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Adenosine diphosphate information


Adenosine diphosphate
Skeletal formula of ADP
Ball-and-stick model of ADP (shown here as a 3- ion)
Names
IUPAC name
Adenosine 5′-(trihydrogen diphosphate)
Systematic IUPAC name
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl trihydrogen diphosphate
Other names
Adenosine 5′-diphosphate; Adenosine 5′-pyrophosphate; Adenosine pyrophosphate
Identifiers
CAS Number
  • 58-64-0 checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:16761 checkY
ChEMBL
  • ChEMBL14830 checkY
ChemSpider
  • 5800 checkY
DrugBank
  • DB03431 ☒N
ECHA InfoCard 100.000.356 Edit this at Wikidata
EC Number
  • 218-249-0
IUPHAR/BPS
  • 1712
KEGG
  • C00008 ☒N
PubChem CID
  • 6022
RTECS number
  • AU7467000
UNII
  • 61D2G4IYVH checkY
CompTox Dashboard (EPA)
  • DTXSID60883210 Edit this at Wikidata
InChI
  • InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 checkY
    Key: XTWYTFMLZFPYCI-KQYNXXCUSA-N checkY
  • InChI=1/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
    Key: XTWYTFMLZFPYCI-KQYNXXCUBP
SMILES
  • O=P(O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3O
  • c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O)O)O)N
Properties
Chemical formula
 C10H15N5O10P2
Molar mass 427.201 g/mol
Density 2.49 g/mL
log P -2.640
Hazards
Safety data sheet (SDS) MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Adenosine diphosphate (ADP), also known as adenosine pyrophosphate (APP), is an important organic compound in metabolism and is essential to the flow of energy in living cells. ADP consists of three important structural components: a sugar backbone attached to adenine and two phosphate groups bonded to the 5 carbon atom of ribose. The diphosphate group of ADP is attached to the 5’ carbon of the sugar backbone, while the adenine attaches to the 1’ carbon.[1]

ADP can be interconverted to adenosine triphosphate (ATP) and adenosine monophosphate (AMP). ATP contains one more phosphate group than does ADP. AMP contains one fewer phosphate group. Energy transfer used by all living things is a result of dephosphorylation of ATP by enzymes known as ATPases. The cleavage of a phosphate group from ATP results in the coupling of energy to metabolic reactions and a by-product of ADP.[1] ATP is continually reformed from lower-energy species ADP and AMP. The biosynthesis of ATP is achieved throughout processes such as substrate-level phosphorylation, oxidative phosphorylation, and photophosphorylation, all of which facilitate the addition of a phosphate group to ADP.

  1. ^ a b Cox, Michael; Nelson, David R.; Lehninger, Albert L (2008). Lehninger principles of biochemistry. San Francisco: W.H. Freeman. ISBN 978-0-7167-7108-1.

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