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Bovine Metabolome Database



Showing metabocard for Deoxyadenosine (BMDB00101)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-08-18 11:23:39
Accession Number BMDB00101
Common Name Deoxyadenosine
Description Deoxyadenosine is a derivative of nucleoside adenosine. It is comprised of adenine attached to a deoxyribose moiety via a N9-glycosidic bond. Deoxyribose differs from ribose by the absence of oxygen in the 3' position of its ribose ring. Deoxyadenosine is a critical component of DNA.
Synonyms
  1. 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-b-D-Ribofuranose
  2. 2'-Deoxyadenosine
  3. 9-(2-Deoxy-b-D-erythro-pentofuranosyl)adenine
  4. 9-(2-deoxy-b-D-erythro-pentofuranosyl)-9H-Purin-6-amine
  5. 9-(2-deoxy-b-D-ribofuranosyl)-9H-Purin-6-amine
  6. Adenine deoxyribonucleoside
  7. Adenine deoxyribose
  8. Adenyldeoxyriboside
  9. DA
  10. Deoxyadenosine
  11. Desoxyadenosine
  12. adenine-9 2-deoxy-b-D-erythro-Pentofuranoside
  13. 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-beta-delta-Ribofuranose
  14. 9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)adenine
  15. 9-(2-deoxy-beta-delta-erythro-pentofuranosyl)-9H-Purin-6-amine
  16. 9-(2-deoxy-beta-delta-ribofuranosyl)-9H-Purin-6-amine
  17. adenine-9 2-deoxy-beta-delta-erythro-Pentofuranoside
  18. 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-beta-D-Ribofuranose
  19. 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)adenine
  20. 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-9H-Purin-6-amine
  21. 9-(2-deoxy-beta-D-ribofuranosyl)-9H-Purin-6-amine
  22. adenine-9 2-deoxy-beta-D-erythro-Pentofuranoside;2-Deoxyadenosine
Chemical IUPAC Name Adenine Deoxyribonucleoside
Chemical Formula C10H13N5O3
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Nucleosides and Nucleoside conjugates
Class
  • Nucleoside Analogues
Sub Class
  • Deoxy nucleosides
Family
  • Mammalian_Metabolite
Species
  • primary alcohol; secondary alcohol; primary amine; primary aromatic amine; aromatic compound; heterocyclic compound
Biofunction
  • DNA component
Application
Source
  • Endogenous
Average Molecular Weight 251.242
Monoisotopic Molecular Weight 251.101837
Isomeric SMILES NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](CO)O1
Canonical SMILES NC1=NC=NC2=C1N=CN2C1CC(O)C(CO)O1
KEGG Compound ID C00559 Link Image
BioCyc ID Not Available
BiGG ID 35352 Link Image
Wikipedia Link Deoxyadenosine Link Image
METLIN ID 3382 Link Image
PubChem Compound 13730 Link Image
PubChem Substance 7885263 Link Image
ChEBI ID Not Available
CAS Registry Number 958-09-8
InChI Identifier InChI=1/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1
Synthesis Reference Anderson, Charles D.; Goodman, Leon; Baker, B. R. Potential anticancer agents. XIX. Synthesis of 2-deoxyadenosine. Journal of the American Chemical Society (1959), 81 3967-74.
Melting Point (Experimental) 189
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 3.36 mg/mL [MEYLAN,WM et al. (1996)]; 10.700001 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity -0.55 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP/Hydrophobicity -0.95 [Predicted by ALOGPS]; -0.8 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS) Not Available
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Download Spectrum
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Nucleus
  • Cytoplasm (Predicted from Solubility)
  • Cytoplasm
  • Extracellular
  • lysosome
Biofluid Location Not Available
Tissue Location
Tissue References
All Tissues
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names
  • Purine Metabolism
HMDB Pathways
Name Purine Metabolism
Image Show Link Image
KEGG Pathways
Name Purine Metabolism
Image Show Link Image
SimCell Pathways
Name Purine Metabolism
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Graph Show Link Image
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General References
  1. Wikipedia Link Image