| Common Name |
Coutaric acid
| Description |
Coutaric acid is a fecal metabolite from grape juice. It may also be in urine. It is an ester formed from coumaric acid and tartaric acid.
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29225 (Coutaric acid)
| Synonyms |
Not Available
| Chemical Formlia |
C18H27N3O4
| Average Molecliar Weight |
349.4247
| Monoisotopic Molecliar Weight |
349.200156367
| IUPAC Name |
4-[(2R)-2-(aminomethyl)-2-(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(pentan-3-yl)amino]benzoic acid
| Traditional Name |
4-[(2R)-2-(aminomethyl)-2-(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-(pentan-3-ylamino)benzoic acid
| CAS Registry Number |
Not Available
| SMILES |
CCC(CC)NC1=C(C=CC(=C1)C(O)=O)N1C(=O)CC[C@@]1(CN)CO
| InChI Identifier |
InChI=1S/C18H27N3O4/c1-3-13(4-2)20-14-9-12(17(24)25)5-6-15(14)21-16(23)7-8-18(21,10-19)11-22/h5-6,9,13,20,22H,3-4,7-8,10-11,19H2,1-2H3,(H,24,25)/t18-/m1/s1
| InChI Key |
ZEZFFRWWHKSMEB-GOSISDBHSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as delta amino acids and derivatives. These are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.
| Kingdom |
Organic compounds
| Super Class |
Organic acids and derivatives
| Class |
Carboxylic acids and derivatives
| Sub Class |
Amino acids, peptides, and analogues
| Direct Parent |
Delta amino acids and derivatives
| Alternative Parents |
Phenylpyrrolidines
Aminobenzoic acids
Benzoic acids
Substituted anilines
Phenylalkylamines
Benzoyl derivatives
Secondary alkylarylamines
Pyrrolidine-2-ones
Tertiary carboxylic acid amides
Pyrroles
1,3-aminoalcohols
Tertiary amines
Lactams
Monocarboxylic acids and derivatives
Carboxylic acids
Azacyclic compounds
Primary alcohols
Monoalkylamines
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Delta amino acid or derivatives
1-phenylpyrrolidine
Aminobenzoic acid or derivatives
Aminobenzoic acid
Benzoic acid
Benzoic acid or derivatives
Phenylalkylamine
Substituted aniline
Benzoyl
Secondary aliphatic/aromatic amine
Aniline
Benzenoid
2-pyrrolidone
Pyrrolidone
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
1,3-aminoalcohol
Tertiary amine
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
Aromatic heteromonocyclic compound
| Molecliar Framework |
Aromatic heteromonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Nutrient
| 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 Solubility1.33 mg/mLALOGPS
logP0.05ALOGPS
logP-1.5ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.94ChemAxon
pKa (Strongest Basic)8.68ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.89 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity96.4 m3·mol-1ChemAxon
Polarizability37.25 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 |
Not Available
| 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 |
494
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
395666
| KEGG Compound ID |
C01327
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Coutaric_acid
| NuGOwiki Link |
HMDB29225
| Metagene Link |
HMDB29225
| METLIN ID |
Not Available
| PubChem Compound |
449034
| PDB ID |
IBA
| ChEBI ID |
Not Available
Product: Amiselimod (hydrochloride)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
Not Available |
PMID: 15109661
