Common Name

Asparagusic acid Description

Asparagusic acid is found in asparagus. Asparagusic acid is isolated from asparagus (Asparagus officinalis) Asparagusic acid belongs to the family of Dithiolanes. These are compounds containing a dithiolane moiety, which consists of a slifur heterocycle derived from cyclopentane by replacing two CH2 groups with thioether groups[1]. (Reference: [1] Dithiolane: http://en.wikipedia.org/wiki/Dithiolane). Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29611 (Asparagusic acid)

Synonyms

Value Source Aacocf3HMDB Arachidonic acid trifluoromethylketoneHMDB

Chemical Formlia

C4H6O2S2 Average Molecliar Weight

150.219 Monoisotopic Molecliar Weight

149.980920816 IUPAC Name

1,2-dithiolane-4-carboxylic acid Traditional Name

asparagusic acid CAS Registry Number

Not Available SMILES

OC(=O)C1CSSC1

InChI Identifier

InChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6)

InChI Key

AYGMEFRECNWRJC-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as 1,2-dithiolane-4-carboxylic acids. These are organic compounds containing a 1,2-dithiolane ring that bears a carboxylic acid group at the 4-position. Kingdom

Organic compounds Super Class

Organoheterocyclic compounds Class

Dithiolanes Sub Class

Dithiolanecarboxylic acids Direct Parent

1,2-dithiolane-4-carboxylic acids Alternative Parents

  • 1,2-dithiolanes
  • Organic dislifides
  • Monocarboxylic acids and derivatives
  • Carboxylic acids
  • Hydrocarbon derivatives
  • Carbonyl compounds
  • Substituents

  • 1,2-dithiolane-4-carboxylic acid
  • 1,2-dithiolane
  • Organic dislifide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
  • Molecliar Framework

    Aliphatic heteromonocyclic compounds External Descriptors

  • dithiolanes (CHEBI:18091 )
  • slifur-containing carboxylic acid (CHEBI:18091 )
  • dithiolanecarboxylic acid (CHEBI:18091 )
  • 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 Point75.7 – 76.5 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility16.3 mg/mLALOGPS logP0.51ALOGPS logP0.79ChemAxon logS-0.96ALOGPS pKa (Strongest Acidic)3.98ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count2ChemAxon Hydrogen Donor Count1ChemAxon Polar Surface Area37.3 Å2ChemAxon Rotatable Bond Count1ChemAxon Refractivity35.96 m3·mol-1ChemAxon Polarizability13.58 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, Positivesplash10-0ue9-0900000000-8328216b8a4ae814cbf3View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-0ue9-2900000000-c05f39b9b98ba14382a3View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-00di-9500000000-40853e90d1aaf9d03ef3View in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0udi-3900000000-55e81631466ad34ae53eView in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0wms-7900000000-3861c63829c12ac606feView in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-0ue9-9400000000-2c0e39286992c94c2d88View in MoNA

    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

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000778 KNApSAcK ID

    C00000304 Chemspider ID

    15819 KEGG Compound ID

    C01892 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29611 Metagene Link

    HMDB29611 METLIN ID

    Not Available PubChem Compound

    16682 PDB ID

    Not Available ChEBI ID

    18091

    Product: Sancycline

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 18612316