Daidzein

Daidzein
Compound Structure:
Synonyms: 4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-; 7,4'-Dihydroxyisoflavone; 7-Hydroxy-3-(4-hydroxy-phenyl)-chromen-4-one; 7-Hydroxy-3-(4-hydroxyphenyl)-4H-; 7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Compound ID: NMPC-945
PubChem ID:

5281708

Molecular Formula: C15H10O4
Canonical SMILES: C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O
InChIKey: ZQSIJRDFPHDXIC-UHFFFAOYSA-N
About the compound:

Daidzein is a 7-hydroxyisoflavone, a subclass of isoflavones, characterized by a 7-hydroxyisoflavone structure substituted with an additional hydroxy group at the 4' position. It plays various biological roles, functioning as an antineoplastic agent, a phytoestrogen, a plant metabolite, as well as an inhibitor of both alpha-glucosidase (EC 3.2.1.20) and DNA-directed DNA polymerase (EC 2.7.7.7). Chemically, it is the conjugate acid of a daidzein(1-). Daidzein is an isoflavone primarily extracted from soy, and it is an inactive analog of the tyrosine kinase inhibitor genistein. Recognized for its antioxidant and phytoestrogenic properties, it has been studied for its potential health benefits. The compound 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one, known as daidzein, is naturally found in soybeans and other legumes. It is part of a larger group of compounds called isoflavones. In plants, daidzein and similar isoflavones are synthesized through the phenylpropanoid pathway, playing a role in signaling and defense mechanisms against pathogenic attacks. In human health, recent research has highlighted daidzein's potential medical applications, including providing relief for menopausal symptoms, aiding in the treatment of osteoporosis, lowering blood cholesterol levels, and reducing the risk of certain hormone-related cancers and heart diseases. However, the use of daidzein (and related compounds like puerarin) in medical treatments is currently limited due to their poor bioavailability and low water solubility.

GHS Hazard Statements

H315 (97.96%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (97.96%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H335 (12.24%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

254.24 g/mol

XLogP3-AA

2.5

Hydrogen Bond Donor Count

2

Hydrogen Bond Acceptor Count

4

Rotatable Bond Count

1

Exact Mass

254.05790880 g/mol

Monoisotopic Mass

254.05790880 g/mol

Topological Polar Surface Area

66.8Ų

Heavy Atom Count

19

Formal Charge

0

Complexity

382

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Solid

Melting Point

323 °C

Source: PubChem

Source Species: Talinum triangulare
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