Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB000222
Name: Adenosine phosphosulfate
Description:Adenosine phosphosulfate (also known as APS) is the initial compound formed by the action of ATP sulfurylase (or PAPS synthetase) on sulfate ions after sulfate uptake. PAPS synthetase 1 is a bifunctional enzyme with both ATP sulfurylase and APS kinase activity, which mediates two steps in the sulfate activation pathway. The first step is the transfer of a sulfate group to ATP to yield adenosine 5'-phosphosulfate (APS), and the second step is the transfer of a phosphate group from ATP to APS yielding 3'-phosphoadenylylsulfate (PAPS).
  • Adenosine 5'-phosphosulfate
  • Adenosine 5'-phosphosulfuric acid
  • Adenosine 5'-phosphosulphate
  • Adenosine 5'-phosphosulphuric acid
  • Adenosine 5'-sulfatophosphate
  • Adenosine 5'-sulfatophosphoric acid
  • Adenosine 5'-sulphatophosphate
  • Adenosine 5'-sulphatophosphoric acid
  • Adenosine Phosphosulfate
  • Adenosine phosphosulfuric acid
  • Adenosine Phosphosulphate
  • Adenosine phosphosulphuric acid
  • Adenosine sulfatophosphate
  • Adenosine sulfatophosphoric acid
  • Adenosine sulphatophosphate
  • Adenosine sulphatophosphoric acid
  • Adenylate monoanhydride with sulfate
  • Adenylate monoanhydride with sulfurate
  • Adenylate monoanhydride with sulfuric acid
  • Adenylate monoanhydride with sulphate
  • Adenylate monoanhydride with sulphurate
  • Adenylate monoanhydride with sulphuric acid
  • Adenylic acid monoanhydride with sulfurate
  • Adenylic acid monoanhydride with sulfuric acid
  • Adenylic acid monoanhydride with sulphuric acid
  • Adenylyl sulfate
  • Adenylyl sulfuric acid
  • Adenylyl sulphate
  • Adenylyl sulphuric acid
  • Adenylyl-sulfate
  • Adenylyl-sulfuric acid
  • Adenylyl-sulphate
  • Adenylyl-sulphuric acid
  • AMPS
  • APS
  • Phosphosulfate
  • Phosphosulfuric acid
  • Phosphosulphate
  • Phosphosulphuric acid
  • Sulfatophosphate
  • Sulfatophosphoric acid
  • Sulphatophosphate
  • Sulphatophosphoric acid
Chemical Formula: C10H14N5O10PS
Average Molecular Weight: 427.284
Monoisotopic Molecular Weight: 427.019898895
CAS number: 485-84-7
IUPAC Name:[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
Traditional IUPAC Name: adenosine phosphosulfate
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
Kingdom Organic compounds
Super ClassNucleosides, nucleotides, and analogues
Class Purine nucleotides
Sub ClassPurine ribonucleotides
Direct Parent Purine ribonucleoside monophosphates
Alternative Parents
  • Purine ribonucleoside monophosphate
  • N-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • 6-aminopurine
  • Purine
  • Imidazopyrimidine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Imidolactam
  • Alkyl phosphate
  • Pyrimidine
  • Primary aromatic amine
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • N-substituted imidazole
  • Monosaccharide
  • Heteroaromatic compound
  • Oxolane
  • Organic sulfuric acid or derivatives
  • Imidazole
  • Azole
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
Physical Properties
State: Solid
Melting point: Not Available
Experimental Properties:
Predicted Properties
Water Solubility3.29 mg/mLALOGPS
pKa (Strongest Acidic)-2.1ChemAxon
pKa (Strongest Basic)4.99ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area229.44 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity84.06 m3·mol-1ChemAxon
Polarizability35.24 Å3ChemAxon
Number of Rings3ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0912300000-29cd6f42fa9d4c6c4455View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0901000000-018ae7ee1fc1b662ec07View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-861a01467a0191dcd31aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0059-0901600000-785b903b29133cefd0bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-3900000000-d2245ba9a6f6bf6d0217View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9700000000-3f4588ade18801775becView in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
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  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keogh JR, Wolf MF, Overend ME, Tang L, Eaton JW: Biocompatibility of sulphonated polyurethane surfaces. Biomaterials. 1996 Oct;17(20):1987-94. Pubmed: 8894093
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  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
External Links:
Pubchem Compound ID228
Kegg IDC00224
ChemSpider ID9821
Ligand ExpoADX