243)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic heteropolycyclic compound [CHEBI:38166] (2613)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

benzenediols [CHEBI:33570] (188)

resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic polycyclic compound [CHEBI:51958] (1654)

organic tricyclic compound [CHEBI:51959] (755)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								heterocyclic compound [CHEBI:5686] (5275)

									organic heterocyclic compound [CHEBI:24532] (5243)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic heteropolycyclic compound [CHEBI:38166] (2613)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

									heteropolycyclic compound [CHEBI:33671] (2613)

heterotricyclic compound [CHEBI:36688] (541)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic heteropolycyclic compound [CHEBI:38166] (2613)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

						organic molecule [CHEBI:72695] (11399)

							organic cyclic compound [CHEBI:33832] (7633)

								organic heterocyclic compound [CHEBI:24532] (5243)

oxacycle [CHEBI:38104] (2002)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

organic heteropolycyclic compound [CHEBI:38166] (2613)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								organic aromatic compound [CHEBI:33659] (3593)

phenols [CHEBI:33853] (868)

benzenediols [CHEBI:33570] (188)

resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

								organic polycyclic compound [CHEBI:51958] (1654)

									organic tricyclic compound [CHEBI:51959] (755)

organic heterotricyclic compound [CHEBI:26979] (541)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

				heteroatomic molecular entity [CHEBI:37577] (13672)

					hydroxides [CHEBI:24651] (5641)

						organic hydroxy compound [CHEBI:33822] (3050)

							phenols [CHEBI:33853] (868)

								benzenediols [CHEBI:33570] (188)

									resorcinols [CHEBI:33572] (46)

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran [CHEBI:65785] (1)

ChEBI Compound Accession Identifier:

[CHEBI:65785]

ChEBI Compound Description:

An organic heterotricyclic compound that is 5,6-methylenedioxybenzofuran substituted by a 2,4-dihydroxy-5-prenylphenyl moiety at position 2. Isolated from the roots of Sophora flavescens, it exhibits cytotoxic activity against the KB epidermoid carcinoma cell line.

ChEBI Compound Identification Number:

65785

ChEBI InChI Value:

InChI=1S/C20H18O5/c1-11(2)3-4-12-5-14(16(22)8-15(12)21)18-6-13-7-19-20(24-10-23-19)9-17(13)25-18/h3,5-9,21-22H,4,10H2,1-2H3

ChEBI InChIKey Value:

SOYHFIGRYCLZKD-UHFFFAOYSA-N

ChEBI Compound Name:

2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran

ChEBI SMILES Value:

CC(C)=CCc1cc(c(O)cc1O)-c1cc2cc3OCOc3cc2o1

ChEBI Substance ID:

160709522

ChEBI URL:

ChEBI:65785

ChemSpider ID:

13095575

Ontomatica Chemical Accession Key (OnChAKey):

SOYHFIGRYCLZKD_UHFFFAOYSA_N_000_000000

PubChem Compound ID:

15953774