precursor metabolite

Showing entry for Avenanthramide 2p

Identification

PhytoHub ID
PHUB000571
Name
Avenanthramide 2p
Systematic Name
Not Available
Synonyms
  • Avenanthramide A
  • Avenanthramide A4
  • N-[4'-Hydroxy-(E)cinnamoyl]-5-hydroxyanthranilic acid
CAS Number
Not Available
Average Mass
299.282
Monoisotopic Mass
299.079372523
Chemical Formula
C16H13NO5
IUPAC Name
5-hydroxy-2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]benzoic acid
InChI Key
QGUMNWHANDITDB-FPYGCLRLSA-N
InChI Identifier
InChI=1S/C16H13NO5/c18-11-4-1-10(2-5-11)3-8-15(20)17-14-7-6-12(19)9-13(14)16(21)22/h1-9,18-19H,(H,17,20)(H,21,22)/b8-3+
SMILES
OC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC=C(O)C=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.50e-02 g/l
LogS (ALOGPS)
-3.82
LogP (ALOGPS)
2.96
Hydrogen Acceptors
5
Hydrogen Donors
4
Rotatable Bond Count
4
Polar Surface Area
106.86
Refractivity
82.55519999999999
Polarizability
30.331988140296573
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-2.0315529503969465
pKa (strongest acidic)
3.3071191264897113
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Alkaloids
Sub-class
Miscellaneous alkaloids

Taxonomy as Metabolite

Metabolite Family
N-containing compound metabolites
Metabolite Class
Alkaloid metabolites
Metabolite Sub-class
Aventhramides

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Avenanthramide 2pN-containing compoundsAlkaloidsMiscellaneous alkaloidsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Cinnamic acids and derivatives
Super-class
Phenylpropanoids and polyketides
Sub-class
Hydroxycinnamic acids and derivatives
Direct Parent Name
Avenanthramides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Acylaminobenzoic acid and derivatives", "Anilides", "Benzoic acids", "Benzoyl derivatives", "Carbonyl compounds", "Carboxylic acids", "Coumaric acids and derivatives", "Hydrocarbon derivatives", "Hydroxybenzoic acid derivatives", "Monocarboxylic acids and derivatives", "N-arylamides", "N-cinnamoylanthranilic acids", "Organic oxides", "Organopnictogen compounds", "Secondary carboxylic acid amides", "Styrenes", "Vinylogous amides"]
External Descriptor Annotations
["hydroxycinnamic acid"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Acylaminobenzoic acid or derivatives", "Anilide", "Aromatic homomonocyclic compound", "Avenanthramide", "Benzenoid", "Benzoic acid", "Benzoic acid or derivatives", "Benzoyl", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid amide", "Coumaric acid or derivatives", "Hydrocarbon derivative", "Hydroxybenzoic acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "N-arylamide", "N-cinnamoylanthranilic acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Phenol", "Secondary carboxylic acid amide", "Styrene", "Vinylogous amide"]

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

No food source information available of its precursor(s)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Avenanthramide 2p Avenanthramide 2phumanplasma, urineunchanged1h-3h20-50 nmol/L<1%C16H13NO5299.079372523 Publications
Avenanthramide 2p dihydroavenanthramide 2phumanurinegut microbiota metaboliteNot AvailableNot Available<1%C16H15NO4285.100107967 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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