3′,5′-사이클릭아데닐산
3′,5′-사이클릭아데닐산 · 아데노신사이클릭포스페이트 · CAMP · ADENOSINE CYCLOPHOSPHATE · Acrasin · ADENOSINE CYCLPHOSPHATE · Adenosine 3',5'-cyclophosphate · (4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide
식별자 및 물리적 특성
| CAS No. | 60-92-4 |
|---|---|
| 분자식 | C10H12N5O6P |
| 평균 분자량 | 329.21 g/mol |
| 단동위원소 질량 | 329.05251973 g/mol |
| SMILES | Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O |
| InChIKey | IVOMOUWHDPKRLL-KQYNXXCUSA-N |
| PubChem CID | 6076 |
| ChEMBL | CHEMBL316966 |
| ChEBI | CHEBI:17489 |
| EC No. | 200-492-9 |
| DTXSID | DTXSID8040436 |
| 현지명 | 3′,5′-사이클릭아데닐산 |
화학 및 물리적 성질
| XLogP | -2.6 |
|---|---|
| 극성 표면적 | 155 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 10 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 22 |
| 형식 전하 | 0 |
| 복잡도 | 498 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| 화장품 | Skin conditioning |
| LogP(분배 계수) | -2.96 |
| 용해도 | 4 mg/mLH2O: 10 mg/mL 수용액의 pH는 대략입니다. 3.0. 나트륨염(A6885)은 약 20×입니다. |
| 녹는점 | 219-220 °C219 - 220 °C260 °C (dec.)(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 176.8 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]172 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine]175.07 Ų [M-H]- [CCS Type: DTMethod: stepped-field]188.8 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]181.3 Ų [M+Na]+ |
| 끓는 점 | 56.12°C |
| 밀도 | 2.47±0.1 g/cm3(Predicted) |
| 저장 조건 | -20°C |
| pKa(산도 계수) | 1.00±0.60(Predicted) |
| 물리적 상태 | 가루 |
| 색상 | 하얀색 |
| 생물학적 소스 | mouse |
| 용해도 | 50mg/mL |
| Merck | 14,2708 |
| BRN | 52645 |
| 안정성 | 흡습성 |
| 화장품 원료 기능 | 피부 컨디셔닝 |
| 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 | Adenosine 3',5'-cyclic monophosphate(60-92-4) |
| EPA | Adenosine, cyclic 3',5'-(hydrogen phosphate) (60-92-4) |
화학적 성질
White crystalline or Pale yellow powder; odorless. Slightly soluble in water, almost insoluble in ethanol or ether.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 33.3% (2 of 6) of reports.DangerH314 (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. |
|---|---|
| 규제 정보 | 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. |
| 기타 안전 정보 | IMAP assessments - Adenosine, cyclic 3',5'-(hydrogen phosphate): Environment tier I assessment |
| Hazard Classes and Categories | Skin Corr. 1B (16.7%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AU7357600 |
| 독성 | oms-hmn:oth 100 mmol/L JIDEAE 65,52,75 |
| 관세 코드 | 29349990 |
| 위험 문구(R) | 34-36/37/38 |
| 위험 표시 | C,Xi |
| 안전 문구(S) | 22-24/25-45-36/37/39-26-36 |
| F 고인화성물질 | 10-21 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
cAMP 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.
일반 설명
Cyclic AMP is a second messenger molecule comprised of an adenine ribonucleotide bearing a phosphate group bound to the oxygen molecules at the 3' and 5' positions of the sugar moiety. Cyclic AMP, which is synthesized from ATP by the intracellular enzyme adenylate cyclase, modulates the activity of several hormone-dependent signal transduction pathways.