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Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-02-09 00:10:23 UTC
HMDB IDHMDB01351
Secondary Accession NumbersNone
Metabolite Identification
Common NameDeoxyribose 1-phosphate
DescriptionDeoxyribose 1-phosphate is an intermediate in the metabolism of Pyrimidine. It is a substrate for Purine nucleoside phosphorylase and Thymidine phosphorylase.
Structure
Thumb
Synonyms
  1. 2-Deoxy-alpha-D-ribose 1-phosphate
  2. 2-Deoxy-alpha-delta-ribose 1-phosphate
  3. 2-Deoxy-D-erythro-pentofuranose 1-phosphate
  4. 2-Deoxy-D-ribose 1-phosphate
  5. 2-Deoxy-D-ribose-1-phosphate
  6. 2-Deoxy-delta-erythro-pentofuranose 1-phosphate
  7. 2-Deoxy-delta-ribose 1-phosphate
  8. 2-Deoxy-delta-ribose-1-phosphate
  9. 2-Deoxyribofuranose 1-phosphate
  10. D-2-Deoxy-ribofuranose 1-phosphate
  11. delta-2-Deoxy-ribofuranose 1-phosphate
  12. Deoxyribose 1-phosphate
  13. Deoxyribose-1-phosphate
Chemical FormulaC5H11O7P
Average Molecular Weight214.1104
Monoisotopic Molecular Weight214.024239218
IUPAC Name{[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}phosphonic acid
Traditional Name[(4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphosphonic acid
CAS Registry Number17210-42-3
SMILES
OC[C@H]1OC(C[C@@H]1O)OP(O)(O)=O
InChI Identifier
InChI=1S/C5H11O7P/c6-2-4-3(7)1-5(11-4)12-13(8,9)10/h3-7H,1-2H2,(H2,8,9,10)/t3-,4+,5?/m0/s1
InChI KeyKBDKAJNTYKVSEK-PYHARJCCSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassCarbohydrates and Carbohydrate Conjugates
ClassMonosaccharides
Sub ClassPentoses
Other Descriptors
  • 2-deoxyribose 1-phosphate(ChEBI)
  • Aliphatic Heteromonocyclic Compounds
Substituents
  • Organic Hypophosphite
  • Organic Phosphite
  • Oxolane
  • Phosphoric Acid Ester
  • Primary Alcohol
  • Secondary Alcohol
Direct ParentPentoses
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Purine metabolism
  • Component of Pyrimidine metabolism
ApplicationNot Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility37.6 g/LALOGPS
logP-2.1ALOGPS
logP-1.5ChemAxon
logS-0.76ALOGPS
pKa (Strongest Acidic)1.37ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area116.45ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity39.32ChemAxon
Polarizability17.21ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Pentose Phosphate PathwaySMP00031map00030
Pyrimidine MetabolismSMP00046map00240
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022571
KNApSAcK IDNot Available
Chemspider ID388420
KEGG Compound IDC00672
BioCyc IDDEOXY-RIBOSE-1P
BiGG ID35664
Wikipedia LinkNot Available
NuGOwiki LinkHMDB01351
Metagene LinkHMDB01351
METLIN ID6182
PubChem Compound439287
PDB IDNot Available
ChEBI ID28542
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Holmberg I, Stal P, Hamberg M: Quantitative determination of 8-hydroxy-2'-deoxyguanosine in human urine by isotope dilution mass spectrometry: normal levels in hemochromatosis. Free Radic Biol Med. 1999 Jan;26(1-2):129-35. Pubmed: 9890648

Enzymes

General function:
Involved in ribokinase activity
Specific function:
Not Available
Gene Name:
RBKS
Uniprot ID:
Q9H477
Molecular weight:
34142.685
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
Catalyzes the conversion of the nucleoside breakdown products ribose-1-phosphate and deoxyribose-1-phosphate to the corresponding 5-phosphopentoses. May also catalyze the interconversion of glucose-1-phosphate and glucose-6-phosphate. Has low glucose 1,6-bisphosphate synthase activity.
Gene Name:
PGM2
Uniprot ID:
Q96G03
Molecular weight:
68282.765
Reactions
Deoxyribose 1-phosphate → Deoxyribose 5-phosphatedetails
Deoxyribose 1-phosphate → Deoxyribose 5-monophosphatedetails
General function:
Involved in purine-nucleoside phosphorylase activity
Specific function:
The purine nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the beta-(deoxy)ribonucleoside molecules, with the formation of the corresponding free purine bases and pentose-1-phosphate.
Gene Name:
PNP
Uniprot ID:
P00491
Molecular weight:
32117.69
Reactions
Deoxyguanosine + Phosphoric acid → Guanine + Deoxyribose 1-phosphatedetails
Deoxyuridine + Phosphoric acid → Uracil + Deoxyribose 1-phosphatedetails
Deoxyadenosine + Phosphoric acid → Adenine + Deoxyribose 1-phosphatedetails
Deoxyinosine + Phosphoric acid → Hypoxanthine + Deoxyribose 1-phosphatedetails
General function:
Involved in transferase activity, transferring glycosyl groups
Specific function:
May have a role in maintaining the integrity of the blood vessels. Has growth promoting activity on endothelial cells, angiogenic activity in vivo and chemotactic activity on endothelial cells in vitro. Catalyzes the reversible phosphorolysis of thymidine. The produced molecules are then utilized as carbon and energy sources or in the rescue of pyrimidine bases for nucleotide synthesis.
Gene Name:
TYMP
Uniprot ID:
P19971
Molecular weight:
49954.965
Reactions
Thymidine + Phosphoric acid → Thymine + Deoxyribose 1-phosphatedetails
Deoxyuridine + Phosphoric acid → Uracil + Deoxyribose 1-phosphatedetails
Fluorouracil + Deoxyribose 1-phosphate → Floxuridine + Phosphoric aciddetails