Posted inUncategorized

Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside

July 21, 2017
Common Name

Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside Description

Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside belongs to the family of Flavonoid O-Glycosides. These are compounds containing a carbohydrate moiety which is o-glycosidically linked to one of the flavonoid backbones (2-phenylchromen-4-one, 3-phenylchromen-4-one or 4-phenylcoumarin). Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29265 (Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside)

Synonyms

Not Available Chemical Formlia

C53H56O28 Average Molecliar Weight

1140.9949 Monoisotopic Molecliar Weight

1140.295811208 IUPAC Name

[(2R,3S,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-3-yl]oxy}oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate Traditional Name

[(2R,3S,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-3-yl]oxy}oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate CAS Registry Number

Not Available SMILES

COC1=CC(C=CC(=O)OC[C@H]2O[C@@H](O[C@H]3[C@@H](OC4=C(OC5=CC(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)=CC(O)=C5C4=O)C4=CC=C(O)C=C4)O[C@H](COC(=O)C=CC4=CC=C(O)C(O)=C4)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C53H56O28/c1-71-30-14-22(15-31(72-2)38(30)61)5-12-36(60)73-19-33-40(63)44(67)47(70)52(78-33)81-50-45(68)41(64)34(20-74-35(59)11-4-21-3-10-26(56)27(57)13-21)79-53(50)80-49-42(65)37-28(58)16-25(75-51-46(69)43(66)39(62)32(18-54)77-51)17-29(37)76-48(49)23-6-8-24(55)9-7-23/h3-17,32-34,39-41,43-47,50-58,61-64,66-70H,18-20H2,1-2H3/b11-4+,12-5+/t32-,33-,34-,39-,40-,41-,43+,44+,45+,46-,47-,50-,51-,52+,53-/m1/s1

InChI Key

GINCECVAGAWZPZ-LXWFTQFXSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified 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

Organic compounds Super Class

Phenylpropanoids and polyketides Class

Flavonoids Sub Class

Flavonoid glycosides Direct Parent

Flavonoid 3-O-p-coumaroyl glycosides Alternative Parents

  • Flavonoid-7-O-glycosides
  • Flavonoid-3-O-glycosides
  • Flavones
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • Phenolic glycosides
  • Coumaric acids and derivatives
  • Cinnamic acid esters
  • O-glycosyl compounds
  • Disaccharides
  • Chromones
  • Methoxyphenols
  • Dimethoxybenzenes
  • Phenylpropenes
  • Styrenes
  • Catechols
  • Anisoles
  • Pyranones and derivatives
  • Fatty acid esters
  • Alkyl aryl ethers
  • Oxanes
  • Dicarboxylic acids and derivatives
  • Vinylogous acids
  • Heteroaromatic compounds
  • Enoate esters
  • Secondary alcohols
  • 1,2-diols
  • Oxacyclic compounds
  • Acetals
  • Primary alcohols
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Flavonoid 3-o-6-p-coumaroyl-glycoside
  • Flavonoid-7-o-glycoside
  • Flavonoid-3-o-glycoside
  • Hydroxyflavonoid
  • Flavone
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • Phenolic glycoside
  • Cinnamic acid ester
  • Hydroxycinnamic acid or derivatives
  • Coumaric acid or derivatives
  • Cinnamic acid or derivatives
  • O-glycosyl compound
  • Glycosyl compound
  • Disaccharide
  • Chromone
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • 1-benzopyran
  • Methoxyphenol
  • Benzopyran
  • Phenylpropene
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • 1,2-diphenol
  • Anisole
  • Pyranone
  • Phenol
  • Fatty acid ester
  • Alkyl aryl ether
  • Fatty acyl
  • Benzenoid
  • Pyran
  • Oxane
  • Dicarboxylic acid or derivatives
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous acid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Secondary alcohol
  • Polyol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Solubility0.33 mg/mLALOGPS logP2.17ALOGPS logP0.96ChemAxon logS-3.5ALOGPS pKa (Strongest Acidic)8.04ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count26ChemAxon Hydrogen Donor Count14ChemAxon Polar Surface Area435.96 Å2ChemAxon Rotatable Bond Count20ChemAxon Refractivity269.86 m3·mol-1ChemAxon Polarizability108.7 Å3ChemAxon Number of Rings8ChemAxon 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

    343 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000181 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

    HMDB29265 Metagene Link

    HMDB29265 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: KPT-8602

    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: 8891244

    Last updated on
    Posted inUncategorized

    Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside

    July 21, 2017
    Common Name

    Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside Description

    Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside belongs to the family of Flavonoid O-Glycosides. These are compounds containing a carbohydrate moiety which is o-glycosidically linked to one of the flavonoid backbones (2-phenylchromen-4-one, 3-phenylchromen-4-one or 4-phenylcoumarin). Structure

    MOLSDFPDBSMILESInChI

    Structure for HMDB29265 (Kaempferol 3-O-sinapoyl-caffeoyl-sophoroside 7-O-glucoside)

    Synonyms

    Not Available Chemical Formlia

    C53H56O28 Average Molecliar Weight

    1140.9949 Monoisotopic Molecliar Weight

    1140.295811208 IUPAC Name

    [(2R,3S,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-3-yl]oxy}oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate Traditional Name

    [(2R,3S,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-3-yl]oxy}oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate CAS Registry Number

    Not Available SMILES

    COC1=CC(C=CC(=O)OC[C@H]2O[C@@H](O[C@H]3[C@@H](OC4=C(OC5=CC(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)=CC(O)=C5C4=O)C4=CC=C(O)C=C4)O[C@H](COC(=O)C=CC4=CC=C(O)C(O)=C4)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)=CC(OC)=C1O

    InChI Identifier

    InChI=1S/C53H56O28/c1-71-30-14-22(15-31(72-2)38(30)61)5-12-36(60)73-19-33-40(63)44(67)47(70)52(78-33)81-50-45(68)41(64)34(20-74-35(59)11-4-21-3-10-26(56)27(57)13-21)79-53(50)80-49-42(65)37-28(58)16-25(75-51-46(69)43(66)39(62)32(18-54)77-51)17-29(37)76-48(49)23-6-8-24(55)9-7-23/h3-17,32-34,39-41,43-47,50-58,61-64,66-70H,18-20H2,1-2H3/b11-4+,12-5+/t32-,33-,34-,39-,40-,41-,43+,44+,45+,46-,47-,50-,51-,52+,53-/m1/s1

    InChI Key

    GINCECVAGAWZPZ-LXWFTQFXSA-N Chemical Taxonomy Description

    This compound belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified 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

    Organic compounds Super Class

    Phenylpropanoids and polyketides Class

    Flavonoids Sub Class

    Flavonoid glycosides Direct Parent

    Flavonoid 3-O-p-coumaroyl glycosides Alternative Parents

  • Flavonoid-7-O-glycosides
  • Flavonoid-3-O-glycosides
  • Flavones
  • 5-hydroxyflavonoids
  • 4-hydroxyflavonoids
  • Phenolic glycosides
  • Coumaric acids and derivatives
  • Cinnamic acid esters
  • O-glycosyl compounds
  • Disaccharides
  • Chromones
  • Methoxyphenols
  • Dimethoxybenzenes
  • Phenylpropenes
  • Styrenes
  • Catechols
  • Anisoles
  • Pyranones and derivatives
  • Fatty acid esters
  • Alkyl aryl ethers
  • Oxanes
  • Dicarboxylic acids and derivatives
  • Vinylogous acids
  • Heteroaromatic compounds
  • Enoate esters
  • Secondary alcohols
  • 1,2-diols
  • Oxacyclic compounds
  • Acetals
  • Primary alcohols
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Flavonoid 3-o-6-p-coumaroyl-glycoside
  • Flavonoid-7-o-glycoside
  • Flavonoid-3-o-glycoside
  • Hydroxyflavonoid
  • Flavone
  • 5-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • Phenolic glycoside
  • Cinnamic acid ester
  • Hydroxycinnamic acid or derivatives
  • Coumaric acid or derivatives
  • Cinnamic acid or derivatives
  • O-glycosyl compound
  • Glycosyl compound
  • Disaccharide
  • Chromone
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • 1-benzopyran
  • Methoxyphenol
  • Benzopyran
  • Phenylpropene
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • 1,2-diphenol
  • Anisole
  • Pyranone
  • Phenol
  • Fatty acid ester
  • Alkyl aryl ether
  • Fatty acyl
  • Benzenoid
  • Pyran
  • Oxane
  • Dicarboxylic acid or derivatives
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous acid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Secondary alcohol
  • Polyol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Carboxylic acid derivative
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Solubility0.33 mg/mLALOGPS logP2.17ALOGPS logP0.96ChemAxon logS-3.5ALOGPS pKa (Strongest Acidic)8.04ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count26ChemAxon Hydrogen Donor Count14ChemAxon Polar Surface Area435.96 Å2ChemAxon Rotatable Bond Count20ChemAxon Refractivity269.86 m3·mol-1ChemAxon Polarizability108.7 Å3ChemAxon Number of Rings8ChemAxon 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

    343 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000181 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

    HMDB29265 Metagene Link

    HMDB29265 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: KPT-8602

    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: 8891244

    Last updated on