6-Bromoindirubin-3'-oxime
Z E · 6BIO · CS-1934 · MLS2052 · GSK 3 IX · MLS 2052 · BIO (6BIO · BIO (SM04554)
식별자 및 물리적 특성
| CAS No. | 667463-62-9 |
|---|---|
| 분자식 | C16H10BrN3O2 |
| 평균 분자량 | 356.17 g/mol |
| 단동위원소 질량 | 354.99564 g/mol |
| SMILES | O=Nc1c(-c2c(O)[nH]c3cc(Br)ccc23)[nH]c2ccccc12 |
| InChIKey | WFRDXNRAUPBBTO-SQFISAMPSA-N |
| PubChem CID | 448949 |
| ChEMBL | CHEMBL2178734 |
| ChEBI | CHEBI:86290 |
| DTXSID | DTXSID60648023 |
화학 및 물리적 성질
| XLogP | 3.9 |
|---|---|
| 극성 표면적 | 81.2 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 22 |
| 형식 전하 | 0 |
| 복잡도 | 438 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| 녹는점 | 300°C(lit.) |
| 끓는 점 | 554.3±50.0 °C(Predicted) |
| 밀도 | 1.80±0.1 g/cm3(Predicted) |
| 저장 조건 | 2-8°C |
| 용해도 | DMSO: >5mg/mL |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | 9.56±0.20(Predicted) |
| 색상 | 진한 빨간색 |
| 안정성 | 제공된 대로 구매일로부터 1년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°에서 최대 2개월 동안 보관할 수 있습니다. |
| InChI | 1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,14,18H,(H,19,21)/b15-13- |
| InChIKey | WFRDXNRAUPBBTO-SQFISAMPSA-N |
| SMILES | Brc1cc2c(cc1)\C(=C3\Nc4c(cccc4)C\3N=O)\C(=O)N2 |
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| 관세 코드 | 29339900 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36 |
| 저장 분류 | 10 - Combustible liquids |
용도
개요
BIO is a cell-permeable bis-indolo (indirubin) compound that acts as a highly potent, selective, reversible, and ATP-competitive inhibitor of GSK3α/β (IC50 = 5 nM). Its specificity has been tested against various cyclin-dependent kinases (CDKs) (IC50s = 83, 300, 320, and 10,000 nM for Cdk5/p25, Cdk2/A, Cdk1/B, and Cdk4/D1, respectively). BIO was also tested for its specificity towards many other commonly studied kinases (IC50 ≥10 μM), including MAP kinases, PKA, PKC isoforms, PKG, CK, and IRTK. Inhibition of GSK by BIO has been shown to result in the activation of the Wnt signaling pathway and sustained pluripotency in human and mouse embryonic stem cells (ESCs). BIO is reported to maintain self-renewal in human and mouse ESCs as well as induce the differentiation of neonatal cardiomyocytes.
용도
6-bromoindirubin-3′-oxime (BIO) has been used:in MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) cell proliferation assayas a medium supplement in embryonic stem cells (ESCs)for the inhibition of glycogen synthase kinase 3 β (GSK-3β) in human dermal papilla cells (hDPCs)
일반 설명
A cell-permeable, highly potent, selective, reversible, and ATP-competitive inhibitor of GSK-3α/β (IC50 = 5 nM). Specificity was confirmed using various Cdk′s (IC50 = 83 nM for Cdk5/p25, 300 nM for Cdk2/cyclin A, 320 nM for Cdk1/cyclin B, and 10 μM for Cdk4/cyclin D1), MAP kinases, PKA, PKC isoforms, PKG, CK, and IRTK (IC50 ≥ 10 μM). Inhibition of GSK by BIO has been shown to result in the activation of the Wnt signaling pathway and sustained pluripotency of human and murine embryonic stem cells (ESCs).