Record Information
Version1.0
Creation date2010-04-08 22:04:42 UTC
Update date2020-02-24 19:10:14 UTC
Primary IDFDB000778
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAsparagusic acid
DescriptionAsparagusic acid, also known as asparagusate or AACOCF3, 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. Asparagusic acid is a weakly acidic compound (based on its pKa). Asparagusic acid exists in all living organisms, ranging from bacteria to humans. Asparagusic acid has been detected, but not quantified in, asparagus and green vegetables. This could make asparagusic acid a potential biomarker for the consumption of these foods.
CAS Number2224-02-4
Structure
Thumb
Synonyms
SynonymSource
AsparagusateChEBI
1,2-Dithiolane-4-carboxylic acidMeSH
1,2-Dithiacyclopentane-4-carboxylic acidHMDB
Asparagusic acidHMDB
Aacocf3HMDB
Arachidonic acid trifluoromethylketoneHMDB
Predicted Properties
PropertyValueSource
Water Solubility16.3 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.96 m³·mol⁻¹ChemAxon
Polarizability13.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC4H6O2S2
IUPAC name1,2-dithiolane-4-carboxylic acid
InChI IdentifierInChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6)
InChI KeyAYGMEFRECNWRJC-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1CSSC1
Average Molecular Weight150.219
Monoisotopic Molecular Weight149.980920816
Classification
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDithiolanes
Sub ClassDithiolanecarboxylic acids
Direct Parent1,2-dithiolane-4-carboxylic acids
Alternative Parents
Substituents
  • 1,2-dithiolane-4-carboxylic acid
  • 1,2-dithiolane
  • Organic disulfide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 31.98%; H 4.03%; O 21.30%; S 42.69%DFC
Melting PointMp 75.7-76.5°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6y-9700000000-fa3ab5cfd16223707d6aJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0fk9-9610000000-d18b399d9263840adae2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0900000000-8328216b8a4ae814cbf3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-2900000000-c05f39b9b98ba14382a3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9500000000-40853e90d1aaf9d03ef3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-55e81631466ad34ae53eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0wms-7900000000-3861c63829c12ac606feJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ue9-9400000000-2c0e39286992c94c2d88JSpectraViewer
ChemSpider ID15819
ChEMBL IDNot Available
KEGG Compound IDC01892
Pubchem Compound ID16682
Pubchem Substance IDNot Available
ChEBI ID18091
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29611
CRC / DFC (Dictionary of Food Compounds) IDBHC28-D:BHC28-D
EAFUS IDNot Available
Dr. Duke IDASPARAGUSIC-ACID
BIGG IDNot Available
KNApSAcK IDC00000304
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDAsparagusic_acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
allelopathicDUKE
nematicide25491 A substance used to destroy pests of the phylum Nematoda (roundworms).DUKE
nemativoistatDUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.