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Enterodiol

From Wikipedia, the free encyclopedia
Organic compound
Enterodiol
Names
Preferred IUPAC name
(2R,3R)-2,3-Bis[(3-hydroxyphenyl)methyl]butane-1,4-diol
Other names
(−)-Enterodiol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.162.704Edit this at Wikidata
KEGG
UNII
  • 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/s1 ☒N
    Key: DWONJCNDULPHLV-HOTGVXAUSA-N ☒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/s1
    Key: DWONJCNDULPHLV-HOTGVXAUBO
  • C1=CC(=CC(=C1)O)C[C@@H](CO)[C@@H](CC2=CC(=CC=C2)O)CO
Properties
C18H22O4
Molar mass302.370 g·mol−1
Appearancecolorless
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Enterodiol is an organic compound with the formula [HOC6H4CH2CH(CH2OH)]2.

It is formed by the action of intestinal bacteria onlignan precursors. As such it is sometimes classified as aenterolignan or mammalian lignan.[1][2] Elevated levels of enterodiol in urine are attributed consumption of tea and other lignan-rich foods.[3]

References

[edit]
  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 oflignans
Lignans
Lignanglycosides
Mammalian lignans (enterolignans)
Neolignans
Flavonolignans
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