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Adenosine phosphosulfate (PC000897)

Record Information
Version1.0
Creation date2015-10-09 22:33:16 UTC
Update date2017-01-19 02:36:40 UTC
FoodComEx IDPC000897
FoodDB RecordFDB022362
Chemical Information
NameAdenosine phosphosulfate
DescriptionAdenosine phosphosulfate, also known as adenylylsulfate or adenosine sulfatophosphate, 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. Adenosine phosphosulfate is a strong basic compound (based on its pKa). Adenosine phosphosulfate exists in all living species, ranging from bacteria to humans. Within humans, adenosine phosphosulfate participates in a number of enzymatic reactions. In particular, adenosine phosphosulfate can be biosynthesized from sulfate through the action of the enzyme bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2. In addition, adenosine phosphosulfate can be converted into phosphoadenosine phosphosulfate; which is catalyzed by the enzyme bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2. In humans, adenosine phosphosulfate is involved in sulfate/sulfite metabolism. Outside of the human body, Adenosine phosphosulfate has been detected, but not quantified in, several different foods, such as chia, yardlong beans, swiss chards, sapodilla, and chicory leaves. This could make adenosine phosphosulfate a potential biomarker for the consumption of these foods. An adenosine 5'-phosphate having a sulfo group attached to one the phosphate OH groups.
CAS Number485-84-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
5'-Adenylyl sulfateChEBI
5'-Adenylyl sulfuric acidGenerator
5'-Adenylyl sulphateGenerator
5'-Adenylyl sulphuric acidGenerator
Adenosine 5'-OsulfateChEBI
Adenosine 5'-Osulfuric acidGenerator
Adenosine 5'-OsulphateGenerator
Adenosine 5'-Osulphuric acidGenerator
Adenosine 5'-phosphosulfatehmdb
Adenosine 5'-sulphatoateHMDB
adenosine 5'-sulphatophosphatehmdb
Adenosine OsulfateChEBI
Adenosine Osulfuric acidGenerator
Adenosine OsulphateGenerator
Adenosine Osulphuric acidGenerator
Adenosine Phosphosulfatehmdb
Adenosine phosphosulfic acidhmdb
Adenosine sulfatoateHMDB
adenosine sulfatophosphatehmdb
ADENOSINE-5'-OsulfATEChEBI
ADENOSINE-5'-Osulfuric acidGenerator
ADENOSINE-5'-OsulphateGenerator
ADENOSINE-5'-Osulphuric acidGenerator
adenylic acid monoanhydride with sulfuratehmdb
adenylic acid monoanhydride with sulfuric acidhmdb
adenylyl sulfatehmdb
Adenylyl sulphateHMDB
adenylyl-sulfatehmdb
Adenylyl-sulphateHMDB
AdenylylsulfateChEBI
Adenylylsulfuric acidGenerator
AdenylylsulphateGenerator
Adenylylsulphuric acidGenerator
AMPShmdb
APShmdb
OSulfateHMDB
OSulphateHMDB
phosphosulfatehmdb
SulfatoateHMDB
sulfatophosphatehmdb
Chemical FormulaC10H14N5O10PS
IUPAC name[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
InChI IdentifierInChI=1S/C10H14N5O10PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1
InChI KeyIRLPACMLTUPBCL-KQYNXXCUSA-N
Isomeric SMILESNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O
Average Molecular Weight427.284
Monoisotopic Molecular Weight427.019898895
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside monophosphates
Alternative Parents
Substituents
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Alkyl phosphate
  • Pyrimidine
  • Monosaccharide
  • Imidolactam
  • Phosphoric acid ester
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Organic sulfuric acid or derivatives
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organic oxide
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Amine
  • Alcohol
  • Primary amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 3 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available