| Common Name |
Fertaric acid
| Description |
Fertaric acid is a the ester of tartaric acid and the phenolic acid ferliic acid, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29199 (Fertaric acid)
| Synonyms |
| Value |
Source |
FertarateHMDB
| Chemical Formlia |
C14H14O9
| Average Molecliar Weight |
326.2556
| Monoisotopic Molecliar Weight |
326.063782046
| IUPAC Name |
2-hydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}butanedioic acid
| Traditional Name |
fertaric acid
| CAS Registry Number |
Not Available
| SMILES |
COC1=CC(C=CC(=O)OC(C(O)C(O)=O)C(O)=O)=CC=C1O
| InChI Identifier |
InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)/b5-3+
| InChI Key |
XIWXUSFCUBAMFH-HWKANZROSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
| Kingdom |
Organic compounds
| Super Class |
Phenylpropanoids and polyketides
| Class |
Cinnamic acids and derivatives
| Sub Class |
Hydroxycinnamic acids and derivatives
| Direct Parent |
Coumaric acids and derivatives
| Alternative Parents |
Cinnamic acid esters
Methoxyphenols
Tricarboxylic acids and derivatives
Phenylpropenes
Styrenes
Methoxybenzenes
Anisoles
Sugar acids and derivatives
Fatty acid esters
Beta hydroxy acids and derivatives
Alkyl aryl ethers
Monosaccharides
Alpha hydroxy acids and derivatives
Enoate esters
Secondary alcohols
Carboxylic acids
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Cinnamic acid ester
Coumaric acid or derivatives
Methoxyphenol
Tricarboxylic acid or derivatives
Phenylpropene
Methoxybenzene
Styrene
Phenol ether
Anisole
Sugar acid
Phenol
Fatty acid ester
Beta-hydroxy acid
Alkyl aryl ether
Fatty acyl
Benzenoid
Monosaccharide
Hydroxy acid
Saccharide
Monocyclic benzene moiety
Alpha-hydroxy acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Ether
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Food
| 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 Solubility0.64 mg/mLALOGPS
logP1.36ALOGPS
logP0.74ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)2.95ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area150.59 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity74.23 m3·mol-1ChemAxon
Polarizability29.89 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted GC-MS |
Predicted GC-MS Spectrum – GC-MSNot Available
| 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 |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
20058463
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Fertaric_acid
| NuGOwiki Link |
HMDB29199
| Metagene Link |
HMDB29199
| METLIN ID |
Not Available
| PubChem Compound |
22298372
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Aloxistatin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
Not Available |
PMID: 26074768
