Adenosine cyclophosphate

Names

[ CAS No. ]:
60-92-4

[ Name ]:
Adenosine cyclophosphate

[Synonym ]:
Adenosine 3,5'-cyclic monophosphoric acid
Adenosine 3',5'-cyclic monophosphate
adenosine cyclic-monophosphate
cyclic Adenosine 3',5'-monophosphate
(4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide
Cyclic AMP
3'5'-cyclic ester of AMP
adenosine-cyclic-phosphate
cyclic 3',5'-AMP
cAMP
Adenosine 3‘,5‘-cyclic monophosphate
Adenosine 3′,5′-cyclic monophosphate
adenosine cyclic 3',5'-phosphate
cyclic Adenosine 3',5'-phosphate
Cyclic 3',5'-adenylate
EINECS 200-492-9
4H-Furo[3,2-d]-1,3,2-dioxaphosphorin-7-ol, 6-(6-amino-9H-purin-9-yl)tetrahydro-2-hydroxy-, 2-oxide, (4aR,6R,7R,7aS)-
3',5'-Cyclic AMP
Adenosine 3',5'-cyclic phosphate
3′,5′-Cyclic AMP
Adenosine-3',5'-cyclicmonophosphate
MFCD00005845
Adenosine cyclic monophosphate
Cyclic adenosine monophosphate

Biological Activity

[Description]:

cAMP is a mitogenic messenger and promotes the G1 to S phase transition in the cell cycle.

[Related Catalog]:

Research Areas >> Others

Natural Products >> Saccharides and Glycosides

[Target]

Human Endogenous Metabolite

[References]

[1]. Cook SJ, et al. Inhibition by cAMP of Ras-dependent activation of Raf. Science. 1993 Nov 12;262(5136):1069-72.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
2.5±0.1 g/cm3

[ Boiling Point ]:
701.5±70.0 °C at 760 mmHg

[ Melting Point ]:
260 °C (dec.)(lit.)

[ Molecular Formula ]:
C₁₀H₁₂N₅O₆P

[ Molecular Weight ]:
329.206

[ Flash Point ]:
378.0±35.7 °C

[ Exact Mass ]:
329.052521

[ PSA ]:
164.65000

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
2.012

[ Water Solubility ]:
50 mg/mL

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU7357600

CHEMICAL NAME :: Adenosine, cyclic 3',5'-(hydrogenphosphate)-

CAS REGISTRY NUMBER :: 60-92-4

BEILSTEIN REFERENCE NO. :: 0052645

LAST UPDATED :: 199701

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C10-H12-N5-O6-P

MOLECULAR WEIGHT :: 329.24

WISWESSER LINE NOTATION :: T56 BO FOPOTJ DQ GQ GO C- DT56 BN DN FN HNJ IZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Rodent - mouse Fibroblast

DOSE/DURATION :: 500 umol/L

REFERENCE :: IJCNAW International Journal of Cancer. (International Union Against Cancer, 3 rue du Conseil- General, 1205 Geneva, Switzerland) V.1- 1966- Volume(issue)/page/year: 13,404,1974

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
C:Corrosive

[ Risk Phrases ]:
R34

[ Safety Phrases ]:
22-24/25-45-36/37/39-26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AU7357600

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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