Robotnikinin

For research use only. Not for therapeutic Use.

  • CAT Number: R064362
  • CAS Number: 1132653-79-2
  • Molecular Formula: C25H27ClN2O4
  • Molecular Weight: 454.95
  • Purity: ≥95%
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Robotnikinin is a small molecule capable of binding to and inhibiting the activity of Sonic Hedgehog (Shh) signaling up stream of Smo[1][2].
Robotnikinin demonstrates ShhN-binding capacity at concentrations between 1.56 μM and 25 μM, with a KD of 3.1 μM derived from kinetic data[2].
Robotnikinin (50 µM) prevents the ShhN-induced LC3-II increase[3].
Robotnikinin (5 μM) downregulates classical NF-κB pathway proteins in H929 and U266 cell lines cocultured with HS-5 cells, suggesting a link between Hh signaling and the NF-κB pathway in MM[4].


Catalog Number R064362
CAS Number 1132653-79-2
Synonyms

N-[(4-chlorophenyl)methyl]-2-[(2R,6S,8E)-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododec-8-en-6-yl]acetamide

Molecular Formula C25H27ClN2O4
Purity ≥95%
InChI InChI=1S/C25H27ClN2O4/c26-21-13-11-18(12-14-21)16-27-23(29)15-20-9-5-2-6-10-24(30)32-22(17-28-25(20)31)19-7-3-1-4-8-19/h1-5,7-8,11-14,20,22H,6,9-10,15-17H2,(H,27,29)(H,28,31)/b5-2+/t20-,22-/m0/s1
InChIKey DRDSZZCLAHXSAE-BQIDRLATSA-N
SMILES C1CC(=O)OC(CNC(=O)C(CC=C1)CC(=O)NCC2=CC=C(C=C2)Cl)C3=CC=CC=C3
Reference

[1]. Manuel Hitzenberger, et al. The Binding Mode of the Sonic Hedgehog Inhibitor Robotnikinin, a Combined Docking and QM/MM MD Study. Front Chem
 [Content Brief]

[2]. Benjamin Z Stanton, et al. A small molecule that binds Hedgehog and blocks its signaling in human cells. Nat Chem Biol. 2009 Mar;5(3):154-6.
 [Content Brief]

[3]. Ronald S Petralia, et al. Sonic hedgehog promotes autophagy in hippocampal neurons. Biol Open. 2013 Apr 8;2(5):499-504.
 [Content Brief]

[4]. Ke Cai, et al. Targeting the cross-talk between the hedgehog and NF-κB signaling pathways in multiple myeloma. Leuk Lymphoma. 2019 Mar;60(3):772-781.
 [Content Brief]

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