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CAS 36940-87-1

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Adenosine, cyclic 3′,5′-(hydrogen phosphate) 2′-(hydrogen butanedioate)

Description:
Adenosine, cyclic 3′,5′-(hydrogen phosphate) 2′-(hydrogen butanedioate), commonly referred to as cyclic AMP (cAMP) derivative, is a nucleotide derivative characterized by its cyclic structure and phosphate group. This compound plays a crucial role in cellular signaling as a second messenger in various biological processes, including the regulation of metabolism, gene expression, and cell proliferation. The cyclic structure allows for rapid signaling, as it can easily interact with specific proteins, such as protein kinases, to elicit physiological responses. The presence of the butanedioate moiety contributes to its solubility and stability in biological systems. cAMP is synthesized from ATP by the enzyme adenylate cyclase and is degraded by phosphodiesterases. Its levels are tightly regulated within the cell, reflecting its importance in maintaining cellular homeostasis. Overall, this compound is vital for numerous physiological functions and is a key player in the signaling pathways of various organisms.
Formula:C14H16N5O9P
InChI:InChI=1S/C14H16N5O9P/c15-12-9-13(17-4-16-12)19(5-18-9)14-11(27-8(22)2-1-7(20)21)10-6(26-14)3-25-29(23,24)28-10/h4-6,10-11,14H,1-3H2,(H,20,21)(H,23,24)(H2,15,16,17)/t6-,10-,11-,14-/m1/s1
InChI key:InChIKey=QNPSLGPIZRJDAN-UISLRAPISA-N
SMILES:O(C(CCC(O)=O)=O)[C@H]1[C@@H](O[C@]2([C@]1(OP(=O)(O)OC2)[H])[H])N3C=4C(N=C3)=C(N)N=CN4
Synonyms:
  • 2′-O-Succinyl-3′,5′-cyclic AMP
  • 2′-O-Succinyl-cAMP
  • 2′-O-Succinyladenosine 3′,5′-monophosphate
  • 4-{[(4aR,6R,7R,7aR)-6-(6-amino-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl]oxy}-4-oxobutanoic acid
  • 4-{[6-(6-amino-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl]oxy}-4-oxobutanoic acid
  • 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, adenosine deriv.
  • Adenosine, cyclic 3',5'-(hydrogen phosphate) 2'-(hydrogen butanedioate)
  • Adenosine, cyclic 3′,5′-(hydrogen phosphate) 2′-(hydrogen butanedioate)
  • Succinyladenosine 3',5'-cyclic monophosphate
  • Adenosine cyclic 3',5'-(hydrogen phosphate) 2'-(hydrogen succinate)
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