Canmetcon
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Identification
YMDB IDYMDB00961
NameS-Methyl-5-thio-alpha-D-ribose 1-phosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionS-Methyl-5-thio-alpha-D-ribose 1-phosphate is converted to methionine during the S-methyl-5-thio-alpha-D-ribose 1-phosphate degradation pathway. [Biocyc PWY-6755]
Structure
Thumb
Synonyms
  • 5-methylthio-d-ribose 1-phosphate
  • 5-S-methyl-1-O-phosphono-5-thio-alpha-D-ribofuranose
  • S-Methyl-5-thio-5-deoxy-D-ribose 1-phosphate
  • S-Methyl-5-thio-alpha-D-ribose 1-phosphate
  • S-Methyl-5-thio-D-ribose 1-phosphate
  • s5-methyl-5-thio-d-ribose 1-phosphate
  • 5-S-Methyl-1-O-phosphono-5-thio-a-D-ribofuranose
  • 5-S-Methyl-1-O-phosphono-5-thio-α-D-ribofuranose
  • S-Methyl-5-thio-D-ribose 1-phosphoric acid
  • S-Methyl-5-thio-5-deoxy-D-ribose 1-phosphoric acid
CAS numberNot Available
WeightAverage: 260.202
Monoisotopic: 260.011959972
InChI KeyJTFITTQBRJDSTL-KVTDHHQDSA-N
InChIInChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/t3-,4-,5-,6-/m1/s1
IUPAC Name{[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxy}phosphonic acid
Traditional IUPAC Name[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxyphosphonic acid
Chemical FormulaC6H13O7PS
SMILESCSC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O
Chemical Taxonomy
DescriptionThis compound 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 ClassOrganophosphorus compounds
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Organic phosphate
  • Monosaccharide
  • Saccharide
  • Oxolane
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility28.7 g/LALOGPS
logP-1.2ALOGPS
logP-0.94ChemAxon
logS-0.96ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area116.45 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.67 m³·mol⁻¹ChemAxon
Polarizability22.39 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • Cytoplasm
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG Pathways
Cysteine and methionine metabolismec00270 Map00270
SMPDB ReactionsNot Available
KEGG Reactions
phosphate + 5'-MethylthioadenosineS-Methyl-5-thio-alpha-D-ribose 1-phosphate + Adenine
S-Methyl-5-thio-alpha-D-ribose 1-phosphate5-Methylthioribulose 1-phosphate
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • 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 ID27859
HMDB IDHMDB00963
Pubchem Compound ID45266677
Kegg IDC04188
ChemSpider ID10160733
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDCPD-444

Enzymes

General function:
Involved in catalytic activity
Specific function:
Seems to be implicated in the regulation of the expression of the ADH2 gene
Gene Name:
MEU1
Uniprot ID:
Q07938
Molecular weight:
37856.30078
Reactions
S-methyl-5'-thioadenosine + phosphate → adenine + S-methyl-5-thio-alpha-D-ribose 1-phosphate