Posted inUncategorized

Avenanthramide 2s

July 21, 2017
Common Name

Avenanthramide 2s Description

Avenanthramide 2s is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Avenanthramide 2s belongs to the family of Hydroxybenzoic Acid Derivatives. These are compounds containing an hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxylic acid. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB29286 (Avenanthramide 2s)

Synonyms

Not Available Chemical Formlia

C18H17NO7 Average Molecliar Weight

359.3301 Monoisotopic Molecliar Weight

359.100501903 IUPAC Name

5-hydroxy-2-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamido]benzoic acid Traditional Name

5-hydroxy-2-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamido]benzoic acid CAS Registry Number

Not Available SMILES

COC1=CC(C=CC(=O)NC2=CC=C(O)C=C2C(O)=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C18H17NO7/c1-25-14-7-10(8-15(26-2)17(14)22)3-6-16(21)19-13-5-4-11(20)9-12(13)18(23)24/h3-9,20,22H,1-2H3,(H,19,21)(H,23,24)/b6-3+

InChI Key

IYRNSMDETLBKHB-ZZXKWVIFSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as avenanthramides. These are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferliic, caffeic, or p-coumaric acid) and anthranilic acid. Kingdom

Chemical entities Super Class

Organic compounds Class

Phenylpropanoids and polyketides Sub Class

Cinnamic acids and derivatives Direct Parent

Avenanthramides Alternative Parents

  • N-cinnamoylanthranilic acids
  • Acylaminobenzoic acid and derivatives
  • Dimethoxybenzenes
  • Hydroxybenzoic acid derivatives
  • Methoxyphenols
  • Anilides
  • Benzoic acids
  • N-arylamides
  • Phenoxy compounds
  • Styrenes
  • Benzoyl derivatives
  • Anisoles
  • 1-hydroxy-2-unsubstituted benzenoids
  • Alkyl aryl ethers
  • Vinylogous amides
  • Secondary carboxylic acid amides
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Hydrocarbon derivatives
  • Carbonyl compounds
  • Organopnictogen compounds
  • Organic oxides

    • Substituents

  • Avenanthramide
  • N-cinnamoylanthranilic acid
  • Acylaminobenzoic acid or derivatives
  • Cinnamic acid amide
  • Hydroxybenzoic acid
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Methoxyphenol
  • Benzoic acid or derivatives
  • Anilide
  • Benzoic acid
  • Phenoxy compound
  • Benzoyl
  • Anisole
  • Styrene
  • Methoxybenzene
  • Phenol ether
  • N-arylamide
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous amide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic homomonocyclic compound

    • Molecliar Framework

    Aromatic homomonocyclic 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 Solubility0.035 mg/mLALOGPS logP2.54ALOGPS logP2.96ChemAxon logS-4ALOGPS pKa (Strongest Acidic)3.31ChemAxon pKa (Strongest Basic)-2ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count7ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area125.32 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity95.48 m3·mol-1ChemAxon Polarizability36.12 Å3ChemAxon Number of Rings2ChemAxon Bioavailability1ChemAxon 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

    • 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

    537 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000288 KNApSAcK ID

    Not Available Chemspider ID

    9199961 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29286 Metagene Link

    HMDB29286 METLIN ID

    Not Available PubChem Compound

    11024779 PDB ID

    Not Available ChEBI ID

    Not Available

    Product: CCT244747

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Bratt K, Sunnerheim K, Bryngelsson S, Fagerlund A, Engman L, Andersson RE, Dimberg LH: Avenanthramides in oats (Avena sativa L.) and structure-antioxidant activity relationships. J Agric Food Chem. 2003 Jan 29;51(3):594-600. [PubMed:12537428 ]
    2. 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: 1312602

    Last updated on
    Posted inUncategorized

    Avenanthramide 2s

    July 21, 2017
    Common Name

    Avenanthramide 2s Description

    Avenanthramide 2s is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Avenanthramide 2s belongs to the family of Hydroxybenzoic Acid Derivatives. These are compounds containing an hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxylic acid. Structure

    MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

    Structure for HMDB29286 (Avenanthramide 2s)

    Synonyms

    Not Available Chemical Formlia

    C18H17NO7 Average Molecliar Weight

    359.3301 Monoisotopic Molecliar Weight

    359.100501903 IUPAC Name

    5-hydroxy-2-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamido]benzoic acid Traditional Name

    5-hydroxy-2-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamido]benzoic acid CAS Registry Number

    Not Available SMILES

    COC1=CC(C=CC(=O)NC2=CC=C(O)C=C2C(O)=O)=CC(OC)=C1O

    InChI Identifier

    InChI=1S/C18H17NO7/c1-25-14-7-10(8-15(26-2)17(14)22)3-6-16(21)19-13-5-4-11(20)9-12(13)18(23)24/h3-9,20,22H,1-2H3,(H,19,21)(H,23,24)/b6-3+

    InChI Key

    IYRNSMDETLBKHB-ZZXKWVIFSA-N Chemical Taxonomy Description

    This compound belongs to the class of chemical entities known as avenanthramides. These are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferliic, caffeic, or p-coumaric acid) and anthranilic acid. Kingdom

    Chemical entities Super Class

    Organic compounds Class

    Phenylpropanoids and polyketides Sub Class

    Cinnamic acids and derivatives Direct Parent

    Avenanthramides Alternative Parents

  • N-cinnamoylanthranilic acids
  • Acylaminobenzoic acid and derivatives
  • Dimethoxybenzenes
  • Hydroxybenzoic acid derivatives
  • Methoxyphenols
  • Anilides
  • Benzoic acids
  • N-arylamides
  • Phenoxy compounds
  • Styrenes
  • Benzoyl derivatives
  • Anisoles
  • 1-hydroxy-2-unsubstituted benzenoids
  • Alkyl aryl ethers
  • Vinylogous amides
  • Secondary carboxylic acid amides
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Hydrocarbon derivatives
  • Carbonyl compounds
  • Organopnictogen compounds
  • Organic oxides

    • Substituents

  • Avenanthramide
  • N-cinnamoylanthranilic acid
  • Acylaminobenzoic acid or derivatives
  • Cinnamic acid amide
  • Hydroxybenzoic acid
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Methoxyphenol
  • Benzoic acid or derivatives
  • Anilide
  • Benzoic acid
  • Phenoxy compound
  • Benzoyl
  • Anisole
  • Styrene
  • Methoxybenzene
  • Phenol ether
  • N-arylamide
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous amide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic homomonocyclic compound

    • Molecliar Framework

    Aromatic homomonocyclic 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 Solubility0.035 mg/mLALOGPS logP2.54ALOGPS logP2.96ChemAxon logS-4ALOGPS pKa (Strongest Acidic)3.31ChemAxon pKa (Strongest Basic)-2ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count7ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area125.32 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity95.48 m3·mol-1ChemAxon Polarizability36.12 Å3ChemAxon Number of Rings2ChemAxon Bioavailability1ChemAxon 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

    • 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

    537 Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000288 KNApSAcK ID

    Not Available Chemspider ID

    9199961 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29286 Metagene Link

    HMDB29286 METLIN ID

    Not Available PubChem Compound

    11024779 PDB ID

    Not Available ChEBI ID

    Not Available

    Product: CCT244747

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. Bratt K, Sunnerheim K, Bryngelsson S, Fagerlund A, Engman L, Andersson RE, Dimberg LH: Avenanthramides in oats (Avena sativa L.) and structure-antioxidant activity relationships. J Agric Food Chem. 2003 Jan 29;51(3):594-600. [PubMed:12537428 ]
    2. 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: 1312602

    Last updated on