Record Information
Version1.0
Creation date2015-05-07 19:29:57 UTC
Update date2019-11-26 03:21:49 UTC
Primary IDFDB030557
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-(methylthio)-2,3-dioxopentyl phosphate
Description5-(methylthio)-2,3-dioxopentyl phosphate, also known as 1-phospho-2,3-diketo-5-S-methylthiopentane or 2,3-diketo-5-methylthio-1-phosphopentane, is a member of the class of compounds known as monoalkyl phosphates. Monoalkyl phosphates are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. 5-(methylthio)-2,3-dioxopentyl phosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5-(methylthio)-2,3-dioxopentyl phosphate can be found in a number of food items such as narrowleaf cattail, kumquat, ginseng, and gooseberry, which makes 5-(methylthio)-2,3-dioxopentyl phosphate a potential biomarker for the consumption of these food products. 5-(methylthio)-2,3-dioxopentyl phosphate exists in all eukaryotes, ranging from yeast to humans.
CAS Number115974-73-7
Structure
Thumb
Synonyms
SynonymSource
1-Phospho-2,3-diketo-5-S-methylthiopentaneChEBI
2,3-Diketo-5-methylthio-1-phosphopentaneChEBI
2,3-Diketo-5-methylthiopentyl-1-phosphateChEBI
5-Methylthio-1-(phosphonooxy)pentane-2,3-dioneChEBI
5-(Methylsulfanyl)-2,3-dioxopentyl phosphateKegg
2,3-Diketo-5-methylthiopentyl-1-phosphoric acidGenerator
5-(Methylsulfanyl)-2,3-dioxopentyl phosphoric acidGenerator
5-(Methylsulphanyl)-2,3-dioxopentyl phosphateGenerator
5-(Methylsulphanyl)-2,3-dioxopentyl phosphoric acidGenerator
5-(Methylthio)-2,3-dioxopentyl phosphoric acidGenerator
1-PDMSPHMDB
5-(Methylthio)-1-(phosphonooxy)-2,3-pentanedioneHMDB
DK-MTP-1-pHMDB
5-(Methylthio)-2,3-dioxopentyl phosphateChEBI
Predicted Properties
PropertyValueSource
Water Solubility7.99 g/LALOGPS
logP-0.08ALOGPS
logP0.51ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)1.11ChemAxon
pKa (Strongest Basic)-9.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity51.2 m³·mol⁻¹ChemAxon
Polarizability21.01 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H11O6PS
IUPAC name{[5-(methylsulfanyl)-2,3-dioxopentyl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)
InChI KeyHKEAOVFNWRDVAJ-UHFFFAOYSA-N
Isomeric SMILESCSCCC(=O)C(=O)COP(O)(O)=O
Average Molecular Weight242.187
Monoisotopic Molecular Weight242.001395286
Classification
Description Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Monosaccharide
  • Alpha-diketone
  • Ketone
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5-(methylthio)-2,3-dioxopentyl phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f72-7900000000-24d819c66c14ff8aeaf4Spectrum
Predicted GC-MS5-(methylthio)-2,3-dioxopentyl phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0007-4790000000-b3d6f7fd978638aee854Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002b-7940000000-ea0d584390fc83528ea7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0032-9300000000-9ea44ac5ab6994e2cbf1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9110000000-ffbac72bafb213d67f09Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-9000000000-3b618e15250a28020451Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-574f7e21fceca4fa56a6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2090000000-fad1b029313d537385beSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-9000000000-8410711e0388e8b17b92Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-a5e502a2627af2048a1fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6w-1950000000-d8f80edcf3a29db22846Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9400000000-8c5923edadbd9702efe0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ot-9100000000-92506e54893321b61dceSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference