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Cyanidin 3-O-(6-malonyl-arabinoside)

July 21, 2017
Common Name

Cyanidin 3-O-(6-malonyl-arabinoside) Description

Cyanidin 3-O-(6-malonyl-arabinoside) is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Cyanidin 3-O-(6-malonyl-arabinoside) belongs to the family of Anthocyanidins. These are sugar-free counterparts of anthocyaninsA based on theA flavyliumA ion or 2-phenylchromenylium ion[1]. (Reference: [1] Wikipedia: en.wikipedia.org/wiki/Anthocyanidin). Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29243 (Cyanidin 3-O-(6''-malonyl-arabinoside))

Synonyms

Not Available Chemical Formlia

C23H21O13 Average Molecliar Weight

505.405 Monoisotopic Molecliar Weight

505.098215758 IUPAC Name

3-{[(2R,3S,4S,5R)-5-{[(2-carboxyacetyl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium Traditional Name

3-{[(2R,3S,4S,5R)-5-{[(2-carboxyacetyl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium CAS Registry Number

Not Available SMILES

O[C@@H]1[C@@H](COC(=O)CC(O)=O)O[C@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC=C(O)C(O)=C2)[C@H]1O

InChI Identifier

InChI=1S/C23H20O13/c24-10-4-13(26)11-6-16(22(34-15(11)5-10)9-1-2-12(25)14(27)3-9)35-23-21(32)20(31)17(36-23)8-33-19(30)7-18(28)29/h1-6,17,20-21,23,31-32H,7-8H2,(H4-,24,25,26,27,28,29)/p+1/t17-,20-,21+,23+/m1/s1

InChI Key

VXFDROQYRNLBSO-CPDIYIAASA-O Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Kingdom

Organic compounds Super Class

Phenylpropanoids and polyketides Class

Flavonoids Sub Class

Flavonoid glycosides Direct Parent

Anthocyanidin-3-O-glycosides Alternative Parents

  • Flavonoid-3-O-glycosides
  • 7-hydroxyflavonoids
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • Anthocyanidins
  • O-glycosyl compounds
  • 1-benzopyrans
  • Resorcinols
  • Catechols
  • Monosaccharides
  • Dicarboxylic acids and derivatives
  • 1,3-dicarbonyl compounds
  • Oxolanes
  • Heteroaromatic compounds
  • Secondary alcohols
  • Carboxylic acid esters
  • 1,2-diols
  • Oxacyclic compounds
  • Carboxylic acids
  • Acetals
  • Hydrocarbon derivatives
  • Organic cations

    • Substituents

  • Anthocyanidin-3-o-glycoside
  • Flavonoid-3-o-glycoside
  • Hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • Anthocyanidin
  • O-glycosyl compound
  • Glycosyl compound
  • 1-benzopyran
  • Benzopyran
  • Resorcinol
  • 1,2-diphenol
  • Phenol
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Monosaccharide
  • Dicarboxylic acid or derivatives
  • Saccharide
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Oxolane
  • Secondary alcohol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound

    • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous

  • Food

    • Biofunction

    Not Available Application

  • Nutrient

    • Cellliar locations

  • Cytoplasm
  • Extracellliar

    • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.21 mg/mLALOGPS logP2.04ALOGPS logP1.35ChemAxon logS-3.4ALOGPS pKa (Strongest Acidic)3.31ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count11ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area216.58 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity125.79 m3·mol-1ChemAxon Polarizability47.39 Å3ChemAxon Number of Rings4ChemAxon Bioavailability0ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available

    Biological Properties Cellliar Locations

  • Cytoplasm
  • Extracellliar

    • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    82 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000062 KNApSAcK ID

    Not Available Chemspider ID

    Not Available KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29243 Metagene Link

    HMDB29243 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: DNQX

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

    PMID: 16807362

    Last updated on
    Posted inUncategorized

    Cyanidin 3-O-(6-malonyl-arabinoside)

    July 21, 2017
    Common Name

    Cyanidin 3-O-(6-malonyl-arabinoside) Description

    Cyanidin 3-O-(6-malonyl-arabinoside) is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Cyanidin 3-O-(6-malonyl-arabinoside) belongs to the family of Anthocyanidins. These are sugar-free counterparts of anthocyaninsA based on theA flavyliumA ion or 2-phenylchromenylium ion[1]. (Reference: [1] Wikipedia: en.wikipedia.org/wiki/Anthocyanidin). Structure

    MOLSDFPDBSMILESInChI

    Structure for HMDB29243 (Cyanidin 3-O-(6''-malonyl-arabinoside))

    Synonyms

    Not Available Chemical Formlia

    C23H21O13 Average Molecliar Weight

    505.405 Monoisotopic Molecliar Weight

    505.098215758 IUPAC Name

    3-{[(2R,3S,4S,5R)-5-{[(2-carboxyacetyl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium Traditional Name

    3-{[(2R,3S,4S,5R)-5-{[(2-carboxyacetyl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium CAS Registry Number

    Not Available SMILES

    O[C@@H]1[C@@H](COC(=O)CC(O)=O)O[C@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC=C(O)C(O)=C2)[C@H]1O

    InChI Identifier

    InChI=1S/C23H20O13/c24-10-4-13(26)11-6-16(22(34-15(11)5-10)9-1-2-12(25)14(27)3-9)35-23-21(32)20(31)17(36-23)8-33-19(30)7-18(28)29/h1-6,17,20-21,23,31-32H,7-8H2,(H4-,24,25,26,27,28,29)/p+1/t17-,20-,21+,23+/m1/s1

    InChI Key

    VXFDROQYRNLBSO-CPDIYIAASA-O Chemical Taxonomy Description

    This compound belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Kingdom

    Organic compounds Super Class

    Phenylpropanoids and polyketides Class

    Flavonoids Sub Class

    Flavonoid glycosides Direct Parent

    Anthocyanidin-3-O-glycosides Alternative Parents

  • Flavonoid-3-O-glycosides
  • 7-hydroxyflavonoids
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • Anthocyanidins
  • O-glycosyl compounds
  • 1-benzopyrans
  • Resorcinols
  • Catechols
  • Monosaccharides
  • Dicarboxylic acids and derivatives
  • 1,3-dicarbonyl compounds
  • Oxolanes
  • Heteroaromatic compounds
  • Secondary alcohols
  • Carboxylic acid esters
  • 1,2-diols
  • Oxacyclic compounds
  • Carboxylic acids
  • Acetals
  • Hydrocarbon derivatives
  • Organic cations

    • Substituents

  • Anthocyanidin-3-o-glycoside
  • Flavonoid-3-o-glycoside
  • Hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 3'-hydroxyflavonoid
  • Anthocyanidin
  • O-glycosyl compound
  • Glycosyl compound
  • 1-benzopyran
  • Benzopyran
  • Resorcinol
  • 1,2-diphenol
  • Phenol
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Monosaccharide
  • Dicarboxylic acid or derivatives
  • Saccharide
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Oxolane
  • Secondary alcohol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound

    • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous

  • Food

    • Biofunction

    Not Available Application

  • Nutrient

    • Cellliar locations

  • Cytoplasm
  • Extracellliar

    • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.21 mg/mLALOGPS logP2.04ALOGPS logP1.35ChemAxon logS-3.4ALOGPS pKa (Strongest Acidic)3.31ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count11ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area216.58 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity125.79 m3·mol-1ChemAxon Polarizability47.39 Å3ChemAxon Number of Rings4ChemAxon Bioavailability0ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available

    Biological Properties Cellliar Locations

  • Cytoplasm
  • Extracellliar

    • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    82 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000062 KNApSAcK ID

    Not Available Chemspider ID

    Not Available KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29243 Metagene Link

    HMDB29243 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: DNQX

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

    PMID: 16807362

    Last updated on