U6508

UCN-01

Name: UCN-01
Brand: SIGMA

≥97% (HPLC), PKC inhibitor, powder

Synonym(s):

KW-2401

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₂₆N₄O₄

CAS Number:

112953-11-4

Molecular Weight:

482.53

UNSPSC Code:

12352200

PubChem Substance ID:

24724639

NACRES:

NA.77

MDL number:

MFCD26960886

Product Name

UCN-01, ≥97% (HPLC), powder

SMILES string

[H][C@@]1(C[C@@H](NC)[C@H]2OC)N3C4=C(N([C@@]2(C)O1)C5=C6C=CC=C5)C6=C7C(C(N[C@@H]7O)=O)=C4C8=C3C=CC=C8

InChI

1S/C28H26N4O4/c1-28-25(35-3)15(29-2)12-18(36-28)31-16-10-6-4-8-13(16)19-21-22(27(34)30-26(21)33)20-14-9-5-7-11-17(14)32(28)24(20)23(19)31/h4-11,15,18,25,27,29,34H,12H2,1-3H3,(H,30,33)/t15-,18-,25-,27-,28+/m1/s1

InChI key

PBCZSGKMGDDXIJ-HQCWYSJUSA-N

assay

≥97% (HPLC)

form

powder

optical activity

[α]20/D 130 to 160°, c = 0.2 in DMSO

storage condition

protect from light

color

light yellow

solubility

DMSO: >5 mg/mL
H₂O: insoluble

storage temp.

2-8°C

Application

UCN-01 has been used to study checkpoint kinase-1 (CHK1) protein function in trophoblast stem (TS) cells. It has also been used to study UV-induced CHK1 phosphorylation in IB10 cells.

Biochem/physiol Actions

UCN-01 is a selective inhibitor for conventional PKC isotypes over novel PKC isotypes.

Features and Benefits

This compound is featured on the PKB/Akt and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

UCN-01 is soluble in DMSO at a concentration that is greater than 5 mg/ml. However, it is insoluble in water.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Tousled-like kinases stabilize replication forks and show synthetic lethality with checkpoint and PARP inhibitors.

Sung-Bau Lee et al.

Science advances, 4(8), eaat4985-eaat4985 (2018-08-14)

DNA sequence and epigenetic information embedded in chromatin must be faithfully duplicated and transmitted to daughter cells during cell division. However, how chromatin assembly and DNA replication are integrated remains unclear. We examined the contribution of the Tousled-like kinases 1

Cyclizing-berberine A35 induces G2/M arrest and apoptosis by activating YAP phosphorylation (Ser127).

Wuli Zhao et al.

Journal of experimental & clinical cancer research : CR, 37(1), 98-98 (2018-05-08)

A35 is a novel synthetic cyclizing-berberine recently patented as an antitumor compound. Based on its dual targeting topoisomerase (top) activity, A35 might overcome the resistance of single-target top inhibitors and has no cardiac toxicity for not targeting top2β. In this

The cell cycle as a target for cancer therapy: basic and clinical findings with the small molecule inhibitors flavopiridol and UCN-01.

Adrian M Senderowicz

The oncologist, 7 Suppl 3, 12-19 (2002-08-08)

Many tumor types are associated with genetic changes in the retinoblastoma pathway, leading to hyperactivation of cyclin-dependent kinases and incorrect progression through the cell cycle. Small-molecule cyclin-dependent kinase inhibitors are being developed as therapeutic agents. Of these, flavopiridol and UCN-01

UCN-01 (7-hydroxystaurosporine) and other indolocarbazole compounds: a new generation of anti-cancer agents for the new century?

S Akinaga et al.

Anti-cancer drug design, 15(1), 43-52 (2000-07-11)

UCN-01 (7-hydroxystaurosporine) is a protein kinase inhibitor which is under development as an anti-cancer agent in the USA and Japan. Although UCN-01 was originally isolated from the culture broth of Streptomyces sp. as a protein kinase C-selective inhibitor, its ultimate

Knockdown of ISOC1 inhibits the proliferation and migration and induces the apoptosis of colon cancer cells through the AKT/GSK-3β pathway.

Bo Gao et al.

Carcinogenesis, 41(8), 1123-1133 (2019-11-20)

Isochorismatase domain-containing 1 (ISOC1) is a coding gene that contains an isochorismatase domain. The precise functions of ISOC1 in humans have not been clarified; however, studies have speculated that it may be involved in unknown metabolic pathways. Currently, it is

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