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daidzein

Structure via PubChem · Public domain (PubChem)

EntityQ408732· pop 18· linked from 944 articles

Also known as 7,4'-dihydroxyisoflavone, 4',7-dihydroxy-Isoflavone, 7-hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone, 7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 4',7-dihydroxyisoflavone, daidzeol, isoaurostatin

Daidzein (7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one) is a naturally occurring compound found exclusively in soybeans and other legumes, and structurally belongs to a class of compounds known as isoflavones. Daidzein and other isoflavones are produced in plants through the phenylpropanoid pathway of secondary metabolism and are used as signal carriers, and defense responses to pathogenic attacks. Upon consumption of isoflavone-rich foods, daidzein has poor bioavailability and low water solubility.

Chemical data

Formula
C15H10O4
Molecular weight
254.24 g/mol
IUPAC name
7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
SMILES
C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O
InChIKey
ZQSIJRDFPHDXIC-UHFFFAOYSA-N
XLogP
2.5
Polar surface area
66.8 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
osteoporosis

via ChEMBL · EBI

Wikidata facts

Subclass of
isoflavone
Mass
254.058
Show 6 more facts
found in taxon
Fabaceae
chemical formula
C₁₅H₁₀O₄
canonical SMILES
C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O
subject has role
phytoestrogen
has characteristic
bitterness
Commons category
Daidzein
Sources (3)

via Wikidata · CC0

~4 min read

Encyclopedic overview

10 sections
Contents
  • Natural occurrence
  • Biosynthesis
  • History
  • Pathway
  • Research
  • Pathogen interactions
  • Derivatives
  • Glycosides
  • Plants containing daidzein
  • References

Daidzein (7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one) is a naturally occurring compound found exclusively in soybeans and other legumes, and structurally belongs to a class of compounds known as isoflavones. Daidzein and other isoflavones are produced in plants through the phenylpropanoid pathway of secondary metabolism and are used as signal carriers, and defense responses to pathogenic attacks. Upon consumption of isoflavone-rich foods, daidzein has poor bioavailability and low water solubility.

==Natural occurrence== Daidzein and other isoflavone compounds, such as genistein, are present in a number of plants and herbs like kwao krua (Pueraria mirifica) and kudzu. It can also be found in Maackia amurensis cell cultures. Daidzein can be found in food such as mature soybeans and soy products like soy protein concentrate, tofu and textured vegetable protein.

Excerpted from Wikipedia’s “daidzein” article, available under the CC BY-SA 4.0 licence.

Gallery (2)