Staurosporine
Staurosporin · STSP · AM-2282 · Stauroporine · Staurosporine,98% · 2,3,10,11,12,13-HEXAHYDRO-10R-METHOXY-9S-METHYL-11R-METHYLAMINO-9S,13R-EPOXY-1H,9H-DIINDOLO[1,2,3-GH:3',2',1'-LM]PYRROLO[3,4-J][1,7]BENZODIAZONIN-1 ONE · CBR113 · CS-2206
식별자 및 물리적 특성
| CAS No. | 62996-74-1 |
|---|---|
| 분자식 | C28H26N4O3 |
| 평균 분자량 | 466.5 g/mol |
| 단동위원소 질량 | 466.20049069 g/mol |
| SMILES | CN[C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4 |
| InChIKey | HKSZLNNOFSGOKW-FYTWVXJKSA-N |
| PubChem CID | 44259 |
| ChEMBL | CHEMBL388978 |
| ChEBI | CHEBI:15738 |
| EC No. | 613-127-7 |
| DTXSID | DTXSID6041131 |
화학 및 물리적 성질
| XLogP | 3.2 |
|---|---|
| 극성 표면적 | 69.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 35 |
| 형식 전하 | 0 |
| 복잡도 | 901 |
| 의약품 | Pharmaceuticals -> AntibioticsPharmaceuticals -> Listed in ZINC15 |
| 녹는점 | 270°C |
| 끓는 점 | 677.5±55.0 °C(Predicted) |
| 밀도 | 1.56±0.1 g/cm3(Predicted) |
| 저장 조건 | 2-8°C |
| 용해도 | DMSO: 용해될 수 있다 |
| 물리적 상태 | 흰색에서 연한 노란색 고체 |
| pKa(산도 계수) | 14.25±0.70(Predicted) |
| 색상 | 미색에서 옅은 노란색까지 |
| 용해도 | DMSO 또는 에탄올에 용해됩니다. 디메틸 설폭사이드, 디메틸 포름아미드, 에틸 아세테이트, 뜨거운 아세톤 및 에탄올에 용해됩니다. 클로로포름과 메탄올에 약간 용해됩니다. 물에 불용성. |
| BRN | 1060573 |
| 안정성 | 제공된 대로 구매일로부터 1년 동안 안정적입니다. DMSO의 솔루션은 -20°에서 최대 4개월 동안 보관할 수 있습니다. |
| InChIKey | HKSZLNNOFSGOKW-WIFUGMKFSA-N |
| SMILES | CN[C@@H]1C[C@@H]2O[C@@](C)([C@@H]1OC)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35 |
화학적 성질
Light Yellow Solid
안전 및 규제
| GHS 분류 | DangerH302 (10%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P260, P264, P270, P273, P280, P301+P317, P318, P319, P330, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 10 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | 9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, (9S,10R,11R,13R)-: 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. |
| Hazard Classes and Categories | Acute Tox. 4 (10%) |
| 수질 위해 등급(WGK) | 2 |
| 운송 번호(UN) | UN 2811 6.1 / PGII |
| 관세 코드 | 29419090 |
| 위험 문구(R) | 40-45-36/37/38-46 |
| 위험 표시 | Xn,T,Xi |
| 안전 문구(S) | 36/37-53-36-26-45 |
| 위험 등급 | 3Aquatic Chronic 4Carc. 1BMuta. 1BRepr. 2 |
| F 고인화성물질 | 8-10 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
용도
개요
Staurosporine (Stsp) is potent inhibitor of protein kinase C (PKC) from rat brain, exhibiting an IC50 value of 2.7 nM. It inhibits rat recombinant PKC-α approximately 100- and 1,000-fold better than PKC-δ and PKC-ζ, respectively. However, Stsp is non-selective in that it also inhibits the activity of a variety of other protein kinases, not only PKC isoforms. The biological effects of Stsp include cytotoxicity, relaxation of smooth muscle, and regulation of eNOS gene expression.
출처
A complex alkaloid. staurosporine has been isolated from a strain of Streptomyces.
용도
Staurosporine is an unusual indolocarbazole alkaloid produced by a range of actinomycete species. It is a potent antitumour active, inducing apoptosis in a variety of cell lines. Staurosporine is a potent inhibitor of many kinases including protein kinase C, tyrosine kinase, CDK2/cyclin A and CDK4/cyclin D. At submicromolar concentrations, staurosporine inhibits both IKKalpha and IKKbeta.
일반 설명
A potent, cell-permeable, reversible, ATP-competitive and broad spectrum inhibitor of protein kinases. Inhibits CaM kinase (IC50 = 20 nM), myosin light chain kinase (IC50 = 1.3 nM), protein kinase A (IC50 = 7 nM), protein kinase C (IC50 = 0.7 nM), and protein kinase G (IC50 = 8.5 nM). Also inhibits platelet aggregation induced by collagen or ADP but has no effect on thrombin-induced platelet aggregation. Induces apoptosis in human malignant glioma cell lines. Arrests normal cells at the G1 checkpoint.