기본 정보
- 표준 SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O- InChIKey
IVOMOUWHDPKRLL-KQYNXXCUSA-N- 분자식
- C10H12N5O6P
- 평균 분자량
- 329.21 g/mol
- 단동위원소 질량
- 329.05251973
개요
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-).
이름 및 식별자
- 우선 이름
- 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
- 현지명
- 3′,5′-사이클릭아데닐산
- 영어명
- Cyclic AMP
- 분자식
- C10H12N5O6P
- 분자량
- 329.21
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
60-92-4- PubChem CID
- 6076
- DTXSID
DTXSID8040436- ChEMBL
CHEMBL316966- ChEBI
CHEBI:17489- UNII
- E0399OZS9N
- EC Number
- 200-492-9
- Nikkaji
- J4.811I
물성
구조 계산 물성
- XLogP
- -2.6
- 극성 표면적
- 155 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 10
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 22
- 형식 전하
- 0
- 복잡도
- 498
실험 및 물리화학적 성질
Melting Point
219-220 °C
219 - 220 °C
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]+
물리화학적 성질
- 녹는점
- 260 °C · 260 °C (dec.)(lit.)
- 끓는 점
- 56.12 °C · 56.12°C
- 밀도
- 2.47 · 2.47±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · -20°C
- 용해도
- 2 O: · H2O: 10 mg/mL 수용액의 pH는 대략입니다. 3.0. 나트륨염(A6885)은 약 20×입니다.
- 산도 계수 (pKa)
- 1 · 1.00±0.60(Predicted)
- 물리적 상태
- 가루
- 색상
- 하얀색
- 생물학적 소스
- mouse
- 수용성
- 50 mg/mL · 50mg/mL
- Merck
- 14 · 14,2708
- BRN
- 52645 · 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
- 3 · Adenosine 3',5'-cyclic monophosphate(60-92-4)
- EPA
- 3 · 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
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.
유해성 정보
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.
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AU7357600
- 독성
- oms-hmn:oth 100 mmol/L JIDEAE 65,52,75
- HS 번호
- 29349990
- risk_code
- 34-36/37/38
- hazard_code
- C,Xi
- safety_code
- 22-24/25-45-36/37/39-26-36
- F 고인화성물질
- 10-21
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
용도 및 제조
응용 분야
용도cAMP 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 설명Cyclic 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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: 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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