| Common Name |
Caffeoyl aspartic acid
| Description |
Caffeoyl aspartic acid is found in cocoa powder. Caffeoyl aspartic acid is a constituent of roasted cocoa beans [CCD].Caffeoyl aspartic acid belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29294 (Caffeoyl aspartic acid)
| Synonyms |
| Value |
Source |
(+)-N-[3',4'-Dihydroxy-(e)-cinnamoyl]-L-aspartic acidHMDB
N-Caffeoylaspartic acidHMDB
| Chemical Formlia |
C13H13NO7
| Average Molecliar Weight |
295.2448
| Monoisotopic Molecliar Weight |
295.069201775
| IUPAC Name |
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]butanedioic acid
| Traditional Name |
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]butanedioic acid
| CAS Registry Number |
860295-20-1
| SMILES |
OC(=O)CC(NC(=O)C=CC1=CC(O)=C(O)C=C1)C(O)=O
| InChI Identifier |
InChI=1S/C13H13NO7/c15-9-3-1-7(5-10(9)16)2-4-11(17)14-8(13(20)21)6-12(18)19/h1-5,8,15-16H,6H2,(H,14,17)(H,18,19)(H,20,21)/b4-2+
| InChI Key |
YNHFZQQNJPOYRC-DUXPYHPUSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as aspartic acid and derivatives. These are compounds containing an aspartic acid or a derivative thereof resliting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
Aspartic acid and derivatives
| Alternative Parents |
N-acyl-alpha amino acids
Hydroxycinnamic acids and derivatives
Cinnamic acid amides
Styrenes
Catechols
1-hydroxy-4-unsubstituted benzenoids
1-hydroxy-2-unsubstituted benzenoids
Dicarboxylic acids and derivatives
Secondary carboxylic acid amides
Carboxylic acids
Organopnictogen compounds
Organonitrogen compounds
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Cinnamic acid amide
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Catechol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Carbonyl group
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Food
| Biofunction |
Nutrient
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| 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 Solubility0.55 mg/mLALOGPS
logP1.47ALOGPS
logP0.35ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)3.19ChemAxon
pKa (Strongest Basic)0.69ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.16 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity70.35 m3·mol-1ChemAxon
Polarizability27.84 Å3ChemAxon
Number of Rings1ChemAxon
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 |
Cytoplasm
Extracellliar
| 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 |
551
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000298
| 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 |
HMDB29294
| Metagene Link |
HMDB29294
| METLIN ID |
Not Available
| PubChem Compound |
24891368
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Leukadherin-1
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Stark T, Bareuther S, Hofmann T: Molecular definition of the taste of roasted cocoa nibs (Theobroma cacao) by means of quantitative studies and sensory experiments. J Agric Food Chem. 2006 Jul 26;54(15):5530-9. [PubMed:16848542 ]
|
PMID: 1665723
