Posted inUncategorized

4-O-methyl-(-)-epicatechin-7-O-beta-glucuronide

July 21, 2017
Common Name

4-O-methyl-(-)-epicatechin-7-O-beta-glucuronide Description

4-O-methyl-(-)-epicatechin-7-O-beta-glucuronide is a cocoa metabolite from gut microflora. It is found n urine. Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29183 (4'-O-methyl-(-)-epicatechin-7-O-beta-glucuronide)

Synonyms

Not Available Chemical Formlia

C23H26O11 Average Molecliar Weight

478.4459 Monoisotopic Molecliar Weight

478.147511674 IUPAC Name

(3S,4S,6S)-6-{[(3S)-2-(4-ethyl-3-hydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid Traditional Name

(3S,4S,6S)-6-{[(3S)-2-(4-ethyl-3-hydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid CAS Registry Number

Not Available SMILES

CCC1=CC=C(C=C1O)C1OC2=CC(O[C@@H]3OC([C@@H](O)[C@H](O)C3O)C(O)=O)=CC(O)=C2C[C@@H]1O

InChI Identifier

InChI=1S/C23H26O11/c1-2-9-3-4-10(5-13(9)24)20-15(26)8-12-14(25)6-11(7-16(12)33-20)32-23-19(29)17(27)18(28)21(34-23)22(30)31/h3-7,15,17-21,23-29H,2,8H2,1H3,(H,30,31)/t15-,17-,18-,19?,20?,21?,23+/m0/s1

InChI Key

WWUOCDVEANIMJR-PJNUPCPCSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Kingdom

Chemical entities Super Class

Organic compounds Class

Phenylpropanoids and polyketides Sub Class

Flavonoids Direct Parent

Flavonoid-7-O-glucuronides Alternative Parents

  • Flavonoid-7-O-glycosides
  • 5-hydroxyflavonoids
  • Flavan-3-ols
  • 3-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • Phenolic glycosides
  • O-glucuronides
  • Hexoses
  • O-glycosyl compounds
  • 1-benzopyrans
  • 1-hydroxy-2-unsubstituted benzenoids
  • Alkyl aryl ethers
  • Beta hydroxy acids and derivatives
  • 1-hydroxy-4-unsubstituted benzenoids
  • Benzene and substituted derivatives
  • Oxanes
  • Pyrans
  • Secondary alcohols
  • Polyols
  • Oxacyclic compounds
  • Monocarboxylic acids and derivatives
  • Acetals
  • Carboxylic acids
  • Organic oxides
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Flavonoid-7-o-glucuronide
  • Flavonoid-7-o-glycoside
  • Flavan-3-ol
  • 3'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Hydroxyflavonoid
  • Flavan
  • Phenolic glycoside
  • O-glucuronide
  • 1-o-glucuronide
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • 1-benzopyran
  • Chromane
  • Benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Beta-hydroxy acid
  • Phenol
  • Hydroxy acid
  • Monocyclic benzene moiety
  • Monosaccharide
  • Pyran
  • Benzenoid
  • Oxane
  • Secondary alcohol
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound

    • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

    Not Available Biofunction

  • Waste products

    • Application

    Not Available Cellliar locations

    Not Available Physical Properties State

    Solid 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 Solubility1.47 mg/mLALOGPS logP1.05ALOGPS logP1.11ChemAxon logS-2.5ALOGPS pKa (Strongest Acidic)2.84ChemAxon pKa (Strongest Basic)-3.3ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count11ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area186.37 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity113.67 m3·mol-1ChemAxon Polarizability47.59 Å3ChemAxon Number of Rings4ChemAxon Bioavailability0ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

    Not Available Biofluid Locations

  • Blood
  • Urine

    • Tissue Location

  • Kidney
  • Liver

    • Pathways

    Not Available Normal Concentrations

    Biofluid Status Value Age Sex Condition Reference Details BloodExpected but not Quantified Not AvailableNot AvailableNormal

  • details UrineExpected but not Quantified Not AvailableNot AvailableNormal

  • details

    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

    Not Available 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

    HMDB29183 Metagene Link

    HMDB29183 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Pirmenol (hydrochloride)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References Not Available

    PMID: 27886263

    Last updated on
    Posted inUncategorized

    4-O-methyl-(-)-epicatechin-7-O-beta-glucuronide

    July 21, 2017
    Common Name

    4-O-methyl-(-)-epicatechin-7-O-beta-glucuronide Description

    4-O-methyl-(-)-epicatechin-7-O-beta-glucuronide is a cocoa metabolite from gut microflora. It is found n urine. Structure

    MOLSDFPDBSMILESInChI

    Structure for HMDB29183 (4'-O-methyl-(-)-epicatechin-7-O-beta-glucuronide)

    Synonyms

    Not Available Chemical Formlia

    C23H26O11 Average Molecliar Weight

    478.4459 Monoisotopic Molecliar Weight

    478.147511674 IUPAC Name

    (3S,4S,6S)-6-{[(3S)-2-(4-ethyl-3-hydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid Traditional Name

    (3S,4S,6S)-6-{[(3S)-2-(4-ethyl-3-hydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid CAS Registry Number

    Not Available SMILES

    CCC1=CC=C(C=C1O)C1OC2=CC(O[C@@H]3OC([C@@H](O)[C@H](O)C3O)C(O)=O)=CC(O)=C2C[C@@H]1O

    InChI Identifier

    InChI=1S/C23H26O11/c1-2-9-3-4-10(5-13(9)24)20-15(26)8-12-14(25)6-11(7-16(12)33-20)32-23-19(29)17(27)18(28)21(34-23)22(30)31/h3-7,15,17-21,23-29H,2,8H2,1H3,(H,30,31)/t15-,17-,18-,19?,20?,21?,23+/m0/s1

    InChI Key

    WWUOCDVEANIMJR-PJNUPCPCSA-N Chemical Taxonomy Description

    This compound belongs to the class of chemical entities known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Kingdom

    Chemical entities Super Class

    Organic compounds Class

    Phenylpropanoids and polyketides Sub Class

    Flavonoids Direct Parent

    Flavonoid-7-O-glucuronides Alternative Parents

  • Flavonoid-7-O-glycosides
  • 5-hydroxyflavonoids
  • Flavan-3-ols
  • 3-hydroxyflavonoids
  • 3-hydroxyflavonoids
  • Phenolic glycosides
  • O-glucuronides
  • Hexoses
  • O-glycosyl compounds
  • 1-benzopyrans
  • 1-hydroxy-2-unsubstituted benzenoids
  • Alkyl aryl ethers
  • Beta hydroxy acids and derivatives
  • 1-hydroxy-4-unsubstituted benzenoids
  • Benzene and substituted derivatives
  • Oxanes
  • Pyrans
  • Secondary alcohols
  • Polyols
  • Oxacyclic compounds
  • Monocarboxylic acids and derivatives
  • Acetals
  • Carboxylic acids
  • Organic oxides
  • Hydrocarbon derivatives
  • Carbonyl compounds

    • Substituents

  • Flavonoid-7-o-glucuronide
  • Flavonoid-7-o-glycoside
  • Flavan-3-ol
  • 3'-hydroxyflavonoid
  • 3-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Hydroxyflavonoid
  • Flavan
  • Phenolic glycoside
  • O-glucuronide
  • 1-o-glucuronide
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • 1-benzopyran
  • Chromane
  • Benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Beta-hydroxy acid
  • Phenol
  • Hydroxy acid
  • Monocyclic benzene moiety
  • Monosaccharide
  • Pyran
  • Benzenoid
  • Oxane
  • Secondary alcohol
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound

    • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

    Not Available Biofunction

  • Waste products

    • Application

    Not Available Cellliar locations

    Not Available Physical Properties State

    Solid 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 Solubility1.47 mg/mLALOGPS logP1.05ALOGPS logP1.11ChemAxon logS-2.5ALOGPS pKa (Strongest Acidic)2.84ChemAxon pKa (Strongest Basic)-3.3ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count11ChemAxon Hydrogen Donor Count7ChemAxon Polar Surface Area186.37 Å2ChemAxon Rotatable Bond Count5ChemAxon Refractivity113.67 m3·mol-1ChemAxon Polarizability47.59 Å3ChemAxon Number of Rings4ChemAxon Bioavailability0ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

    Not Available Biofluid Locations

  • Blood
  • Urine

    • Tissue Location

  • Kidney
  • Liver

    • Pathways

    Not Available Normal Concentrations

    Biofluid Status Value Age Sex Condition Reference Details BloodExpected but not Quantified Not AvailableNot AvailableNormal

  • details UrineExpected but not Quantified Not AvailableNot AvailableNormal

  • details

    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

    Not Available 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

    HMDB29183 Metagene Link

    HMDB29183 METLIN ID

    Not Available PubChem Compound

    Not Available PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Pirmenol (hydrochloride)

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References Not Available

    PMID: 27886263

    Last updated on