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2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside

July 21, 2017
Common Name

2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside Description

2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside is found in green vegetables. 2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside is isolated from various commercial rhubarbs (Rheum sp.). Structure

MOLSDFPDBSMILESInChI

Structure for HMDB39168 (2-O-p-Coumaroyl-1,6-digalloyl-beta-D-glucopyranoside)

Synonyms

Value Source 2-O-P-Coumaroyl-1,6-digalloyl-b-D-glucopyranosideHMDB

Chemical Formlia

C29H26O16 Average Molecliar Weight

630.5071 Monoisotopic Molecliar Weight

630.122084784 IUPAC Name

(3,4-dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl)methyl 3,4,5-trihydroxybenzoate Traditional Name

(3,4-dihydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-6-(3,4,5-trihydroxybenzoyloxy)oxan-2-yl)methyl 3,4,5-trihydroxybenzoate CAS Registry Number

Not Available SMILES

OC1C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(OC(=O)C=CC2=CC=C(O)C=C2)C1O

InChI Identifier

InChI=1S/C29H26O16/c30-15-4-1-12(2-5-15)3-6-21(35)44-26-25(39)24(38)20(11-42-27(40)13-7-16(31)22(36)17(32)8-13)43-29(26)45-28(41)14-9-18(33)23(37)19(34)10-14/h1-10,20,24-26,29-34,36-39H,11H2/b6-3+

InChI Key

NWXQDDDDBQYZGE-ZZXKWVIFSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). Kingdom

Chemical entities Super Class

Organic compounds Class

Phenylpropanoids and polyketides Sub Class

Tannins Direct Parent

Tannins Alternative Parents

  • Coumaric acid esters
  • Galloyl esters
  • Cinnamic acid esters
  • Coumaric acids and derivatives
  • p-Hydroxybenzoic acid alkyl esters
  • m-Hydroxybenzoic acid esters
  • Tricarboxylic acids and derivatives
  • Pyrogallols and derivatives
  • Styrenes
  • Benzoyl derivatives
  • 1-hydroxy-2-unsubstituted benzenoids
  • 1-hydroxy-4-unsubstituted benzenoids
  • Fatty acid esters
  • Oxanes
  • Monosaccharides
  • Enoate esters
  • Secondary alcohols
  • 1,2-diols
  • Oxacyclic compounds
  • Acetals
  • Organic oxides
  • Carbonyl compounds
  • Hydrocarbon derivatives

    • Substituents

  • Tannin
  • Coumaric acid ester
  • Galloyl ester
  • Cinnamic acid or derivatives
  • Coumaric acid or derivatives
  • Gallic acid or derivatives
  • Hydroxycinnamic acid or derivatives
  • Cinnamic acid ester
  • P-hydroxybenzoic acid alkyl ester
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • Benzoate ester
  • Benzenetriol
  • Pyrogallol derivative
  • Benzoic acid or derivatives
  • Tricarboxylic acid or derivatives
  • Styrene
  • Benzoyl
  • Fatty acid ester
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Oxane
  • Monosaccharide
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • 1,2-diol
  • Secondary alcohol
  • Carboxylic acid ester
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Aromatic heteromonocyclic compound

    • Molecliar Framework

    Aromatic heteromonocyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Food

    • Biofunction

  • Nutrient

    • Application

  • Nutrient

    • Cellliar locations

  • Membrane (predicted from logP)

    • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point179 – 181 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.38 mg/mLALOGPS logP2.59ALOGPS logP2.97ChemAxon logS-3.2ALOGPS pKa (Strongest Acidic)7.78ChemAxon pKa (Strongest Basic)-3.7ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count13ChemAxon Hydrogen Donor Count9ChemAxon Polar Surface Area270.2 Å2ChemAxon Rotatable Bond Count11ChemAxon Refractivity149 m3·mol-1ChemAxon Polarizability58.41 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

  • Membrane (predicted from logP)

    • 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

    Not Available FoodDB ID

    FDB018695 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

    HMDB39168 Metagene Link

    HMDB39168 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Nitrendipine

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 16699066

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