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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-13 11:55:04 UTC
Update Date2019-07-23 06:35:23 UTC
HMDB IDHMDB0042032
Secondary Accession Numbers
  • HMDB42032
Metabolite Identification
Common NameThiodiacetic acid
DescriptionThiodiacetic acid, also known as 2,2'-thiobisacetate or thiodi(acetate), belongs to the class of organic compounds known as thiodiacetic acid derivatives. Thiodiacetic acid derivatives are compounds containing a thiodiacetic acid group (or esters/salts thereof) which is made up of two 2-sulfanylacetic (OC(=O)CS) acid moieties sharing their sulfur atom. Thiodiacetic acid is a weakly acidic compound (based on its pKa).
Structure
Data?1563863723
Synonyms
ValueSource
(Carboxymethylthio)acetic acidChEBI
2,2'-Thiobisacetic acidChEBI
2,2'-Thiodiethanoic acidChEBI
Dicarboxymethyl sulfideChEBI
Thiodi(acetic acid)ChEBI
(Carboxymethylthio)acetateGenerator
2,2'-ThiobisacetateGenerator
2,2'-ThiodiethanoateGenerator
Dicarboxymethyl sulphideGenerator
Thiodi(acetate)Generator
ThiodiacetateGenerator
2,2'-Thiodiacetic acidHMDB
2,2'-Thiodiglycolic acidHMDB
alpha,Alpha'-dicarboxylic acidHMDB
Mercaptodiacetic acidHMDB
TDGAHMDB
Thiodiglycolic acidHMDB
Thiodiglycollic acidHMDB
Usaf CB-36HMDB
Usaf e-2HMDB
Chemical FormulaC4H6O4S
Average Molecular Weight150.153
Monoisotopic Molecular Weight149.99867937
IUPAC Name2-[(carboxymethyl)sulfanyl]acetic acid
Traditional Namethiodiglycolic acid
CAS Registry Number123-93-3
SMILES
OC(=O)CSCC(O)=O
InChI Identifier
InChI=1S/C4H6O4S/c5-3(6)1-9-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
InChI KeyUVZICZIVKIMRNE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as thiodiacetic acid derivatives. Thiodiacetic acid derivatives are compounds containing a thiodiacetic acid group (or esters/salts thereof) which is made up of two 2-sulfanylacetic (OC(=O)CS) acid moieties sharing their sulfur atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentThiodiacetic acid derivatives
Alternative Parents
Substituents
  • Thiodiacetic_acid
  • Fatty acid
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point129 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility400 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility36.6 g/LALOGPS
logP-0.24ALOGPS
logP-0.44ChemAxon
logS-0.61ALOGPS
pKa (Strongest Acidic)3.38ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.36 m³·mol⁻¹ChemAxon
Polarizability13.23 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-9400000000-745398a3a0020385ada7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00b9-9720000000-b487ad8f448e09c77da5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-2900000000-37cd9c6483370fd31c12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udl-5900000000-793c45afb256d60a5a75Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-ab9982042b6609506bf8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-33b4bb87aa8c094c9e65Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-1900000000-63e7b34c7c68f6ab6d10Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9200000000-50f36486c2d48a29a1e8Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not Quantified Adult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID29017
KEGG Compound IDC14872
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound31277
PDB IDNot Available
ChEBI ID35012
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available