Record Information |
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Version | 1.0 |
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Creation date | 2018-05-02 12:58:16 UTC |
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Update date | 2018-05-04 14:11:20 UTC |
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FoodComEx ID | PC001228 |
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FoodDB Record | Not Available |
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Chemical Information |
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Name | Taxifolin |
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Description | Taxifolin, also known as dihydroquercetin or (+)-taxifolin, is a member of the class of compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively. Taxifolin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Taxifolin can be found in a number of food items such as cloudberry, macadamia nut (m. tetraphylla), oregon yampah, and nectarine, which makes taxifolin a potential biomarker for the consumption of these food products. Taxifolin is a flavanonol, a type of flavonoid . |
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CAS Number | 480-18-2 |
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Structure | |
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Synonyms | Synonym | Source |
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(+)-Dihydroquercetin | biospider | (+)-Taxifolin | biospider | (+)-trans-3,3',4',5,7-Pentahydroxyflavanone | db_source | 2R,3R-Dihydroquercetin | biospider | Distylin | db_source | Taxifolin | db_source | Taxifoliol | db_source | trans-Dihydroquercetin | biospider |
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Chemical Formula | Not Available |
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IUPAC name | Not Available |
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InChI Identifier | InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1 |
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InChI Key | CXQWRCVTCMQVQX-LSDHHAIUSA-N |
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Isomeric SMILES | O[C@@H]1[C@H](OC2=C(C(O)=CC(O)=C2)C1=O)C1=CC=C(O)C(O)=C1 |
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Average Molecular Weight | 304.2516 |
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Monoisotopic Molecular Weight | 304.058302738 |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Flavonoids |
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Sub Class | Flavans |
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Direct Parent | Flavanonols |
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Alternative Parents | |
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Substituents | - Hydroxyflavonoid
- Flavanonol
- 3'-hydroxyflavonoid
- 3-hydroxyflavonoid
- 4'-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- Chromone
- Benzopyran
- 1-benzopyran
- Chromane
- Catechol
- Aryl alkyl ketone
- Aryl ketone
- Phenol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Vinylogous acid
- Secondary alcohol
- Ketone
- Polyol
- Organoheterocyclic compound
- Oxacycle
- Ether
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Alcohol
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Physico-Chemical Properties - Experimental |
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Property | Value | Reference |
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Experimental logP | 0.95 | PERRISSOUD,D & TESTA,B (1986) |
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Experimental Water Solubility | Not Available | |
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Melting Point | Mp 240-242° (221-222°) | DFC |
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Foods of Origin |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Production Data |
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Production Method | commercial |
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Production Method Reference | Not Available |
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Production Method Reference File | Not Available |
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Quantity Available | 1 to 2 mg |
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Delivery Time | 2 weeks |
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Storage Form | powder |
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Storage Conditions | RT |
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Stability | Not Available |
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Purity | unknown |
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Spectra |
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Spectral Data Upon Request | Not Available |
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Provider Information |
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Contact Name | Contact Institution | Contact Email |
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Augustin Scalbert | International Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372 | scalberta@iarc.fr |
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Commercial Vendors |
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AKSci | V1551 |
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Cayman Chemical | 23234 |
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Toronto Research Chemicals | T010005 |
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