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CAS 78473-71-9

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Enterolactone

Description:
Enterolactone is a lignan, a type of polyphenolic compound, primarily derived from the metabolism of dietary fiber and plant-based foods, particularly flaxseeds, whole grains, and certain fruits and vegetables. It is known for its potential health benefits, including antioxidant properties and possible roles in hormone regulation, particularly estrogen. Enterolactone is characterized by its ability to act as a phytoestrogen, which means it can mimic or modulate the effects of estrogen in the body. The compound is typically found in the form of a colorless to pale yellow solid and is soluble in organic solvents but has limited solubility in water. Its chemical structure features a dibenzylbutyrolactone skeleton, which is responsible for its biological activity. Research has suggested that enterolactone may be associated with reduced risks of certain hormone-related cancers and cardiovascular diseases, although further studies are needed to fully understand its mechanisms and effects. Overall, enterolactone represents an important area of interest in nutritional biochemistry and health research.
Formula:C18H18O4
InChI:InChI=1/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/t14-,17+/s2
InChI key:InChIKey=HVDGDHBAMCBBLR-CAKDRYDPNA-N
SMILES:C([C@H]1[C@H](CC2=CC(O)=CC=C2)C(=O)OC1)C3=CC(O)=CC=C3
Synonyms:
  • (3S,4S)-3,4-bis(3-hydroxybenzyl)dihydrofuran-2(3H)-one
  • (±)-Rnterolactone
  • 2(3H)-Furanone, dihydro-3,4-bis((3-hydroxyphenyl)methyl)-, (3R,4R)-rel-
  • 2(3H)-Furanone, dihydro-3,4-bis((3-hydroxyphenyl)methyl)-, trans-
  • Ccris 3048
  • rel-(3R,4R)-Dihydro-3,4-bis[(3-hydroxyphenyl)methyl]-2(3H)-furanone
  • trans-2,3-Bis(3-hydroxybenzyl)-γ-butyrolactone
  • Enterolactone
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