Stauprimide

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title: "Stauprimide" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["indolocarbazoles", "protein-kinase-inhibitors"] topic_path: "general/indolocarbazoles" source: "https://en.wikipedia.org/wiki/Stauprimide" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| ImageFile = Stauprimide.svg | ImageClass = skin-invert-image | ImageSize = 160px | ImageFile1 = Stauprimide molecule ball.png | ImageClass1 = bg-transparent | ImageAlt1 = Ball-and-stick model of the stauprimide molecule | PIN = N-[(12S,13R,14R,16R)-13-Methoxy-12-methyl-5,7-dioxo-6,7,13,14,15,16-hexahydro-5H,12H-17-oxa-11b,16a-diaza-12,16-methanocyclonona[jkl]cyclopenta[e]dibenzo[b,h]-as-indacen-14-yl]-N-methylbenzamide | OtherNames = |Section1={{Chembox Identifiers | CASNo = 154589-96-5 | CASNo_Ref = | UNII_Ref = | UNII = T7R6VV8WUL | PubChem = 46245328 | ChemSpiderID = 24606051 | SMILES = C[C@@]12C@@HOC | InChI = InChI=1S/C35H28N4O5/c1-35-31(43-3)23(37(2)34(42)18-11-5-4-6-12-18)17-24(44-35)38-21-15-9-7-13-19(21)25-27-28(33(41)36-32(27)40)26-20-14-8-10-16-22(20)39(35)30(26)29(25)38/h4-16,23-24,31H,17H2,1-3H3,(H,36,40,41)/t23-,24-,31-,35+/m1/s1 |Section2={{Chembox Properties | C=35 | H=28 | N=4 | O=5 | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt =

Stauprimide is a semi-synthetic analog of the staurosporine family of indolocarbazoles. Stauprimide was first published in 1994 as part of an extensive structure-activity investigation to improve the selective inhibition of protein kinase C as a potential antitumor agent. More recently, stauprimide has been shown to increase the efficiency of the directed differentiation of mouse and human embryonic stem cells in synergy with defined extracellular signaling cues. Stauprimide interacts with NME2 (PUF) transcription factor to down-regulate c-Myc expression, leading to differentiation of stem cells.

References

References

  1. (1994). "Inhibitory activity and selectivity of staurosporine derivatives towards protein kinase C". Bioorganic & Medicinal Chemistry Letters.
  2. (2009). "A small molecule primes embryonic stem cells for differentiation". Cell Stem Cell.

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indolocarbazolesprotein-kinase-inhibitors