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Identification
YMDB IDYMDB01738
NameMalvidin glucoside-ethyl-catechin
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMalvidin glucoside-ethyl-catechin is a flavanol-anthocyanin adduct, a type of pyranoanthocyanin. Flavanol-anthocyanin adducts are formed during wine ageing through reactions between anthocyanins and tannins present in grape, with yeast metabolites such as acetaldehyde. Acetaldehyde-induced reactions yield ethyl-linked species such as malvidin glucoside-ethyl-catechin. [PMID: 17303275]
Structure
Thumb
SynonymsNot Available
CAS numberNot Available
WeightAverage: 807.7699
Monoisotopic: 807.25002495
InChI KeyInChIKey=PDKUNOMSMBMTCT-BDXLLLNFSA-O
InChIInChI=1S/C41H42O17/c1-15(33-20-9-18(16-4-5-22(43)26(47)6-16)23(44)10-19(20)24(45)12-27(33)48)34-28(49)13-25(46)21-11-31(56-41-38(53)37(52)36(51)32(14-42)57-41)39(58-40(21)34)17-7-29(54-2)35(50)30(8-17)55-3/h4-8,11-13,15,18,23,32,36-38,41-42,44,51-53H,9-10,14H2,1-3H3,(H6-,43,45,46,47,48,49,50)/p+1/t15?,18?,23?,32-,36-,37+,38-,41-/m1/s1
IUPAC Name8-{1-[7-(3,4-dihydroxyphenyl)-2,4,6-trihydroxy-5,6,7,8-tetrahydronaphthalen-1-yl]ethyl}-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1$l^{4}-chromen-1-ylium
Traditional IUPAC Name8-{1-[7-(3,4-dihydroxyphenyl)-2,4,6-trihydroxy-5,6,7,8-tetrahydronaphthalen-1-yl]ethyl}-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1$l^{4}-chromen-1-ylium
Chemical FormulaC41H43O17
SMILESCOC1=CC(=CC(OC)=C1O)C1=[O+]C2=C(C(C)C3=C4CC(C(O)CC4=C(O)C=C3O)C3=CC(O)=C(O)C=C3)C(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassLipids
ClassPolyketides
Sub ClassFlavonoids
Other Descriptors
  • Anthocyanins
  • Hexose Monosaccharides
  • Aromatic Heteropolycyclic Compounds
Substituents
  • Anthocyanins
  • Hexose Monosaccharides
  • Aromatic Heteropolycyclic Compounds
Physical Properties
StateNot Available
Charge1
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.0923ALOGPS
logP3.03ALOGPS
logP2.92ChemAxon
logS-4ALOGPS
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count12ChemAxon
Polar Surface Area292.82 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity213.13 m3·mol-1ChemAxon
Polarizability79.51 Å3ChemAxon
Biological Properties
Cellular LocationsNot Available
PathwaysNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
SpectraNot Available
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink