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B3306

Sigma-Aldrich

Bisindolylmaleimide IV

≥98% (TLC), solid

Synonyme(s) :

Ro 31-6233

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About This Item

Formule empirique (notation de Hill):
C20H13N3O2
Numéro CAS:
119139-23-0
Poids moléculaire :
327.34
Numéro MDL:
MFCD00236432
Code UNSPSC :
12352111
ID de substance PubChem :
24891709
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Niveau de qualité

200

Pureté

≥98% (TLC)

Forme

solid

Couleur

dark red

Solubilité

DMSO: soluble
methanol: soluble

Température de stockage

−20°C

Chaîne SMILES 

O=C1NC(=O)C(c2c[nH]c3ccccc23)=C1c4c[nH]c5ccccc45

InChI

1S/C20H13N3O2/c24-19-17(13-9-21-15-7-3-1-5-11(13)15)18(20(25)23-19)14-10-22-16-8-4-2-6-12(14)16/h1-10,21-22H,(H,23,24,25)

Clé InChI

DQYBRTASHMYDJG-UHFFFAOYSA-N

Informations sur le gène

human ... CDK2(1017) , EGFR(1956)
rat ... Prkca(24680)

Actions biochimiques/physiologiques

Bisindolylmaleimides (BIM) comprises a group of 11 compounds from BIM-I to BIM-XI. BIMs act as an inhibitor of protein kinase C (PKC). They are derived from staurosporine. BIM IX due to its proapoptotic functionality could be useful in targeting tumor proliferation.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Sibasish Dolai et al.
Proteomics, 11(13), 2683-2692 (2011-06-02)
Basal-like breast cancers are commonly negative for expression of estrogen and progesterone receptors and HER-2 (triple-negative breast cancer), which makes this subtype of breast cancers more aggressive and less responsive to standard treatment. We have applied a small-scale chemical proteomics
Abdullah Mayati et al.
PloS one, 10(12), e0144667-e0144667 (2015-12-15)
Ro 31-8220 is a potent protein kinase C (PKC) inhibitor belonging to the chemical class of bisindolylmaleimides (BIMs). Various PKC-independent effects of Ro 31-8220 have however been demonstrated, including inhibition of the ATP-binding cassette drug transporter breast cancer resistance protein.
Hui He et al.
The Prostate, 70(10), 1119-1126 (2010-03-25)
We have reported that human prostate cancer ARCaP(E) cells undertake epithelial to mesenchymal transition (EMT) when stimulated by certain soluble factors, and that EMT is regulated by surface receptor-elicited signaling pathways through protein phosphorylation. It is known that phorbol ester
B Pajak et al.
Advances in medical sciences, 53(1), 21-31 (2008-07-19)
Bisindolylmaleimide derivatives were originally described as protein kinase C inhibitors. However, several studies have shown that bisindolylmaleimides target several other signaling molecules. The review presents bisindolylmaleimide-mediated PKC-dependent and PKC-independent biological effects, such as reversal of MDR and modulation of Wnt
Meng-Ling Chen et al.
The journal of pain : official journal of the American Pain Society, 13(10), 945-958 (2012-09-13)
The glial function in morphine tolerance has been explored, but its mechanisms remain unclear. Our previous study has showed that microglia-expressed P2X7 receptors (P2X7R) contribute to the induction of tolerance to morphine analgesia in rats. This study further explored the
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