Hmp_logo

Human Metabolome Database Version 3.5

HMDB has recently undergone some major changes, if you are experiencing problems please click here to provide us with feedback.

Showing metabocard for Caftaric acid (HMDB13680)

Record Information
Version 3.5
Creation Date 2012-04-03 08:10:31 -0600
Update Date 2013-04-02 20:52:31 -0600
HMDB ID HMDB13680
Secondary Accession Numbers
  • HMDB39236
Metabolite Identification
Common Name Caftaric acid
Description Caftaric acid is a non-flavanoid that impacts the color of white wine. Many believe this molecule is responsible for the yellowish-gold color seen in some whites wines[citation needed]. Aside from wine, it is abundantly present in raisins.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
    Chemical Formula C13H12O9
    Average Molecular Weight 312.229
    Monoisotopic Molecular Weight 312.048131982
    IUPAC Name (2R,3R)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid
    Traditional IUPAC Name caftaric acid
    CAS Registry Number 67879-58-7
    SMILES O[C@H]([C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O
    InChI Identifier InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1
    InChI Key SWGKAHCIOQPKFW-JTNORFRNSA-N
    Chemical Taxonomy
    Kingdom Organic Compounds
    Super Class Aromatic Homomonocyclic Compounds
    Class Cinnamic Acid Derivatives
    Sub Class Hydroxycinnamic Acid Derivatives
    Other Descriptors
    • Hydroxycinnamic Acid Derivatives
    • Organic Compounds
    Substituents
    • 1,2 Diphenol
    • Alpha Hydroxy Acid
    • Beta Hydroxy Acid
    • Carboxylic Acid
    • Carboxylic Acid Ester
    • Enone
    • Fatty Acid Ester
    • Phenol
    • Phenol Derivative
    • Phenylpropene
    • Secondary Alcohol
    • Styrene
    • Succinic Acid
    • Tricarboxylic Acid Derivative
    Direct Parent Coumaric Acid Esters
    Ontology
    Status Expected and Not Quantified
    Origin
    • Endogenous
    • Food
    Biofunction
    • Nutrient
    Application
    • Nutrient
    Cellular locations Not Available
    Physical Properties
    State Solid
    Experimental Properties
    Property Value Reference
    Melting Point 125 °C Not Available
    Boiling Point 618.2°C at 760 mmHg Not Available
    Water Solubility Not Available Not Available
    LogP Not Available Not Available
    Predicted Properties
    Property Value Source
    Water Solubility 0.82 g/L ALOGPS
    LogP 1.68 ALOGPS
    LogP 0.6 ChemAxon
    LogS -2.58 ALOGPS
    pKa (strongest acidic) 2.96 ChemAxon
    pKa (strongest basic) -4.3 ChemAxon
    Hydrogen Acceptor Count 8 ChemAxon
    Hydrogen Donor Count 5 ChemAxon
    Polar Surface Area 161.59 A2 ChemAxon
    Rotatable Bond Count 7 ChemAxon
    Refractivity 69.74 ChemAxon
    Polarizability 27.93 ChemAxon
    Formal Charge 0 ChemAxon
    Physiological Charge -2 ChemAxon
    Spectra
    Not Available
    Biological Properties
    Cellular 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
    DrugBank ID Not Available
    Phenol Explorer Compound ID 492 Link_out
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB000259
    KNApSAcK ID Not Available
    Chemspider ID 4944664 Link_out
    KEGG Compound ID Not Available
    BioCyc ID Not Available
    BiGG ID Not Available
    Wikipedia Link Caftaric_acid Link_out
    NuGOwiki Link HMDB13680 Link_out
    Metagene Link HMDB13680 Link_out
    METLIN ID Not Available
    PubChem Compound 6440397 Link_out
    PDB ID Not Available
    ChEBI ID 664875 Link_out
    References
    Synthesis Reference Not Available
    Material Safety Data Sheet (MSDS) Download (PDF)
    General References Not Available