| Record Information |
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| Version | 1.0 |
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| Created at | 2006-05-22 15:12:49 UTC |
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| Updated at | 2020-09-11 01:32:47 UTC |
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| NP-MRD ID | NP0000025 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | Daidzein |
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| Description | Daidzein, also known as daidzeol or isoaurostatin, belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, daidzein is considered to be a flavonoid lipid molecule. Daidzein is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Daidzein is a bitter tasting compound. Outside of the human body, Daidzein is found, on average, in the highest concentration within a few different foods, such as other snack foods, soy beans, and soy milks and in a lower concentration in salted butters, breakfast cereals, and olives. Daidzein has also been detected, but not quantified in, several different foods, such as kombus, garden onions, leeks, pomes, and giant butterburs. This could make daidzein a potential biomarker for the consumption of these foods. 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. The isoflavonoid pathway has long been studied because of its prevalence in a wide variety of plant species, including as pigmentation in many flowers, as well as serving as signals in plants and microbes. Daidzein is a potentially toxic compound. P-coumaric acid then acts as the starter unit which gets loaded with coenzyme A by 4-coumaroyl:CoA-ligase (4CL). IFS exists in two isoforms that can use both liquiritigenin and naringenin to give daidzein and genistein respectively. CHR is NADPH dependent. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 4',7-Dihydroxyisoflavone | ChEBI | | 7,4'-Dihydroxyisoflavone | ChEBI | | 7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone | ChEBI | | 7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one | ChEBI | | Daidzeol | ChEBI | | Isoaurostatin | ChEBI | | 4',7-Dihydroxy-isoflavone | HMDB | | Diadzein | HMDB |
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| Chemical Formula | C15H10O4 |
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| Average Molecular Weight | 254.241 |
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| Monoisotopic Molecular Weight | 254.057908802 |
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| IUPAC Name | 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one |
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| Traditional Name | daidzein |
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| CAS Registry Number | 486-66-8 |
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| SMILES | OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O |
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| InChI Identifier | InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H |
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| InChI Key | ZQSIJRDFPHDXIC-UHFFFAOYSA-N |
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| Spectra |
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| | | Species of Origin |
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| Species | Animalia; Plantae |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Isoflavonoids |
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| Sub Class | Isoflav-2-enes |
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| Direct Parent | Isoflavones |
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| Alternative Parents | |
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| Substituents | - Isoflavone
- Hydroxyisoflavonoid
- Chromone
- Benzopyran
- 1-benzopyran
- Pyranone
- Phenol
- 1-hydroxy-2-unsubstituted benzenoid
- Benzenoid
- Monocyclic benzene moiety
- Pyran
- Heteroaromatic compound
- Oxacycle
- Organoheterocyclic compound
- Organooxygen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 323 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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