1748-81-8
Chemical Structure
Carabrone
- CAS No.: 1748-81-8
- Formula:C15H20O3
- Molecular Weight:248.32
IUPAC Name: (3aR,4aS,5S,5aR,6aR)-5a-methyl-3-methylene-5-(3-oxobutyl)octahydro-2H-cyclopropa[f]benzofuran-2-one
InChIKey: AGIQIKMGJVLKMA-NLRWUALESA-N
SMILES: O=C1O[C@@]2([H])[C@@](C[C@]([C@@H]3CCC(C)=O)([H])[C@]3(C)C2)([H])C1=C
Biological Activity: Carabrone is a sesquiterpene found in the fruits of Carpesium abrotanoides and acts as a STAT3 inhibitor (Kd = 25.23 nM) with antibacterial, antitumor, and orally active properties. Carabrone covalently binds to UBE2D3 via Cys85 (Kd = 3.85 μM) and inhibits IκBα phosphorylation and NF-κB signaling. Carabrone induces ROS accumulation, loss of mitochondrial membrane potential, DNA fragmentation, and metacaspase-1-mediated apoptosis in fungi. Carabrone ameliorates autoimmune encephalomyelitis and MASH in vivo, reduces pro-inflammatory cytokines without immunotoxicity. Carabrone is used in research related to autoimmune encephalomyelitis, steatohepatitis, and fungal infections[1][2][3][4][5].
| Cat. No. | Nom du produit | Pureté | Description | Pricing | |||||||||||||||||||
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Carabrone | 99.91% | Carabrone is a sesquiterpene found in the fruits of Carpesium abrotanoides and acts as a STAT3 inhibitor (Kd = 25.23 nM) with antibacterial, antitumor, and orally active properties. Carabrone covalently binds to UBE2D3 via Cys85 (Kd = 3.85 μM) and inhibits IκBα phosphorylation and NF-κB signaling. Carabrone induces ROS accumulation, loss of mitochondrial membrane potential, DNA fragmentation, and metacaspase-1-mediated apoptosis in fungi. Carabrone ameliorates autoimmune encephalomyelitis and MASH in vivo, reduces pro-inflammatory cytokines without immunotoxicity. Carabrone is used in research related to autoimmune encephalomyelitis, steatohepatitis, and fungal infections. | ||||||||||||||||||||
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References
- [1]. Wang L, et al. Oxidative Stress and Apoptosis of ( Induced by Carabrone. Journal of agricultural and food chemistry. 2019 Sep 18;67(37):10448-10457.
- [2]. Tang H, et al. Carabrone alleviates neuroinflammation by covalently targeting ubiquitin conjugating enzyme UBE2D3 in experimental autoimmune encephalomyelitis. European journal of pharmacology. 2026 Oct 15;1033:179213.
- [3]. Pan A, et al. Carabrone Attenuates Metabolic Dysfunction-Associated Steatohepatitis by Targeting STAT3 in Mice. MedComm. 2025 Mar;6(3):e70145.
- [4]. Wang H, et al. Synthesis, antifungal activities and qualitative structure activity relationship of carabrone hydrazone derivatives as potential antifungal agents. International journal of molecular sciences. 2014 Mar 11;15(3):4257-72. [Content Brief]
- [5]. Feng JT, et al. Synthesis and antifungal activity of carabrone derivatives. Molecules. 2010 Sep 16;15(9):6485-92. [Content Brief]
