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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

Assay:

≥97% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

protect from light

Pricing and availability is not currently available.

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Properties

Product Name

UCN-01, ≥97% (HPLC), powder

Quality Level

100

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

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

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)

Description

Application

UCN-01 has been used to study checkpoint kinase-1 (CHK1) protein function in trophoblast stem (TS) cells[1]. It has also been used to study UV-induced CHK1 phosphorylation in IB10 cells[2].

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.

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Show Differences

1 of 1

This Item	539644	SML1858	B1186
Sigma-Aldrich U6508 UCN-01	Sigma-Aldrich 539644 UCN-01	Sigma-Aldrich SML1858 AZD2461	Sigma-Aldrich B1186 Binucleine 2
assay ≥97% (HPLC)	assay ≥95% (HPLC)	assay ≥98% (HPLC)	assay ≥97% (HPLC)
form powder	form solid	form powder	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: >5 mg/mL, H₂O: insoluble	solubility ethanol: 1 mg/mL, DMSO: 5 mg/mL	solubility DMSO: 20 mg/mL, clear	solubility DMSO: soluble >5 mg/mL, H₂O: insoluble
storage condition protect from light	storage condition OK to freeze, protect from light	storage condition -	storage condition -

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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

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

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

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Global Trade Item Number

SKU	GTIN
U6508-1MG	04061826133293
U6508-5MG	04061832452784

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