Taxifolin (FDB002749)
| Record Information | |||||||||
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| Version | 1.0 | ||||||||
| Creation date | 2010-04-08 22:05:30 UTC | ||||||||
| Update date | 2019-08-01 18:41:11 UTC | ||||||||
| Primary ID | FDB002749 | ||||||||
| Secondary Accession Numbers | Not Available | ||||||||
| Chemical Information | |||||||||
| FooDB Name | Taxifolin | ||||||||
| 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 . | ||||||||
| CAS Number | 480-18-2 | ||||||||
| Structure |  | ||||||||
| Synonyms | |||||||||
| Predicted Properties | Not Available | ||||||||
| Chemical Formula | C15H12O7 | ||||||||
| IUPAC name | |||||||||
| 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 | ||||||||
| InChI Key | CXQWRCVTCMQVQX-LSDHHAIUSA-N | ||||||||
| Isomeric SMILES | O[C@@H]1[C@H](OC2=C(C(O)=CC(O)=C2)C1=O)C1=CC=C(O)C(O)=C1 | ||||||||
| Average Molecular Weight | 304.2516 | ||||||||
| Monoisotopic Molecular Weight | 304.058302738 | ||||||||
| Classification | |||||||||
| 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. | ||||||||
| Kingdom | Organic compounds | ||||||||
| Super Class | Phenylpropanoids and polyketides | ||||||||
| Class | Flavonoids | ||||||||
| Sub Class | Flavans | ||||||||
| Direct Parent | Flavanonols | ||||||||
| Alternative Parents |
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| Substituents |
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| Molecular Framework | Aromatic heteropolycyclic compounds | ||||||||
| External Descriptors |
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| Ontology | |||||||||
| Ontology | No ontology term | ||||||||
| Physico-Chemical Properties | |||||||||
| Physico-Chemical Properties - Experimental | |||||||||
| Spectra | |||||||||
| Spectra | |||||||||
| EI-MS/GC-MS | Not Available | ||||||||
| MS/MS | Not Available | ||||||||
| NMR | Not Available | ||||||||
| External Links | |||||||||
| ChemSpider ID | Not Available | ||||||||
| ChEMBL ID | Not Available | ||||||||
| KEGG Compound ID | Not Available | ||||||||
| Pubchem Compound ID | 10185 | ||||||||
| Pubchem Substance ID | Not Available | ||||||||
| ChEBI ID | Not Available | ||||||||
| Phenol-Explorer ID | 117 | ||||||||
| DrugBank ID | DB02224 | ||||||||
| HMDB ID | Not Available | ||||||||
| CRC / DFC (Dictionary of Food Compounds) ID | CNL06-P:CNL07-Q | ||||||||
| EAFUS ID | Not Available | ||||||||
| Dr. Duke ID | TAXIFOLIN | ||||||||
| BIGG ID | Not Available | ||||||||
| KNApSAcK ID | C00000677 | ||||||||
| HET ID | Not Available | ||||||||
| Food Biomarker Ontology | Not Available | ||||||||
| VMH ID | Not Available | ||||||||
| Flavornet ID | Not Available | ||||||||
| GoodScent ID | Not Available | ||||||||
| SuperScent ID | Not Available | ||||||||
| Wikipedia ID | Not Available | ||||||||
| Phenol-Explorer Metabolite ID | 117 | ||||||||
| Duplicate IDS | Not Available | ||||||||
| Old DFC IDS | Not Available | ||||||||
| Associated Foods | |||||||||
Processing... | |||||||||
| Biological Effects and Interactions | |||||||||
| Health Effects / Bioactivities | |||||||||
| Enzymes | Not Available | ||||||||
| Pathways | Not Available | ||||||||
| Metabolism | Not Available | ||||||||
| Biosynthesis | Not Available | ||||||||
| Organoleptic Properties | |||||||||
| Flavours | Not Available | ||||||||
| Files | |||||||||
| MSDS | Not Available | ||||||||
| References | |||||||||
| Synthesis Reference | Not Available | ||||||||
| General Reference | Not Available | ||||||||
| Content Reference | — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181. — Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070. — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). | ||||||||