Daidzein
From DrugPedia: A Wikipedia for Drug discovery
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| - | + | [http://crdd.osdd.net/raghava/hmrbase/test_extract.php?db=arun&table=nphormonet&id=1035&show=SHOW-3D Show 3-D Structure] | |
| - | [http:// | + | {{Drugbox |
| + | | IUPAC_name = 7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one | ||
| + | | CAS_number = 486-66-8 | ||
| + | | CAS_supplemental = | ||
| + | | ATC_suffix = | ||
| + | | ATC_supplemental = | ||
| + | | PubChem = 123917 | ||
| + | | ChemSpiderID = | ||
| + | | chemical_formula =C<sub>1</sub><sub>5</sub>H<sub>1</sub><sub>0</sub>O<sub>4</sub> | ||
| + | | molecular_weight = 254.24 | ||
| + | | smiles = C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O | ||
| + | | synonyms = 7,4'-Dihydroxyisoflavone | ||
| + | | density = | ||
| + | | melting_point = 323(EXP) | ||
| + | | boiling_point = | ||
| + | | solubility = | ||
| + | | specific_rotation = | ||
| + | | sec_combustion = | ||
| + | | bioavailability = | ||
| + | | protein_bound = | ||
| + | | metabolism = | ||
| + | | elimination_half-life = | ||
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| + | | dependency_liability = | ||
| + | | routes_of_administration = | ||
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| + | '''Daidzein''' is one of several known [[isoflavone]]s. Isoflavones compounds, such as daidzein and [[genistein]], are found in a number of [[plant]]s and herbs like the Thai [[Kwao Krua]] or Pueraria Mirifica, but [[soybean]]s and soy products like [[tofu]] and [[textured vegetable protein]] are the primary food source. Soy isoflavones are a group of compounds found in and isolated from the soybean. Besides functioning as [[antioxidant]]s, many isoflavones have been shown to interact with [[animal]] and [[human]] [[estrogen receptor]]s, and are therefore known as [[phytoestrogens]]. Soy isoflavones also produce non-hormonal effects. | ||
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| + | Isoflavones act as antioxidants to counteract damaging effects of free radicals in tissues. Isoflavones can act like estrogen in stimulating development and maintenance of female characteristics or they can block cells from using other forms of estrogen{{Fact|date=June 2007}}. Isoflavones also have been found to have antiangiogenic effects (blocking formation of new blood vessels){{Fact|date=June 2007}}, and may block the uncontrolled cell growth associated with cancer, most likely by inhibiting the activity of substances in the body that regulate cell division and cell survival (growth factors){{Fact|date=June 2007}}. | ||
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| + | Studies show that groups of people who eat large amounts of soy-based products have lower incidences of breast, colon, endometrial, and prostate cancers than the general (US) population{{Fact|date=June 2007}}. Initial studies of soy and Kwao Krua isoflavone mixtures containing genistein, daidzein, and glycitein have found them safe for human use<ref>Safety of soy-based infant formulas containing isoflavones PMID 15113975</ref>. Laboratory studies using animals models have shown that both soy and isoflavones can be protective against cancer when given during early life but can stimulate response to cancer-causing chemicals when given during fetal development or when circulating levels of estrogen are low (menopause){{Fact|date=June 2007}}. | ||
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| + | '''[[Pueraria mirifica]]''' or White Kawo Krua has been found to contain concentrations of daidzein where the Cu²+ at 300 ppm is shown to contain as much as 44.69 ppm of daidzein. Another source of daidzein is Kudzu also known as Pueraria Lobata. | ||
==General Properties== | ==General Properties== | ||
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Current revision
|
|
| Daidzein
| |
| Systematic (IUPAC) name | |
| 7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| Chemical data | |
| Formula | C15H10O4 |
| Mol. mass | 254.24 |
| SMILES | & |
| Synonyms | 7,4'-Dihydroxyisoflavone |
| Physical data | |
| Melt. point | 323(EXP) °C |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
Daidzein is one of several known isoflavones. Isoflavones compounds, such as daidzein and genistein, are found in a number of plants and herbs like the Thai Kwao Krua or Pueraria Mirifica, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Soy isoflavones are a group of compounds found in and isolated from the soybean. Besides functioning as antioxidants, many isoflavones have been shown to interact with animal and human estrogen receptors, and are therefore known as phytoestrogens. Soy isoflavones also produce non-hormonal effects.
Isoflavones act as antioxidants to counteract damaging effects of free radicals in tissues. Isoflavones can act like estrogen in stimulating development and maintenance of female characteristics or they can block cells from using other forms of estrogenTemplate:Fact. Isoflavones also have been found to have antiangiogenic effects (blocking formation of new blood vessels)Template:Fact, and may block the uncontrolled cell growth associated with cancer, most likely by inhibiting the activity of substances in the body that regulate cell division and cell survival (growth factors)Template:Fact.
Studies show that groups of people who eat large amounts of soy-based products have lower incidences of breast, colon, endometrial, and prostate cancers than the general (US) populationTemplate:Fact. Initial studies of soy and Kwao Krua isoflavone mixtures containing genistein, daidzein, and glycitein have found them safe for human use<ref>Safety of soy-based infant formulas containing isoflavones PMID 15113975</ref>. Laboratory studies using animals models have shown that both soy and isoflavones can be protective against cancer when given during early life but can stimulate response to cancer-causing chemicals when given during fetal development or when circulating levels of estrogen are low (menopause)Template:Fact.
Pueraria mirifica or White Kawo Krua has been found to contain concentrations of daidzein where the Cu²+ at 300 ppm is shown to contain as much as 44.69 ppm of daidzein. Another source of daidzein is Kudzu also known as Pueraria Lobata.
[edit] General Properties
*Molecular Weight
254.24
*Molecular Formula
C15H10O4
*IUPAC NAME
7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
*Canonical Smiles
C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)O
*Isomeric Smiles
[edit] PhysioChemical Properties
*Melting Point
323(EXP)
*LogP
2.55(EST)
