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Enterodiol

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Lignan formed by the action of intestinal bacteria on lignan precursors found in plants.
Enterodiol
Names
Preferred IUPAC name (2R,3R)-2,3-Bisbutane-1,4-diol
Other names (−)-Enterodiol
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.162.704 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C18H22O4/c19-11-15(7-13-3-1-5-17(21)9-13)16(12-20)8-14-4-2-6-18(22)10-14/h1-6,9-10,15-16,19-22H,7-8,11-12H2/t15-,16-/m0/s1Key: DWONJCNDULPHLV-HOTGVXAUSA-N
  • InChI=1/C18H22O4/c19-11-15(7-13-3-1-5-17(21)9-13)16(12-20)8-14-4-2-6-18(22)10-14/h1-6,9-10,15-16,19-22H,7-8,11-12H2/t15-,16-/m0/s1Key: DWONJCNDULPHLV-HOTGVXAUBO
SMILES
  • C1=CC(=CC(=C1)O)C(CO)(CC2=CC(=CC=C2)O)CO
Properties
Chemical formula C18H22O4
Molar mass 302.370 g·mol
Appearance colorless
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Enterodiol is an organic compound with the formula 2.

It is formed by the action of intestinal bacteria on lignan precursors. As such it is sometimes classified as a enterolignan or mammalian lignan. Elevated levels of enterodiol in urine are attributed consumption of tea and other lignan-rich foods.

References

  1. Adlercreutz, Herman (2007). "Lignans and Human Health". Critical Reviews in Clinical Laboratory Sciences. 44 (5–6): 483–525. doi:10.1080/10408360701612942. PMID 17943494. S2CID 31753060.
  2. Lampe JW (2003). "Isoflavonoid and lignan phytoestrogens as dietary biomarkers". J Nutr. 133 (Suppl 3): 956S – 964S. doi:10.1093/jn/133.3.956S. PMID 12612182.
  3. Adlercreutz, H.; Honjo, H.; Higashi, A.; Fotsis, T.; Hämäläinen, E.; Hasegawa, T.; Okada, H. (1991). "Urinary excretion of lignans and isoflavonoid phytoestrogens in Japanese men and women consuming a traditional Japanese Diet". The American Journal of Clinical Nutrition. 54 (6): 1093–1100. doi:10.1093/ajcn/54.6.1093. PMID 1659780.
Types of lignans
Lignans
Lignan glycosides
Mammalian lignans (enterolignans)
Neolignans
Flavonolignans
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