4021 Enterolactone Enterolactone (C18H18O4) is an exogenous organic compound with an average molecular weight of 298.33 g/mol. It exists as a solid at room temperature. Enterolactone belongs to the tetrahydrofuran lignans, a subclass of furanoid lignans within the organic compounds. This compound is produced in the colon via the action of bacteria on matairesinol and its glycosides, as well as secoisolariciresinol. While matairesinol is converted directly to enterolactone, secoisolariciresinol is first converted to enterodiol before becoming enterolactone as it passes through the colon. Enterolactone has been shown to possess weakly estrogenic and antiestrogenic activities. It has been suggested that the high production of this mammalian lignan in the gut may protect against prostate cancer in men and breast cancer in women, although epidemiological evidence is conflicting. Recorded protein targets for enterolactone include the translocator protein (TSPO), the estrogen receptor (ESR1), and nuclear receptor subfamily 1 group I member 2 (NR1I2). 76543-15-2 123917 C18H18O4 White powder. No indication of carcinogenicity to humans (not listed by IARC). Enterolactone is produced in the colon by the action of bacteria on secoisolariciresinol, matairesinol and its glycosides. 2014-08-29T04:48:01Z 2026-04-05T16:32:49Z 562788 2-CHLORO-TRANS-DIENELACTONE true OC1=CC=CC(CC2COC(=O)C2CC2=CC(O)=CC=C2)=C1 C18H18O4 InChI=1S/C18H18O4/c19-15-5-1-3-12(8-15)7-14-11-22-18(21)17(14)10-13-4-2-6-16(20)9-13/h1-6,8-9,14,17,19-20H,7,10-11H2 HVDGDHBAMCBBLR-UHFFFAOYSA-N 298.3331 298.120509064 Exogenous Solid HMDB06101 CHEMBL465152 110448 CHEM002927 DTXSID0048183 NS00076969 66.76 82.70800000000001 30.76869178505538 4 3 2 9.163039070788626 -5.9640436366683405 0 3 3.20 -4.12 2.24e-02 g/l Organic compounds Lignans, neolignans and related compounds Furanoid lignans Tetrahydrofuran lignans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 776t3gAAAAAQAAAAAwAAAAAAAAAWAAAAGAAAAIABCABoAAAAAwEBBkAoAAAA AwQGQGgAAAADAwEGQGgAAAADAwEGQGgAAAADAwEGQCgAAAADBAYAYAAAAAIC BgBgAAAAAwEGAGAAAAACAggAKAAAAAMCBgAoAAAAAwQIACgAAAADAgYAYAAA AAMBBgBgAAAAAgIGQCgAAAADBAZAaAAAAAMDAQZAKAAAAAMECABoAAAAAwEB BkBoAAAAAwMBBkBoAAAAAwMBBkBoAAAAAwMBBkBoAAAAAwMBCwABIAECaAwC A2gMAwRoDAQFaAwFBgAGBwAHCAAICQAJCiAKCygCCgwADA0ADQ4ADg9oDA8Q aAwQESAQEmgMEhNoDBMUaAwFFWgMFQFoDAwHABQOaAxCAwAAAAYBFQUEAwIF CAcMCgkGDxASExQOFwQAAAAAAAAAFg== 2026-09-19T04:01:03Z