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Substance Name: Cyclic AMP
RN: 60-92-4
UNII: E0399OZS9N
InChIKey: IVOMOUWHDPKRLL-KQYNXXCUSA-N

Note

  • An adenine nucleotide containing one phosphate group which is esterified to both the 3'- and 5'-positions of the sugar moiety. It is a second messenger and a key intracellular regulator, functioning as a mediator of activity for a number of hormones, including epinephrine, glucagon, and ACTH.

Molecular Formula

  • C10-H12-N5-O6-P

Molecular Weight

  • 329.2078
 

Classification Code

  • Mutation Data
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Names and Synonyms

Name of Substance

  • Cyclic AMP

MeSH Heading

  • Cyclic AMP

Synonyms

  • 3',5'-AMP
  • 3',5'-cAMP
  • 4-26-00-03618 (Beilstein Handbook Reference)
  • Adenosine 3',5'-cyclic monophosphate
  • Adenosine 3',5'-cyclophosphate
  • Adenosine 3',5'-monophosphate
  • Adenosine 3',5'-phosphate
  • Adenosine cyclic 3',5'-phosphate
  • Adenosine cyclic monophosphate
  • BRN 0052645
  • cAMP
  • CCRIS 4291
  • cyclic 3',5'-Adenylic acid
  • cyclic 3',5'-AMP
  • cyclic Adenosine 3',5'-monophosphate
  • cyclic Adenosine 3',5'-phosphate
  • Cyclic AMP
  • EINECS 200-492-9
  • NSC 94017
  • UNII-E0399OZS9N

Systematic Names

  • Adenosine 3',5'-phosphate monohydrate
  • Adenosine cyclic 3',5'-monophosphate
  • Adenosine, cyclic 3',5'-(hydrogen phosphate)

Registry Numbers

CAS Registry Number

  • 60-92-4

FDA UNII

  • E0399OZS9N

Other Registry Number

  • 11002-78-1

Related Registry Number

  • 37839-81-9 (mono-hydrochloride salt)

System Generated Number

  • 0000060924

Structure Descriptors

InChI

1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChIKey

IVOMOUWHDPKRLL-KQYNXXCUSA-N

Smiles

Nc1ncnc2c1ncn2[C@@H]3O[C@@H]4COP(=O)(O)O[C@H]4[C@H]3O

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 219-220 deg C   EXP
log P (octanol-water) -2.96E+00 (none)   EXP
Water Solubility 1.36E+05 mg/L 25 EST
Vapor Pressure 6.06E-11 mm Hg 25 EST
Henry's Law Constant 2.92E-28 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.90E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.