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Mifamurtide (sodium)

CAT: 0804-HY-13682B-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-13682B-01Size:1 mg
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Description
Mifamurtide sodium (MTP-PE sodium), an analog of the muramyl dipeptide (MDP), is a nonspecific immunomodulator by stimulating the immune response activating macrophages and monocytes. Mifamurtide sodium is a specific ligand for NOD2 and acts as an insulin sensitizer. Mifamurtide sodium has potential for use in rare disease and osteosarcoma research[1][2][3].
CAS Number
90825-43-7
Product Name Alternative
MTP-PE (sodium) ; L-MTP-PE (sodium) ; CGP 19835 (sodium)
UNSPSC
12352211
Target
NOD-like Receptor (NLR)
Type
Reference compound
Related Pathways
Immunology/Inflammation
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/mifamurtide-sodium.html
Purity
98.19
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
CCCCCCCCCCCCCCCC(OC[C@@H](OC(CCCCCCCCCCCCCCC)=O)COP(OCCNC([C@@H](NC(CC[C@@H](NC([C@@H](NC([C@H](O[C@]([C@H](O)[C@H](O)CO)([H])[C@@H](NC(C)=O)C=O)C)=O)C)=O)C(N)=O)=O)C)=O)(O[Na])=O)=O
Molecular Formula
C59H108N6NaO19P
Molecular Weight
1259.48
References & Citations
[1]Kevin Biteau, et al. L-MTP-PE and zoledronic acid combination in osteosarcoma: preclinical evidence of positive therapeutic combination for clinical transfer. Am J Cancer Res. 2016 Feb 15;6 (3) :677-89.|[2]Joseph F Cavallari, et al. Muramyl Dipeptide-Based Postbiotics Mitigate Obesity-Induced Insulin Resistance via IRF4. Cell Metab. 2017 May 2;25 (5) :1063-1074.e3.|[3]Francesca Punzo, et al. Mifamurtide and TAM-like macrophages: effect on proliferation, migration and differentiation of osteosarcoma cells. Oncotarget. 2020 Feb 18;11 (7) :687-698.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
NOD2
Citation 01
J Clin Invest. 2024 Oct 1;134 (22) :e179527.|AAPS PharmSciTech. 2024 Nov 26;25 (8) :272.|J Extracell Vesicles. 2025 Aug;14 (8) :e70152.|Res Sq. 2025 Jul 26.|The Ohio State University. 2023 Apr.

Chemical Information

Mifamurtide (sodium)
CAS Number90825-43-7
PubChem CID76972714
IUPAC Namesodium 2-[[(2S)-2-[[(4R)-4-[[(2S)-2-[[(2R)-2-[(2R,3R,4R,5R)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl]oxypropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoyl]amino]propanoyl]amino]ethyl [(2R)-2,3-di(hexadecanoyloxy)propyl] phosphate
Molecular FormulaC59H108N6NaO19P
Molecular Weight1259.5
Topological Polar Surface Area387
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count19
Rotatable Bond Count58
Heavy Atom Count86
Formal Charge0
Complexity1950
SMILES
CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)[C@H](C)NC(=O)CC[C@H](C(=O)N)NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@H]([C@H](C=O)NC(=O)C)[C@@H]([C@@H](CO)O)O)OC(=O)CCCCCCCCCCCCCCC.[Na+]
InChI
InChI=1S/C59H109N6O19P.Na/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-52(71)80-41-47(84-53(72)34-32-30-28-26-24-22-20-18-16-14-12-10-8-2)42-82-85(78,79)81-38-37-61-57(75)43(3)62-51(70)36-35-48(56(60)74)65-58(76)44(4)63-59(77)45(5)83-55(54(73)50(69)40-67)49(39-66)64-46(6)68;/h39,43-45,47-50,54-55,67,69,73H,7-38,40-42H2,1-6H3,(H2,60,74)(H,61,75)(H,62,70)(H,63,77)(H,64,68)(H,65,76)(H,78,79);/q;+1/p-1/t43-,44-,45+,47+,48+,49-,50+,54+,55+;/m0./s1
InChIKey
LRSAONQAUPMYDK-XNLRRNFISA-M
Chemical Structure
2D Structure
2D structure of Mifamurtide (sodium)
CAS: 90825-43-7
CID: 76972714
Formula: C59H108N6NaO19P
MW: 1259.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1259.5
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count19
Rotatable Bond Count58
Exact Mass1258.73045652
Monoisotopic Mass1258.73045652
Topological Polar Surface Area387 Ų
Heavy Atom Count86
Formal Charge0
Complexity1950
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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