Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:26 UTC |
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Update date | 2020-02-24 19:11:05 UTC |
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Primary ID | FDB002602 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Cyanidin |
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Description | Cyanidin, also known as cyanidol or cyanidin chloride, belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Thus, cyanidin is considered to be a flavonoid lipid molecule. Cyanidin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Cyanidin is found, on average, in the highest concentration within a few different foods, such as black raspberries, elderberries, and black chokeberries and in a lower concentration in lingonberries, pistachio, and cloudberries. Cyanidin has also been detected, but not quantified in, several different foods, such as small-leaf lindens, common thymes, lichee, soy beans, and cocoa beans. This could make cyanidin a potential biomarker for the consumption of these foods. |
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CAS Number | 528-58-5 |
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Structure | |
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Synonyms | Synonym | Source |
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2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-1-benzopyrylium | ChEBI | 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxychromenylium | ChEBI | 3,3',4',5,7-Pentahydroxyflavylium | ChEBI | 3,5,7,3',4'-Pentahydroxyflavylium | ChEBI | Cyanidine | ChEBI | Cyanidol | ChEBI | 3,3',4',5,7-Pentahydroxyflavylium chloride | KEGG | Chlorure de 3,3',4',5,7-pentahydroxyflavylium | KEGG | 3,3',4',5,7-Pentahydroxyflavyliumchlorid | KEGG | 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-1-benzopyrylium chloride | KEGG | 3,3',4',5,7-Pentahydroxy-2-phenylbenzopyrylium chloride | KEGG | Cyanidin chloride | KEGG | Cyanidol chloride | KEGG | IdB 1027 | KEGG | Cyanidin ion | MeSH | 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-, chloride | MeSH | 2-(3,4-Dihydroxyphenyl) chromenylium-3,5,7-triol | MeSH | Flavylium, 3,3',4',5,7-pentahydroxy-, chloride | MeSH | 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-, chloride (1:1) | MeSH | Cyanidin cation | MeSH | 3,5,7,3’,4’-Pentahydroxyflavylium | HMDB | Cyanidin | HMDB | 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy- | biospider | 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-1-benzopyrylium(1+), 9CI | db_source | 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenylium | biospider | Cyanidol (6CI) | manual | Flavylium, 3,3',4',5,7-pentahydroxy- | biospider |
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Predicted Properties | |
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Chemical Formula | C15H11O6 |
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IUPAC name | 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2H-chromen-2-ylium |
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InChI Identifier | InChI=1S/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1 |
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InChI Key | VEVZSMAEJFVWIL-UHFFFAOYSA-O |
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Isomeric SMILES | OC1=CC2=[O+]C(=C(O)C=C2C(O)=C1)C1=CC(O)=C(O)C=C1 |
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Average Molecular Weight | 287.2442 |
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Monoisotopic Molecular Weight | 287.055563084 |
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Classification |
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Description | belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. |
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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 | Hydroxyflavonoids |
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Direct Parent | 7-hydroxyflavonoids |
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Alternative Parents | |
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Substituents | - 3'-hydroxyflavonoid
- 3-hydroxyflavonoid
- 4'-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- Anthocyanidin
- Benzopyran
- 1-benzopyran
- Catechol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Benzenoid
- Monocyclic benzene moiety
- Heteroaromatic compound
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxygen compound
- Organic cation
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Source: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 62.72%; H 3.86%; O 33.42% | DFC |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0abi-0690000000-173d2265dcd29fa12c94 | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS ( TMS) - 70eV, Positive | splash10-001i-2062095000-78127582ff2f81e09993 | JSpectraViewer | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT 20V, positive | splash10-000i-0190000000-5ab24abbf0384667d604 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT 20V, positive | splash10-000i-0390000000-cb44415a595e007f6f39 | JSpectraViewer | MoNA | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0090000000-0a9fc784dd803d3a889e | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0090000000-3284da347edb43bf4585 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01ti-0970000000-ffb2d72fad14ec3d596a | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0090000000-b5bd359053422415d91a | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0090000000-c2b4878a408c4329c697 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-057i-4950000000-95db0e67894990e7b23a | JSpectraViewer |
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External Links |
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ChemSpider ID | 61546 |
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ChEMBL ID | CHEMBL511367 |
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KEGG Compound ID | C05905 |
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Pubchem Compound ID | 68247 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 27843 |
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Phenol-Explorer ID | 19 |
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DrugBank ID | Not Available |
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HMDB ID | HMDB02708 |
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CRC / DFC (Dictionary of Food Compounds) ID | CMQ73-Z:CMQ73-Z |
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EAFUS ID | Not Available |
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Dr. Duke ID | CYANIDIN |
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BIGG ID | Not Available |
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KNApSAcK ID | C00006614 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Cyanidin |
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Phenol-Explorer Metabolite ID | 19 |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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allelochemic | | | DUKE | antioxidant | 22586 | A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. | DUKE | copper chelator | 38161 | A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate. | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE | pigment | 26130 | An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light. | DUKE | prooxidant | | | DUKE |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page. — 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. — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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