15049-93-1
Chemical Structure
ARC39
Synonym(s): C10 Bisphosphonate
- CAS No.: 15049-93-1
- Formula:C10H25NO6P2
- Molecular Weight:317.26
IUPAC Name: (1-aminodecane-1,1-diyl)bis(phosphonic acid)
InChIKey: TWYYYYAFACTHMV-UHFFFAOYSA-N
SMILES: O=P(O)(C(CCCCCCCCC)(P(O)(O)=O)N)O
Biological Activity: ARC39 (C10 Bisphosphonate) is a selective acid sphingomyelinase (acid sphingomyelinase, ASM) inhibitor (IC50 = 20 nM) that binds the catalytic zinc center and blocks sphingomyelin hydrolysis. ARC39 shows higher selectivity for acid sphingomyelinase than for neutral sphingomyelinase and Ser/Thr protein phosphatases, while not affecting acid ceramidase, neutral ceramidase, sphingosine kinase 1, and sphingosine kinase 2. ARC39 reduces pulmonary edema, platelet- and ASM-promoted melanoma adhesion, and necroptosis-associated ceramide accumulation, and restores necroptotic viability. ARC39 can be used in research on platelet-activating factor (PAF)-induced pulmonary edema, melanoma, major depressive disorder, and colorectal cancer[1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
|
ARC39 | 98.87% | ARC39 (C10 Bisphosphonate) is a selective acid sphingomyelinase (acid sphingomyelinase, ASM) inhibitor (IC50 = 20 nM) that binds the catalytic zinc center and blocks sphingomyelin hydrolysis. ARC39 shows higher selectivity for acid sphingomyelinase than for neutral sphingomyelinase and Ser/Thr protein phosphatases, while not affecting acid ceramidase, neutral ceramidase, sphingosine kinase 1, and sphingosine kinase 2. ARC39 reduces pulmonary edema, platelet- and ASM-promoted melanoma adhesion, and necroptosis-associated ceramide accumulation, and restores necroptotic viability. ARC39 can be used in research on platelet-activating factor (PAF)-induced pulmonary edema, melanoma, major depressive disorder, and colorectal cancer. | ||||||||||||||||||||
|
loading...
/
|
|||||||||||||||||||||||
-
Similarity Score 0.94
HY-202191(1-Amino-1-phosphonooctyl)phosphonic acid -
Similarity Score 0.82
HY-126472BPH252 -
Similarity Score 0.70
HY-119443RNeridronate (Standard) -
Similarity Score 0.68
HY-B0515AIbandronic acid -
Similarity Score 0.67
HY-132238Tetradecylphosphonic acid -
Similarity Score 0.65
HY-B0515BIbandronate Sodium -
Similarity Score 0.65
HY-108303Neridronate sodium -
Similarity Score 0.65
HY-B0515AS1Ibandronic acid-d3 -
Similarity Score 0.63
![[10-(Diethoxy-phosphoryl)-decyl]-phosphonic acid Chemical Structure](//file.medchemexpress.com/product_pic/hy-140327.gif)
HY-140327[10-(Diethoxy-phosphoryl)-decyl]-phosphonic acid -
Explore the MedChemAI to find more analogs
![[10-(Diethoxy-phosphoryl)-decyl]-phosphonic acid Chemical Structure](http://file.medchemexpress.com/product_pic/hy-140327.gif)
References
- [1]. Roth AG, et al. Potent and selective inhibition of acid sphingomyelinase by bisphosphonates. Angew Chem Int Ed Engl. 2009;48(41):7560-3. [Content Brief]
- [2]. Naser E, et al. Characterization of the small molecule ARC39, a direct and specific inhibitor of acid sphingomyelinase in vitro. Journal of lipid research. 2020 Jun;61(6):896-910.
- [3]. Lin CH, et al. Tonic Control of Secretory Acid Sphingomyelinase Over Ventral Hippocampal Synaptic Transmission and Neuron Excitability. Frontiers in cellular neuroscience. 2021;15:660561.
- [4]. Pilapil LAE, et al. Inhibition of acid sphingomyelinase links sphingolipid remodeling to necroptotic cell death. RSC chemical biology. 2026 Sep 02;7(9):1751-1765.
- [5]. Kappe C, et al. Masked Bisphosphonate Inhibitors of Acid Sphingomyelinase: Improved Cell Penetration and Potency. ACS chemical biology. 2026 Oct 08.
