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Identification
YMDB IDYMDB00024
Name5-(methylsulfanyl)-2,3-dioxopentyl phosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
Description5-(Methylsulfanyl)-2,3-dioxopentyl phosphate is an intermediate in the S-methyl-5-thio-alpha-D-ribose 1-phosphate degradation pathway. [Biocyc PWY-6755]
Structure
Thumb
Synonyms
  • 1-PDMSP
  • 1-Phospho-2,3-diketo-5-S-methylthiopentane
  • 2,3-diketo-5-methylthio-1-phosphopentane
  • 2,3-Diketo-5-methylthiopentyl-1-phosphate
  • 2,3-diketo-5-Methylthiopentyl-1-phosphoric acid
  • 5-(Methylthio)-2,3-dioxopentyl phosphate
  • 5-(methylthio)-2,3-Dioxopentyl phosphoric acid
  • 5-methylthio-1-(phosphonooxy)pentane-2,3-dione
  • 5-(Methylthio)-1-(phosphonooxy)-2,3-pentanedione
  • 5-(Methylsulfanyl)-2,3-dioxopentyl phosphate
  • DK-MTP-1-p
CAS numberNot Available
WeightAverage: 242.187
Monoisotopic: 242.001395286
InChI KeyHKEAOVFNWRDVAJ-UHFFFAOYSA-N
InChIInChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)
IUPAC Name{[5-(methylsulfanyl)-2,3-dioxopentyl]oxy}phosphonic acid
Traditional IUPAC Name1-pdmsp
Chemical FormulaC6H11O6PS
SMILESCSCCC(=O)C(=O)COP(O)(O)=O
Chemical Taxonomy
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
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB Pathways
Methionine metabolism and salvagePW002384 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Cysteine and methionine metabolismec00270 Map00270
SMPDB Reactions
water + 5-(methylsulfanyl)-2,3-dioxopentyl phosphate hydron + phosphate + 1,2-Dihydroxy-3-keto-5-methylthiopentene
5-Methylthioribulose 1-phosphate5-(methylsulfanyl)-2,3-dioxopentyl phosphate + water
KEGG Reactions
5-(methylsulfanyl)-2,3-dioxopentyl phosphate + waterhydron + 4-Methylthio-2-oxobutanoate + phosphate + Formic acid
5-Methylthioribulose 1-phosphate5-(methylsulfanyl)-2,3-dioxopentyl phosphate + water
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Subhi, A. L., Diegelman, P., Porter, C. W., Tang, B., Lu, Z. J., Markham, G. D., Kruger, W. D. (2003). "Methylthioadenosine phosphorylase regulates ornithine decarboxylase by production of downstream metabolites." J Biol Chem 278:49868-49873.14506228
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID50604
HMDB IDHMDB0059620
Pubchem Compound ID561
Kegg IDC15650
ChemSpider ID545
FOODB IDFDB030557
Wikipedia IDNot Available
BioCyc IDCPD-8999

Enzymes

General function:
Involved in catalytic activity
Specific function:
Bifunctional enzyme that catalyzes the enolization of 2,3-diketo-5-methylthiopentyl-1-phosphate (DK-MTP-1-P) into the intermediate 2-hydroxy-3-keto-5-methylthiopentenyl-1-phosphate (HK-MTPenyl-1-P), which is then dephosphorylated to form the acireductone 1,2-dihydroxy-3-keto-5-methylthiopentene (DHK-MTPene)
Gene Name:
UTR4
Uniprot ID:
P32626
Molecular weight:
25187.19922
Reactions
5-(methylthio)-2,3-dioxopentyl phosphate + H(2)O → 1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + phosphate.
2-Phosphoglycolate + H2O → glycolate + phosphate
General function:
Involved in metal ion binding
Specific function:
Catalyzes the dehydration of methylthioribulose-1- phosphate (MTRu-1-P) into 2,3-diketo-5-methylthiopentyl-1- phosphate (DK-MTP-1-P)
Gene Name:
MDE1
Uniprot ID:
P47095
Molecular weight:
27426.59961
Reactions
S-methyl-5-thio-D-ribulose 1-phosphate → 5-(methylthio)-2,3-dioxopentyl phosphate + H(2)O.