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Merck

U6508

UCN-01

≥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
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
protect from light

Key Documents

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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

Quality Level

100

Gene Information

human ... CDK2(1017), CDK4(1019), CDK6(1021), CHEK1(1111), PDPK1(5170), PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584), PRKCQ(5588), PRKCZ(5590), PRKD1(5587), PRKD3(23683)

Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

U6508-5MG: + U6508-VAR: + U6508-IP: + U6508-BULK: + U6508-1MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000486175
0000486176
0000486176
0000486175
0000291018

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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
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
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
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
Motofumi Suzuki et al.
Translational oncology, 10(4), 491-500 (2017-05-28)
Checkpoint kinase 1 (Chk1) is an evolutionarily conserved serine/threonine kinase that plays an important role in G
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