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860480P

Avanti

C10 bisphosphonate

Avanti Research™ - A Croda Brand 860480P, powder

Synonym(s):

1-aminodecane-1,1-bisphosphonic acid

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About This Item

Empirical Formula (Hill Notation):
C10H25NO6P2
CAS Number:
15049-93-1
Molecular Weight:
317.26
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 500 μg (860480P-500ug)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860480P

lipid type

bioactive lipids
sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[NH3+]C(P([O-])(O)=O)(P(O)(O)=O)CCCCCCCCC

InChI

1S/C10H25NO6P2/c1-2-3-4-5-6-7-8-9-10(11,18(12,13)14)19(15,16)17/h2-9,11H2,1H3,(H2,12,13,14)(H2,15,16,17)

InChI key

TWYYYYAFACTHMV-UHFFFAOYSA-N

Application

C10 bisphosphonate is suitable for use as an inhibitor for acid sphingomyelinase.

Biochem/physiol Actions

C10 bisphosphonate, with prolonged carbon chain, is an inhibitor for acid sphingomyelinase and may be a treatment option for inflammatory lung diseases, cystic fibrosis and atherosclerosis. It interacts with the divalent metal ions and forms bidentate complexes. Bisphosphonates are inhibitors of end reaction in pathways. It is an inhibitor of cytosolic farnesyl diphosphate (FDP) synthase (geranyl diphosphate (GDP) and geranylgeranyl diphosphate (GGDP) synthase and isoprene pathway. Bisphosphonates have antimicrobial functionality and inhibits the growth of Entamoeba histolytica and Plasmodium falciparum.

Packaging

5 mL Amber Glass Screw Cap Vial (860480P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Volker Teichgräber et al.
Nature medicine, 14(4), 382-391 (2008-04-01)
Microbial lung infections are the major cause of morbidity and mortality in the hereditary metabolic disorder cystic fibrosis, yet the molecular mechanisms leading from the mutation of cystic fibrosis transmembrane conductance regulator (CFTR) to lung infection are still unclear. Here
Potent and selective inhibition of acid sphingomyelinase by bisphosphonates
Roth AG, et al.
Angewandte Chemie (International Edition in English), 48(41), 7560-7563 (2009)
Bisphosphonate inhibitors reveal a large elasticity of plastidic isoprenoid synthesis pathway in isoprene-emitting hybrid aspen
Rasulov B, et al.
Plant Physiology, 168(2), 532-548 (2015)
Effects of bisphosphonates on the growth of Entamoeba histolytica and Plasmodium species in vitro and in vivo
Ghosh S, et al.
Journal of Medicinal Chemistry, 47(1), 175-187 (2004)
Acid sphingomyelinase promotes mitochondrial dysfunction due to glutamate-induced regulated necrosis
Novgorodov SA, et al.
Journal of Lipid Research, 59(2), 312-329 (2018)
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