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3′,5′-사이클릭아데닐산

Camp

HCID 6076
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
60-92-4
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

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
이름 더 보기
3′,5′-사이클릭아데닐산아데노신사이클릭포스페이트ADENOSINE 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

물성

구조 계산 물성보충 중

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

DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsSkin conditioning
LogP-2.96
Solubility4 mg/mL
Melting Point · 2건

219-220 °C

219 - 220 °C

Physical DescriptionSolid
Collision Cross Section · 5건

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)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

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 · 2건

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%)

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

화학 및 산업

약리 정보

Tissue LocationsAll Tissues
Cellular LocationsCytoplasm
Metabolite PathwaysAdenine phosphoribosyltransferase deficiency (APRT)

용도 및 제조

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
응용 분야 · 2건

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

관련 반응

19건
반응 기록 만들기
HRID 1959 반응식
HRID 1959반응물로uspto-grants-1998_03
HRID 400325 반응식
HRID 400325반응물로uspto-grants-2014_06
HRID 400326 반응식
HRID 400326반응물로uspto-grants-2014_06
HRID 435452 반응식
HRID 435452생성물로반응물로uspto-grants-1983_08
HRID 506428 반응식
HRID 506428반응물로uspto-grants-2010_08
HRID 743985 반응식
HRID 743985생성물로반응물로uspto-grants-1996_09
HRID 897267 반응식
HRID 897267반응물로uspto-grants-2005_07
HRID 969254 반응식
HRID 969254반응물로uspto-grants-2007_12
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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
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.

F 고인화성물질
10-21
스토리지 클래스
11 - Combustible Solids
MoroxydineDicyclohexylcarbodide or CDCCStyrene cation exchange resinAnhydrous pyridineWater pump암모늄 비카보네이트디사이클로헥실카르보디이미디

하류 제품

6-티오구아닌이노신-3',5'-사이클릭인산염
추가 설명 · 1건

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-).