UCN-01
- Product Name
- UCN-01
- CAS No.
- 112953-11-4
- Chemical Name
- UCN-01
- Synonyms
- UNC 01;UCN-01;KW-2401;KRX-0601;NSC 638850;UCN01,UCN 01;KRX-0601,UCN-01;7-hydroxystaurosporine;7-alfa-Hydroxystaurosporine (UCN-01);(5S,6R,7R,9R,16R)-16-Hydroxy-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-17-oxa
- CBNumber
- CB2972499
- Molecular Formula
- C28H26N4O4
- Formula Weight
- 482.53044
- MOL File
- 112953-11-4.mol
UCN-01 Property
- Boiling point:
- 705.7±60.0 °C(Predicted)
- Density
- 1.63±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: >5mg/mL
- form
- Tan solid
- pka
- 12.25±0.70(Predicted)
- color
- light yellow
- optical activity
- [α]20/D 130 to 160°, c = 0.2 in DMSO
- InChIKey
- PBCZSGKMGDDXIJ-HQCWYSJUSA-N
- SMILES
- [n]21c3c4[n](c6c(c4c7c(c3c8c2cccc8)[C@H](NC7=O)O)cccc6)[C@@H]5O[C@]1([C@@H]([C@@H](C5)NC)OC)C
Safety
- WGK Germany
- 3
- RTECS
- KC6600010
- Storage Class
- 11 - Combustible Solids
- Toxicity
- mouse,LD50,intraperitoneal,25mg/kg (25mg/kg),Journal of Antibiotics. Vol. 42, Pg. 571, 1989.
N-Bromosuccinimide Price
- Product number
- U6508
- Product name
- UCN-01
- Purity
- ≥97% (HPLC), powder
- Packaging
- 1mg
- Price
- $251
- Updated
- 2026/03/19
- Product number
- 539644
- Product name
- UCN-01
- Purity
- A cell-permeable Staurosporine derived anticancer agent that reversibly and ATP-competitively inhibits several protein kinases.
- Packaging
- 500μg
- Price
- $270
- Updated
- 2026/03/19
- Product number
- 18130
- Product name
- UCN-01
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $179
- Updated
- 2024/03/01
- Product number
- U6508
- Product name
- UCN-01
- Purity
- ≥97% (HPLC), powder
- Packaging
- 5mg
- Price
- $986
- Updated
- 2026/03/19
- Product number
- C4783
- Product name
- UCN-01
- Packaging
- 1mg(solution)
- Price
- $215
- Updated
- 2021/12/16
UCN-01 Chemical Properties,Usage,Production
Description
UCN-01 is a synthetic derivative of staurosporine with antiproliferative activity against several in vitro and in vivo cancer models. It inhibits a variety of kinases, including Akt, protein kinase C (IC50 = 30 nM), PDK1 (IC50 = 6 nM) and cyclin-dependent kinases (IC50s = 300-600 nM for Cdk1 and Cdk2). UCN-01 arrests tumor cells in the G1/S phase of the cell cycle and prevents nucleotide excision repair by inhibiting the G2 checkpoint kinase Chk1 (IC50 = 7 nM), leading to apoptosis.
Uses
UCN-01 is an indolocarbazole isolated from a high staurosporine-producing Streptomyces culture. UCN-01 inhibits protein kinase C (PKC) and cyclin-dependant kinase 2 (CDK2), resulting in accumulation of cells in the G1 phase and induction of apoptosis. UCN-01 also enhances the cytotoxicity of other anti-cancer drugs, such as DNA-damaging agents and anti-metabolite drugs, through putative abrogation of G2 and/or S phase accumulation induced by the latter agents.
Uses
UCN 01 is a protein kinase C inhibitor which overrides ZEB1-induced chemoresistance in hepatocellular cancer in human. A cell-permeable Staurosporine derived anticancer agent that inhibits several protein kinases.
General Description
A cell-permeable Staurosporine (Cat. No. 569397) derived anticancer agent that reversibly and ATP-competitively inhibits several protein kinases (IC50 = 29 nM, 34 nM, 30 nM, 590 nM and 530 nM for PKCα, PKCβ, PKCγ, PKCδ and PKCε; IC50 = 7 nM, 27 nM, 50 nM, 50 nM, 150 nM and 1.04 M for Chk1, Cdc25C-associated protein kinase 1, Cdk1, PAK4, Cdk5/p25 and Chk2; IC50 = 33 nM, 50 nM, 95 nM, 500 nM, 500 nM and 1.0 M for PDK1, lck, MAPKAP kinase-2, Akt, GSK-3β and PKA, respectively). At higher concentrations (>15 M), affects the activities of Src, PIM-1, CKII, DNA-PK, ErK1, ILK-1 and MAPKK1). Reported to suppress thymidylate synthase expression, induce apoptosis with caspase activation, and sensitize tumor cells to a range of DNA-damaging agents.
Biochem/physiol Actions
Cell permeable: yes
References
[1] KAWABE T. G2 checkpoint abrogators as anticancer drugs.[J]. Molecular Cancer Therapeutics, 2004, 3 4 1: 513-519. DOI: 10.1158/1535-7163.513.3.4
[2] CHRISTIAN PEIFER DR. DarioR. A ProfDr. Small-Molecule Inhibitors of PDK1[J]. ChemMedChem, 2008, 3 12: 1810-1838. DOI: 10.1002/cmdc.200800195
[3] A M SENDEROWICZ E A S. Preclinical and clinical development of cyclin-dependent kinase modulators.[J]. JNCI Journal of the National Cancer Institute, 2000, 92 5: 376-387. DOI: 10.1093/jnci/92.5.376
[4] Q WANG. UCN-01: a potent abrogator of G2 checkpoint function in cancer cells with disrupted p53.[J]. JNCI Journal of the National Cancer Institute, 1996, 88 14: 956-965. DOI: 10.1093/jnci/88.14.956
[5] TAKAHIRO YAMAUCHI William P Michael J Keating. UCN-01 (7-hydroxystaurosporine) inhibits DNA repair and increases cytotoxicity in normal lymphocytes and chronic lymphocytic leukemia lymphocytes.[J]. Molecular Cancer Therapeutics, 2002, 1 4: 287-294.
[6] MARIA M FACCHINETTI. UCN-01-induced cell cycle arrest requires the transcriptional induction of p21(waf1/cip1) by activation of mitogen-activated protein/extracellular signal-regulated kinase kinase/extracellular signal-regulated kinase pathway.[J]. Cancer research, 2004, 64 10: 3629-3637. DOI: 10.1158/0008-5472.can-03-3741
UCN-01 Preparation Products And Raw materials
Raw materials
Preparation Products
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