Posted inUncategorized

p-Coumaroyl vitisin A

July 21, 2017
Common Name

p-Coumaroyl vitisin A Description

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

MOLSDFPDBSMILESInChI

Structure for HMDB29239 (p-Coumaroyl vitisin A)

Synonyms

Value Source Malvidin 3-(6-coumaroyl)-glucoside pyruvic acidHMDB Malvidin 3-(6-coumaroyl)-glucoside pyruvic adductHMDB

Chemical Formlia

C35H31O16 Average Molecliar Weight

707.611 Monoisotopic Molecliar Weight

707.161209944 IUPAC Name

7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium Traditional Name

7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium CAS Registry Number

Not Available SMILES

COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1OC1O[C@H](COC(=O)C=CC3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2

InChI Identifier

InChI=1S/C35H30O16/c1-45-22-9-16(10-23(46-2)28(22)39)32-33(19-13-24(34(43)44)48-20-11-18(37)12-21(49-32)27(19)20)51-35-31(42)30(41)29(40)25(50-35)14-47-26(38)8-5-15-3-6-17(36)7-4-15/h3-13,25,29-31,35,40-42H,14H2,1-2H3,(H3-,36,37,38,39,43,44)/p+1/t25-,29-,30+,31-,35?/m1/s1

InChI Key

GOINLVYYMYVHAQ-CJKUAQFFSA-O Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Kingdom

Chemical entities Super Class

Organic compounds Class

Phenylpropanoids and polyketides Sub Class

Flavonoids Direct Parent

Anthocyanidin 3-O-6-p-coumaroyl glycosides Alternative Parents

  • Proanthocyanidins
  • Biflavonoids and polyflavonoids
  • Anthocyanidin-3-O-glycosides
  • Flavonoid-3-O-glycosides
  • 3-O-methylated flavonoids
  • 4-hydroxyflavonoids
  • 7-hydroxyflavonoids
  • Anthocyanidins
  • Coumaric acid esters
  • Cinnamic acid esters
  • Coumaric acids and derivatives
  • O-glycosyl compounds
  • Methoxyphenols
  • Dimethoxybenzenes
  • 1-benzopyrans
  • Styrenes
  • Anisoles
  • Phenoxy compounds
  • Fatty acid esters
  • 1-hydroxy-2-unsubstituted benzenoids
  • Alkyl aryl ethers
  • Monosaccharides
  • Dicarboxylic acids and derivatives
  • Oxanes
  • Heteroaromatic compounds
  • Enoate esters
  • Secondary alcohols
  • Carboxylic acids
  • Polyols
  • Acetals
  • Oxacyclic compounds
  • Organic oxides
  • Carbonyl compounds
  • Hydrocarbon derivatives
  • Organic cations

    • Substituents

  • Anthocyanidin 3-o-6-p-coumaroyl-glycoside
  • Proanthocyanidin
  • Bi- and polyflavonoid skeleton
  • Anthocyanin
  • Anthocyanidin-3-o-glycoside
  • Flavonoid-3-o-glycoside
  • 3p-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Anthocyanidin
  • Coumaric acid ester
  • Hydroxycinnamic acid or derivatives
  • Cinnamic acid or derivatives
  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Glycosyl compound
  • O-glycosyl compound
  • Methoxyphenol
  • 1-benzopyran
  • Benzopyran
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Fatty acid ester
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Fatty acyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Oxane
  • Dicarboxylic acid or derivatives
  • Monosaccharide
  • Heteroaromatic compound
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid
  • Ether
  • Acetal
  • Polyol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Alcohol
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • 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

  • Membrane

    • 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 Solubility0.028 mg/mLALOGPS logP3.19ALOGPS logP3.8ChemAxon logS-4.4ALOGPS pKa (Strongest Acidic)2.11ChemAxon pKa (Strongest Basic)-3.6ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count14ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area244.27 Å2ChemAxon Rotatable Bond Count11ChemAxon Refractivity183.94 m3·mol-1ChemAxon Polarizability68.47 Å3ChemAxon Number of Rings6ChemAxon Bioavailability0ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

  • Membrane

    • 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

    66 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000048 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

    HMDB29239 Metagene Link

    HMDB29239 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: MK-1064

    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: 9357513

    Last updated on
    Posted inUncategorized

    p-Coumaroyl vitisin A

    July 21, 2017
    Common Name

    p-Coumaroyl vitisin A Description

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

    MOLSDFPDBSMILESInChI

    Structure for HMDB29239 (p-Coumaroyl vitisin A)

    Synonyms

    Value Source Malvidin 3-(6-coumaroyl)-glucoside pyruvic acidHMDB Malvidin 3-(6-coumaroyl)-glucoside pyruvic adductHMDB

    Chemical Formlia

    C35H31O16 Average Molecliar Weight

    707.611 Monoisotopic Molecliar Weight

    707.161209944 IUPAC Name

    7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium Traditional Name

    7-carboxy-11-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-4-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium CAS Registry Number

    Not Available SMILES

    COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1OC1O[C@H](COC(=O)C=CC3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O)=CC(O)=C2

    InChI Identifier

    InChI=1S/C35H30O16/c1-45-22-9-16(10-23(46-2)28(22)39)32-33(19-13-24(34(43)44)48-20-11-18(37)12-21(49-32)27(19)20)51-35-31(42)30(41)29(40)25(50-35)14-47-26(38)8-5-15-3-6-17(36)7-4-15/h3-13,25,29-31,35,40-42H,14H2,1-2H3,(H3-,36,37,38,39,43,44)/p+1/t25-,29-,30+,31-,35?/m1/s1

    InChI Key

    GOINLVYYMYVHAQ-CJKUAQFFSA-O Chemical Taxonomy Description

    This compound belongs to the class of chemical entities known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Kingdom

    Chemical entities Super Class

    Organic compounds Class

    Phenylpropanoids and polyketides Sub Class

    Flavonoids Direct Parent

    Anthocyanidin 3-O-6-p-coumaroyl glycosides Alternative Parents

  • Proanthocyanidins
  • Biflavonoids and polyflavonoids
  • Anthocyanidin-3-O-glycosides
  • Flavonoid-3-O-glycosides
  • 3-O-methylated flavonoids
  • 4-hydroxyflavonoids
  • 7-hydroxyflavonoids
  • Anthocyanidins
  • Coumaric acid esters
  • Cinnamic acid esters
  • Coumaric acids and derivatives
  • O-glycosyl compounds
  • Methoxyphenols
  • Dimethoxybenzenes
  • 1-benzopyrans
  • Styrenes
  • Anisoles
  • Phenoxy compounds
  • Fatty acid esters
  • 1-hydroxy-2-unsubstituted benzenoids
  • Alkyl aryl ethers
  • Monosaccharides
  • Dicarboxylic acids and derivatives
  • Oxanes
  • Heteroaromatic compounds
  • Enoate esters
  • Secondary alcohols
  • Carboxylic acids
  • Polyols
  • Acetals
  • Oxacyclic compounds
  • Organic oxides
  • Carbonyl compounds
  • Hydrocarbon derivatives
  • Organic cations

    • Substituents

  • Anthocyanidin 3-o-6-p-coumaroyl-glycoside
  • Proanthocyanidin
  • Bi- and polyflavonoid skeleton
  • Anthocyanin
  • Anthocyanidin-3-o-glycoside
  • Flavonoid-3-o-glycoside
  • 3p-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Anthocyanidin
  • Coumaric acid ester
  • Hydroxycinnamic acid or derivatives
  • Cinnamic acid or derivatives
  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Glycosyl compound
  • O-glycosyl compound
  • Methoxyphenol
  • 1-benzopyran
  • Benzopyran
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Fatty acid ester
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Fatty acyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Oxane
  • Dicarboxylic acid or derivatives
  • Monosaccharide
  • Heteroaromatic compound
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid
  • Ether
  • Acetal
  • Polyol
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Alcohol
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • 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

  • Membrane

    • 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 Solubility0.028 mg/mLALOGPS logP3.19ALOGPS logP3.8ChemAxon logS-4.4ALOGPS pKa (Strongest Acidic)2.11ChemAxon pKa (Strongest Basic)-3.6ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count14ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area244.27 Å2ChemAxon Rotatable Bond Count11ChemAxon Refractivity183.94 m3·mol-1ChemAxon Polarizability68.47 Å3ChemAxon Number of Rings6ChemAxon Bioavailability0ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

  • Membrane

    • 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

    66 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000048 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

    HMDB29239 Metagene Link

    HMDB29239 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: MK-1064

    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: 9357513

    Last updated on