Grundinformationen
- Standard-SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O- InChIKey
IVOMOUWHDPKRLL-KQYNXXCUSA-N- Summenformel
- C10H12N5O6P
- Durchschnittliche Molmasse
- 329,21 g/mol
- Monoisotopische Masse
- 329,05251973
Überblick
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-).
Namen und Bezeichner
- Bevorzugter Name
- Camp
- IUPAC
- (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
- Lokaler Name
- Adenosin-3',5'-phosphatmonohydrat
- Englischer Name
- Cyclic AMP
- Summenformel
- C10H12N5O6P
- Molmasse
- 329.21
Namen und Synonyme
Cyclic AMPcAMP60-92-4Adenosine 3',5'-cyclic monophosphate3',5'-cyclic AMPAdenosine 3',5'-cyclophosphatecyclic 3',5'-AMPAdenosine 3',5'-phosphateCyclic Adenosine MonophosphateAdenosine cyclic monophosphatecyclic 3',5'-Adenylic acidAdenosine 3',5'-monophosphate
Weitere Namen anzeigen
ADENOSINE CYCLOPHOSPHATEAcrasinADENOSINE CYCLPHOSPHATE(4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxideMRD40C13orf83:5-CAMPKIAA1802
cyclic Adenosine 3',5'-phosphateAdenosine cyclic 3',5'-monophosphateAdenosine, cyclic 3',5'-(hydrogen phosphate)Adenosine 3',5'-cyclic phosphate3',5'-AMPAdenosine cyclic 3',5'-phosphateAdenosine cyclic phosphateCyclic adenylic acid
Datenbank-Bezeichner
- CAS
60-92-4- PubChem CID
- 6076
- DTXSID
DTXSID8040436- ChEMBL
CHEMBL316966- ChEBI
CHEBI:17489- UNII
- E0399OZS9N
- EC Number
- 200-492-9
- Nikkaji
- J4.811I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,6
- Polarare Oberfläche (TPSA)
- 155 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 10
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 22
- Formalladung
- 0
- Komplexität
- 498
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsSkin conditioning
LogP-2.96
Solubility4 mg/mL
Melting Point
219-220 °C
219 - 220 °C
Physical DescriptionSolid
Collision Cross Section
176.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
172 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]
175.07 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
188.8 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
181.3 Ų [M+Na]+
Physikochemische Eigenschaften
- Schmelzpunkt
- 260 °C · 260 °C (dec.)(lit.)
- Siedepunkt
- 56.12 °C · 56.12°C
- Dichte
- 2.47 · 2.47±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 2 O: · H2O: 10 mg/mL pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20×
- pka
- 1 · 1.00±0.60(Predicted)
- Aggregatzustand
- powder
- Farbe
- white
- Biologische Quelle
- mouse
- Wasserlöslichkeit
- 50 mg/mL · 50 mg/mL
- Merck
- 14 · 14,2708
- BRN
- 52645 · 52645
- Stabilität
- Hygroscopic
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONING
- 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
- Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O
- NIST chemische Informationen
- 3 · Adenosine 3',5'-cyclic monophosphate(60-92-4)
- EPA chemische Informationen
- 3 · Adenosine, cyclic 3',5'-(hydrogen phosphate) (60-92-4)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 33.3% (2 of 6) of reports.
Danger
H314 (16.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Adenosine, cyclic 3',5'-(hydrogen phosphate)
Adenosine, cyclic 3',5'-(hydrogen phosphate): Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Adenosine, cyclic 3',5'-(hydrogen phosphate): Environment tier I assessment
Hazard Classes and CategoriesSkin Corr. 1B (16.7%)
Sicherheitsdaten
- F
- 10-21
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29349990
- RTECS-Nr.
- AU7357600
- risk_code
- 34-36/37/38
- Toxizität
- oms-hmn:oth 100 mmol/L JIDEAE 65,52,75
- hazard_code
- C,Xi
- safety_code
- 22-24/25-45-36/37/39-26-36
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsAll Tissues
Cellular LocationsCytoplasm
Metabolite PathwaysAdenine phosphoribosyltransferase deficiency (APRT)
Verwendung und Herstellung
Household ProductsInformation on 1 consumer products that contain cyclic AMP (adenosine cyclic phosphate) in the following categories is provided:
Use ClassificationCosmetics -> Skin conditioning
General Manufacturing InformationAdenosine, cyclic 3',5'-(hydrogen phosphate): ACTIVE
Anwendungen
VerwendencAMP is used for intracellular signal transduction in many different organisms, conveying the cAMP-dependent pathway. Restoration of several morphological characteristics of normal fibroblasts in sarcoma cells when treated with adenosine-3': 5'-cyclic monophosphate. In the presence of adenosine 3':5'-cyclic monophosphate, protein kinase I dissociated into two subunits: a subunit binding adenosine 3':5'-cyclic monophosphate, and a catalytic subunit. Stimulation of calcium uptake in platelet membrane vesicles by adenosine 3',5'-cyclic monophosphate.
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北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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湖北鑫源顺医药化工有限公司13971561712, 13995564702, 027-50664929 · [email protected]
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Ergänzende Hinweise
DefinitionChEBI: Cyclic AMP is a 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. It has a role as a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an adenyl ribonucleotide and a 3',5'-cyclic purine nucleotide. It is a conjugate acid of a 3',5'-cyclic AMP(1-).
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