Posted inUncategorized

Delphinidin 3-(6-malonyl-glucoside)

July 21, 2017
Common Name

Delphinidin 3-(6-malonyl-glucoside) Description

Delphinidin 3-(6-malonyl-glucoside) is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Delphinidin 3-(6-malonyl-glucoside) belongs to the family of Anthocyanins. These are organic compounds containing a flavyliumA ion or 2-phenylchromenylium based skeleton bound to a sugar. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB29247 (Delphinidin 3-(6''-malonyl-glucoside))

Synonyms

Value Source Delphinidin 3-O-(6-O-malonyl-beta-D-glucoside)ChEBI Delphinidin 3-O-(6-O-malonyl-b-D-glucoside)Generator Delphinidin 3-O-(6-O-malonyl-β-D-glucoside)Generator Delphinidin 3-(6''-malonylglucoside)HMDB Delphinidin 3-O-(6''-malonyl-glucoside)HMDB Delphinidin 3-O-(6''-malonylglucoside)HMDB

Chemical Formlia

C24H23O15 Average Molecliar Weight

551.4304 Monoisotopic Molecliar Weight

551.103695066 IUPAC Name

3-{[(2S,3R,4S,5S,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium Traditional Name

3-{[(2S,3R,4S,5S,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-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=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C24H22O15/c25-9-3-11(26)10-5-15(23(37-14(10)4-9)8-1-12(27)19(32)13(28)2-8)38-24-22(35)21(34)20(33)16(39-24)7-36-18(31)6-17(29)30/h1-5,16,20-22,24,33-35H,6-7H2,(H5-,25,26,27,28,29,30,32)/p+1/t16-,20-,21+,22-,24-/m1/s1

InChI Key

FNFHDAUGLIPVPU-XQKZCQIMSA-O Chemical Taxonomy Description

This compound belongs to the class of chemical entities 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

Chemical entities Super Class

Organic compounds Class

Phenylpropanoids and polyketides Sub Class

Flavonoids Direct Parent

Anthocyanidin-3-O-glycosides Alternative Parents

  • Flavonoid-3-O-glycosides
  • 3-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 5-hydroxyflavonoids
  • 7-hydroxyflavonoids
  • Anthocyanidins
  • O-glycosyl compounds
  • 1-benzopyrans
  • Pyrogallols and derivatives
  • 1-hydroxy-2-unsubstituted benzenoids
  • 1-hydroxy-4-unsubstituted benzenoids
  • 1,3-dicarbonyl compounds
  • Oxanes
  • Monosaccharides
  • Benzene and substituted derivatives
  • Dicarboxylic acids and derivatives
  • Heteroaromatic compounds
  • Secondary alcohols
  • Carboxylic acid esters
  • Acetals
  • Polyols
  • Carboxylic acids
  • Oxacyclic compounds
  • Hydrocarbon derivatives
  • Organic oxides
  • Organic cations

    • Substituents

  • Anthocyanidin-3-o-glycoside
  • Flavonoid-3-o-glycoside
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Anthocyanidin
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Benzenetriol
  • Pyrogallol derivative
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1,3-dicarbonyl compound
  • Oxane
  • Monosaccharide
  • Benzenoid
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Heteroaromatic compound
  • Secondary alcohol
  • Carboxylic acid ester
  • Polyol
  • Acetal
  • Organoheterocyclic compound
  • Carboxylic acid
  • Oxacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound

    • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

  • beta-D-glucoside (CHEBI:55334 )
  • anthocyanin cation (CHEBI:55334 )
  • Anthocyanidins (C16301 )
  • Anthocyanidins and anthocyanins (C16301 )

    • 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 Solubility0.56 mg/mLALOGPS logP1.02ALOGPS logP0.39ChemAxon logS-3ALOGPS pKa (Strongest Acidic)3.29ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count13ChemAxon Hydrogen Donor Count9ChemAxon Polar Surface Area257.04 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity133.73 m3·mol-1ChemAxon Polarizability50.86 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

    Not Available Phenol Explorer Metabolite ID

    92 FoodDB ID

    FDB000072 KNApSAcK ID

    Not Available Chemspider ID

    10362664 KEGG Compound ID

    C16301 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29247 Metagene Link

    HMDB29247 METLIN ID

    Not Available PubChem Compound

    14311158 PDB ID

    Not Available ChEBI ID

    55334

    Product: BM212

    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: 1797317

    Last updated on
    Posted inUncategorized

    Delphinidin 3-(6-malonyl-glucoside)

    July 21, 2017
    Common Name

    Delphinidin 3-(6-malonyl-glucoside) Description

    Delphinidin 3-(6-malonyl-glucoside) is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Delphinidin 3-(6-malonyl-glucoside) belongs to the family of Anthocyanins. These are organic compounds containing a flavyliumA ion or 2-phenylchromenylium based skeleton bound to a sugar. Structure

    MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

    Structure for HMDB29247 (Delphinidin 3-(6''-malonyl-glucoside))

    Synonyms

    Value Source Delphinidin 3-O-(6-O-malonyl-beta-D-glucoside)ChEBI Delphinidin 3-O-(6-O-malonyl-b-D-glucoside)Generator Delphinidin 3-O-(6-O-malonyl-β-D-glucoside)Generator Delphinidin 3-(6''-malonylglucoside)HMDB Delphinidin 3-O-(6''-malonyl-glucoside)HMDB Delphinidin 3-O-(6''-malonylglucoside)HMDB

    Chemical Formlia

    C24H23O15 Average Molecliar Weight

    551.4304 Monoisotopic Molecliar Weight

    551.103695066 IUPAC Name

    3-{[(2S,3R,4S,5S,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium Traditional Name

    3-{[(2S,3R,4S,5S,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-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=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@H]1O

    InChI Identifier

    InChI=1S/C24H22O15/c25-9-3-11(26)10-5-15(23(37-14(10)4-9)8-1-12(27)19(32)13(28)2-8)38-24-22(35)21(34)20(33)16(39-24)7-36-18(31)6-17(29)30/h1-5,16,20-22,24,33-35H,6-7H2,(H5-,25,26,27,28,29,30,32)/p+1/t16-,20-,21+,22-,24-/m1/s1

    InChI Key

    FNFHDAUGLIPVPU-XQKZCQIMSA-O Chemical Taxonomy Description

    This compound belongs to the class of chemical entities 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

    Chemical entities Super Class

    Organic compounds Class

    Phenylpropanoids and polyketides Sub Class

    Flavonoids Direct Parent

    Anthocyanidin-3-O-glycosides Alternative Parents

  • Flavonoid-3-O-glycosides
  • 3-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • 5-hydroxyflavonoids
  • 7-hydroxyflavonoids
  • Anthocyanidins
  • O-glycosyl compounds
  • 1-benzopyrans
  • Pyrogallols and derivatives
  • 1-hydroxy-2-unsubstituted benzenoids
  • 1-hydroxy-4-unsubstituted benzenoids
  • 1,3-dicarbonyl compounds
  • Oxanes
  • Monosaccharides
  • Benzene and substituted derivatives
  • Dicarboxylic acids and derivatives
  • Heteroaromatic compounds
  • Secondary alcohols
  • Carboxylic acid esters
  • Acetals
  • Polyols
  • Carboxylic acids
  • Oxacyclic compounds
  • Hydrocarbon derivatives
  • Organic oxides
  • Organic cations

    • Substituents

  • Anthocyanidin-3-o-glycoside
  • Flavonoid-3-o-glycoside
  • 3'-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Anthocyanidin
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Benzenetriol
  • Pyrogallol derivative
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1,3-dicarbonyl compound
  • Oxane
  • Monosaccharide
  • Benzenoid
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Heteroaromatic compound
  • Secondary alcohol
  • Carboxylic acid ester
  • Polyol
  • Acetal
  • Organoheterocyclic compound
  • Carboxylic acid
  • Oxacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound

    • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

  • beta-D-glucoside (CHEBI:55334 )
  • anthocyanin cation (CHEBI:55334 )
  • Anthocyanidins (C16301 )
  • Anthocyanidins and anthocyanins (C16301 )

    • 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 Solubility0.56 mg/mLALOGPS logP1.02ALOGPS logP0.39ChemAxon logS-3ALOGPS pKa (Strongest Acidic)3.29ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count13ChemAxon Hydrogen Donor Count9ChemAxon Polar Surface Area257.04 Å2ChemAxon Rotatable Bond Count8ChemAxon Refractivity133.73 m3·mol-1ChemAxon Polarizability50.86 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

    Not Available Phenol Explorer Metabolite ID

    92 FoodDB ID

    FDB000072 KNApSAcK ID

    Not Available Chemspider ID

    10362664 KEGG Compound ID

    C16301 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29247 Metagene Link

    HMDB29247 METLIN ID

    Not Available PubChem Compound

    14311158 PDB ID

    Not Available ChEBI ID

    55334

    Product: BM212

    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: 1797317

    Last updated on