| Common Name |
4-p-Coumaroyl-1,5-quinolactone
| Description |
4-p-Coumaroyl-1,5-quinolactone is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).4-p-Coumaroyl-1,5-quinolactone belongs to the family of Coumaric Acid Esters. These are aromatic compounds containing an ester derivative of coumaric acid.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29293 (4-p-Coumaroyl-1,5-quinolactone)
| Synonyms |
| Value |
Source |
4-Coumaroyl-1,5-lactoneHMDB
4-Coumaroyl-1,5-quinideHMDB
4-Coumaroylquinic acid lactoneHMDB
| Chemical Formlia |
C16H16O7
| Average Molecliar Weight |
320.294
| Monoisotopic Molecliar Weight |
320.089602866
| IUPAC Name |
(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
| Traditional Name |
(1S,3R,4R,5R)-1,3-dihydroxy-7-oxo-6-oxabicyclo[3.2.1]octan-4-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
| CAS Registry Number |
Not Available
| SMILES |
O[C@@H]1C[C@]2(O)C[C@@H](OC2=O)[C@@H]1OC(=O)C=CC1=CC=C(O)C=C1
| InChI Identifier |
InChI=1S/C16H16O7/c17-10-4-1-9(2-5-10)3-6-13(19)23-14-11(18)7-16(21)8-12(14)22-15(16)20/h1-6,11-12,14,17-18,21H,7-8H2/b6-3+/t11-,12-,14-,16+/m1/s1
| InChI Key |
PZLNXMHSYFPCAE-OTCYKTEZSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Cinnamic acids and derivatives
| Direct Parent |
Coumaric acid esters
| Alternative Parents |
Cinnamic acid esters
Coumaric acids and derivatives
Styrenes
1-hydroxy-2-unsubstituted benzenoids
Oxepanes
Fatty acid esters
Dicarboxylic acids and derivatives
Gamma butyrolactones
Enoate esters
Tetrahydrofurans
Tertiary alcohols
Cyclic alcohols and derivatives
Secondary alcohols
Oxacyclic compounds
Carbonyl compounds
Hydrocarbon derivatives
Organic oxides
| Substituents |
Coumaric acid ester
Coumaric acid or derivatives
Cinnamic acid ester
Caprolactone
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Oxepane
Phenol
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Dicarboxylic acid or derivatives
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| 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 Solubility3.2 mg/mLALOGPS
logP0.47ALOGPS
logP0.7ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)9.4ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area113.29 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity77.76 m3·mol-1ChemAxon
Polarizability30.96 Å3ChemAxon
Number of Rings3ChemAxon
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 |
548
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000297
| 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 |
HMDB29293
| Metagene Link |
HMDB29293
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Valbenazine
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- 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: 1553108
