NP-MRD: Showing NP-Card for Cyanidin (NP0045980)

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Record Information

Version

2.0

Created at

2022-03-17 19:46:24 UTC

Updated at

2022-03-17 19:46:25 UTC

NP-MRD ID

NP0045980

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cyanidin

Description

Cyanidin is found in Abies amabilis, Abies grandis, Abutilon theophrasti, Acacia dealbata, Aceraceae macrophyllum, Aechmea glomerata, Anigozanthos pulcherrimus, Anigozanthos rufus, Antirrhinum majus , Arabidopsis thaliana, Brassica napa, Cornus alba, Cornus alba 'Sibirica' , Crataegus monogyna, Daucus carota , Dioscorea alata , Euscaphis konishii, Ginkgo biloba , Hamamelis virginiana, Hibiscus mutabilis , Magnolia denudata , Magnolia liliiflora , Malva sylvestris , Matthiola incana, Medicago arabica, Medicago truncatula, Penstemon serrulatus, Petunia exserta, Petunia hybrida, Pinus brutia, Polygonum senticosum, Polygonum perfoliatum, Rosa spinosissima, Salix alba, Salix cinerea, Sambucus canadensis , Schoenoplectus tabernaemontani, Sesbania grandiflora L. , Solanum tuberosum subsp. Andigena , Sophora flavescens , Taxus chinensis, Thuja plicata, Thuja spp., Vaccinium angustifolium , Vaccinium alaskaense, Vaccinium spp., Vaccinium uliginosum , Valeriana spryginii, Viburnum mongolicum, Vicia faba and Vitis labrusca . Cyanidin was first documented in 2013 (PMID: 23123597).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652304222019062D          

 21 23  0  0  0  0            999 V2000
    1.0988   -1.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2422    0.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132    2.2829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422    1.4580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4997   -0.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4997   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -1.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -2.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5277    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133    1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    1.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132   -0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5277    0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3757   -0.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387    0.2205    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.0532   -0.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3388   -1.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3757   -1.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  2  6  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  3 11  1  0  0  0  0
  4 10  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 16 13  1  0  0  0  0
  1 21  1  0  0  0  0
 18  5  2  0  0  0  0
  8 19  2  0  0  0  0
M  CHG  1  17   1
M  END
> <DATABASE_ID>
NP0045980

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(O)=C2C=C(O)C(=[O+]C2=C1)C1=CC(O)=C(O)C=C1

> <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

> <INCHI_KEY>
VEVZSMAEJFVWIL-UHFFFAOYSA-O

> <FORMULA>
C15H11O6

> <MOLECULAR_WEIGHT>
287.2442

> <EXACT_MASS>
287.055563084

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.088202763192164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2H-chromen-2-ylium

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
-0.7986674006666667

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.051890603823598

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.469078880289808

> <JCHEM_PKA_STRONGEST_BASIC>
-2.910543538519334

> <JCHEM_POLAR_SURFACE_AREA>
114.29

> <JCHEM_REFRACTIVITY>
74.1603

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2H-chromen-2-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-20         0                                  
HETATM    1  O   UNK     0       2.051  -2.668   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -6.052   0.449   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.385   4.261   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.052   2.722   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.332   0.412   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.666  -0.358   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.666  -1.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.332  -2.668   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.332  -4.208   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.718   1.952   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.385   2.722   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.051   1.951   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.051   0.412   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.385  -0.358   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.718   0.412   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.701  -0.358   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.632   0.412   0.000  0.00  0.00           O+1
HETATM   18  C   UNK     0      -1.966  -0.358   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.966  -1.898   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.632  -2.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.701  -1.898   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2    6                                                            
CONECT    3   11                                                            
CONECT    4   10                                                            
CONECT    5    6   18                                                       
CONECT    6    5    7    2                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8                                                            
CONECT   10   11   15    4                                                  
CONECT   11   10   12    3                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   21   17   13                                                  
CONECT   17   16   18                                                       
CONECT   18   19   17    5                                                  
CONECT   19   18   20    8                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16    1                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
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

Chemical Formula

C₁₅H₁₁O₆

Average Mass

287.2442 Da

Monoisotopic Mass

287.05556 Da

IUPAC Name

2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2H-chromen-2-ylium

Traditional Name

2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2H-chromen-2-ylium

CAS Registry Number

528-58-5

SMILES

OC1=CC(O)=C2C=C(O)C(=[O+]C2=C1)C1=CC(O)=C(O)C=C1

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

InChI Key

VEVZSMAEJFVWIL-UHFFFAOYSA-O

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies amabilis	Plant	KNApSAcK
Abies grandis	Plant	KNApSAcK
Abutilon theophrasti	LOTUS Database	35616633
Acacia dealbata	LOTUS Database	35616633
Aceraceae macrophyllum	-	KNApSAcK
Actinidia chinensis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Aechmea glomerata	Plant	KNApSAcK
Allium cepa	FooDB	USDA
Allium cepa L.	FooDB	USDA
Amelanchier alnifolia	FooDB	USDA
Anacardium occidentale	FooDB	USDA
Ananas comosus	FooDB	USDA
Anigozanthos pulcherrimus	Plant	KNApSAcK
Anigozanthos rufus	Plant	KNApSAcK
Antirrhinum majus	Plant	KNApSAcK
Apium graveolens	FooDB	USDA
Arabidopsis thaliana	Plant	KNApSAcK
Arachis hypogaea	FooDB	USDA
Averrhoa carambola	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Bertholletia excelsa	FooDB	USDA
Borago officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica napa	Plant	KNApSAcK
Brassica oleracea	FooDB	USDA
Brassica oleracea var. italica	FooDB	USDA
Brassica rapa	FooDB	USDA
Brassica ruvo	FooDB	USDA
Capsicum annuum	FooDB	USDA
Carya illinoinensis	FooDB	USDA
Cichorium intybus	FooDB	USDA
Citrullus lanatus	FooDB	USDA
Citrus paradisi	FooDB	USDA
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	USDA
Coffea arabica L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Colocasia esculenta	FooDB	USDA
Cornus alba	LOTUS Database	35616633
Cornus alba 'Sibirica'	Plant	KNApSAcK
Corylus	FooDB	USDA
Crataegus monogyna	LOTUS Database	35616633
Crocus sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucumis melo	FooDB	USDA
Cynara scolymus	FooDB	USDA
Daucus carota	Plant	KNApSAcK
Daucus carota ssp. sativus	FooDB	USDA
Dioscorea alata	Plant	KNApSAcK
Elettaria cardamomum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Eriobotrya japonica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Eruca vesicaria subsp. Sativa	FooDB	USDA
Euscaphis konishii	Plant	KNApSAcK
Fagopyrum esculentum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ficus carica	FooDB	USDA
Fragaria x ananassa	FooDB	PHENOL EXPLORER
Ginkgo biloba	Plant	KNApSAcK
Gossypium	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hamamelis virginiana	LOTUS Database	35616633
Hibiscus mutabilis	Plant	KNApSAcK
Hippophae rhamnoides	FooDB	USDA
Ipomoea batatas	FooDB	USDA
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lactuca sativa	FooDB	USDA
Laurus nobilis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Macadamia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Magnolia denudata	Plant	KNApSAcK
Magnolia liliiflora	Plant	KNApSAcK
Malpighia emarginata	FooDB	USDA
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Malva sylvestris	Plant	KNApSAcK
Mangifera indica	FooDB	USDA
Matthiola incana	LOTUS Database	35616633
Medicago arabica	Plant	KNApSAcK
Medicago truncatula	Plant	KNApSAcK
Musa acuminata	FooDB	USDA
Musa x paradisiaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Myristica fragrans	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Penstemon serrulatus	LOTUS Database	35616633
Persea americana	FooDB	USDA
Petunia exserta	LOTUS Database	35616633
Petunia x hybrida	Plant	KNApSAcK
Phaseolus vulgaris	FooDB	PHENOL EXPLORER
Phoenix dactylifera	FooDB	USDA
Photinia melanocarpa	FooDB	USDA
Pinus brutia	LOTUS Database	35616633
Pinus edulis	FooDB	USDA
Pistacia vera	FooDB	USDA
Pisum sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Polygonum senticosum	Plant	KNApSAcK
Polygonum perfoliatum	Plant	KNApSAcK
Prunus armeniaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus avium	FooDB	USDA
Prunus avium L.	FooDB	USDA
Prunus cerasus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus domestica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus dulcis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus persica	FooDB	USDA
Prunus persica var. nucipersica	FooDB	USDA
Psidium cattleianum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pyrus communis	FooDB	USDA
Raphanus sativus	FooDB	USDA
Ribes nigrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes rubrum	FooDB	USDA
Ribes uva-crispa	FooDB	USDA
Rosa spinosissima	LOTUS Database	35616633
Rubus arcticus	FooDB	USDA
Rubus chamaemorus	FooDB	PHENOL EXPLORER
Rubus idaeus	FooDB	PHENOL EXPLORER
Rubus occidentalis	FooDB	USDA
Salix alba	LOTUS Database	35616633
Salix cinerea	LOTUS Database	35616633
Sambucus canadensis	Plant	KNApSAcK
Sambucus nigra L.	FooDB	USDA
Schoenoplectus tabernaemontani	LOTUS Database	35616633
Sesbania grandiflora L.	Plant	KNApSAcK
Solanum lycopersicum	FooDB	USDA
Solanum melongena	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Solanum tuberosum	FooDB	USDA
Solanum tuberosum subsp. Andigena	Plant	KNApSAcK
Sophora flavescens	Plant	KNApSAcK
Syzygium cumini	FooDB	USDA
Taxus chinensis	Plant	KNApSAcK
Theobroma cacao	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Thuja plicata	Plant	KNApSAcK
Thuja spp.	Plant	KNApSAcK
Triticum	FooDB	USDA
Vaccinium	FooDB	USDA
Vaccinium angustifolium	Plant	KNApSAcK
Vaccinium corymbosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium macrocarpon	FooDB	USDA
Vaccinium myrtillus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium ovalifolium	Plant	KNApSAcK
Vaccinium spp.	Plant	KNApSAcK
Vaccinium uliginosum	Plant	KNApSAcK
Vaccinium vitis-idaea	FooDB	USDA
Valeriana spryginii	Plant	KNApSAcK
Viburnum mongolicum	LOTUS Database	35616633
Vicia faba	LOTUS Database	35616633
Vigna angularis	FooDB	KNAPSACK
Vigna unguiculata	FooDB	USDA
Vigna unguiculata var. sesquipedalis	FooDB	USDA
Vitis	FooDB	USDA
Vitis labrusca	Plant	KNApSAcK
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Zea mays L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Hydroxyflavonoids

Direct Parent

7-hydroxyflavonoids

Alternative Parents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

anthocyanidin cation (CHEBI:27843 )
Anthocyanidins (C05905 )
Anthocyanidins and anthocyanins (C05905 )
Anthocyanidins (LMPK12010002 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.41	ALOGPS
logP	-0.8	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	6.47	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	114.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.16 m³·mol⁻¹	ChemAxon
Polarizability	28.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0002708

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Cyanidin

METLIN ID

Not Available

PubChem Compound

128861

PDB ID

Not Available

ChEBI ID

27843

Good Scents ID

Not Available

References

General References

Tanaka J, Nakanishi T, Shimoda H, Nakamura S, Tsuruma K, Shimazawa M, Matsuda H, Yoshikawa M, Hara H: Purple rice extract and its constituents suppress endoplasmic reticulum stress-induced retinal damage in vitro and in vivo. Life Sci. 2013 Jan 17;92(1):17-25. doi: 10.1016/j.lfs.2012.10.017. Epub 2012 Oct 31. [PubMed:23123597 ]
Gao S, Chen T, Choi MY, Liang Y, Xue J, Wong YS: Cyanidin reverses cisplatin-induced apoptosis in HK-2 proximal tubular cells through inhibition of ROS-mediated DNA damage and modulation of the ERK and AKT pathways. Cancer Lett. 2013 Jun 1;333(1):36-46. doi: 10.1016/j.canlet.2012.12.029. Epub 2013 Jan 27. [PubMed:23360684 ]
Veljanovski V, Constabel CP: Molecular cloning and biochemical characterization of two UDP-glycosyltransferases from poplar. Phytochemistry. 2013 Jul;91:148-57. doi: 10.1016/j.phytochem.2012.12.012. Epub 2013 Jan 30. [PubMed:23375153 ]
Deguchi A, Ohno S, Hosokawa M, Tatsuzawa F, Doi M: Endogenous post-transcriptional gene silencing of flavone synthase resulting in high accumulation of anthocyanins in black dahlia cultivars. Planta. 2013 May;237(5):1325-35. doi: 10.1007/s00425-013-1848-6. Epub 2013 Feb 7. [PubMed:23389674 ]

Showing NP-Card for Cyanidin (NP0045980)

MOL for NP0045980 (Cyanidin)

3D MOL for NP0045980 (Cyanidin)

3D SDF for NP0045980 (Cyanidin)

3D-SDF for NP0045980 (Cyanidin)

PDB for NP0045980 (Cyanidin)

3D PDB for NP0045980 (Cyanidin)

SMILES for NP0045980 (Cyanidin)

INCHI for NP0045980 (Cyanidin)

Structure for NP0045980 (Cyanidin)

3D Structure for NP0045980 (Cyanidin)