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Cyclic AMP

CAT: 0013-GTR19158723-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19158723-01Size:500 mg
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Description
Cyclic AMP is 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.
CAS Number
60-92-4
Product Name Alternative
Cyclic AMP | NSC 94017 | NSC-94017
Purity
>98% (HPLC)
Solubility
H2O : ≥ 5 mg/mL 15.19 mM DMSO : < 1 mg/mL
Smiles
C1C2C (C (C (O2) N3C=NC4=C3N=CN=C4N) O) OP (=O) (O1) O
Molecular Formula
C10H12N5O6P
Molecular Weight
329.2
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
Adenosine cyclic 3',5'-monophosphate

Chemical Information

Camp

3',5'-cyclic AMP is a 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a 3',5'-cyclic purine nucleotide and an adenyl ribonucleotide. It is a conjugate acid of a 3',5'-cyclic AMP(1-).

CAS Number60-92-4
PubChem CID6076
IUPAC Name(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
Molecular FormulaC10H12N5O6P
Molecular Weight329.21
XLogP-2.6
Topological Polar Surface Area155
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count1
Heavy Atom Count22
Formal Charge0
Complexity498
SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O
InChI
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
Chemical Structure
2D Structure
2D structure of Camp
CAS: 60-92-4
CID: 6076
Formula: C10H12N5O6P
MW: 329.21
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight329.21
XLogP3-2.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count1
Exact Mass329.05252012
Monoisotopic Mass329.05252012
Topological Polar Surface Area155 Ų
Heavy Atom Count22
Formal Charge0
Complexity498
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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