Malvidin (YMDB01733)

Identification
YMDB IDYMDB01733
NameMalvidin
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMalvidin is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 3,4',5,7-tetrahydroxy-3',5'-dimethoxy-Flavylium chloride
  • 3,4',5,7-Tetrahydroxy-3',5'-dimethoxyflavylium chloride
  • 3',5'-Dimethoxy-3,4',5,7-tetrahydroxyflavylium acid anion
  • Enidin
  • Flavylium, 3,4',5,7-tetrahydroxy-3',5'-dimethoxy-, chloride
  • Malvidin chloride
  • Malvidol
  • Malvinidin
  • Oenidin
  • Primulidin
  • Syringidin
  • Syringidin chloride
  • 3,5,7,4'-Tetrahydroxy-3',5'-dimethoxyflavylium
  • Malvidin
CAS number643-84-5
WeightAverage: 331.2968
Monoisotopic: 331.081777834
InChI KeyKZMACGJDUUWFCH-UHFFFAOYSA-O
InChIInChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17/h3-7H,1-2H3,(H3-,18,19,20,21)/p+1
IUPAC Name3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1λ⁴-chromen-1-ylium chloride
Traditional IUPAC Namemalvidin chloride
Chemical FormulaC17H15O7
SMILESCOC1=CC(=CC(OC)=C1O)C1=C(O)C=C2C(O)=CC(O)=CC2=[O+]1
Chemical Taxonomy
Description belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent3'-O-methylated flavonoids
Alternative Parents
Substituents
  • 3p-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • Anthocyanidin
  • 1-benzopyran
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Methoxyphenol
  • Benzopyran
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Anisole
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Ether
  • Organic zwitterion
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organic chloride salt
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateLiquid
Charge0
Melting point>300 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.023 g/LALOGPS
logP2.58ALOGPS
logP2.83ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)5.99ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area112.52 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity95.06 m³·mol⁻¹ChemAxon
Polarizability33.1 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0609000000-746f6d6831eb9c44ccefJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0udj-2133095000-bf7b2e963dbb6ffddce0JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0109000000-6727372daf5a31e5717aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uxr-0319000000-aa631e046617f266852bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-4910000000-4924bb05c5b91d897ef0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0109000000-dd06af5f82f019309235JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-0039000000-da71ae2b3ecd3e250a02JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00b9-1966000000-6833532cd1ea4d3b7c2bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0009000000-fc98ca9c3fda42fad8abJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f8a-0049000000-9b85f063dc9a47ea2ff1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0394000000-9c210b6e33dae16e5ebcJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID698299
HMDB IDHMDB03201
Pubchem Compound ID159287
Kegg IDC08716
ChemSpider ID73580
FOODB IDFDB002713
Wikipedia IDMalvidin
BioCyc IDNot Available