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Sphingomyelins (from bovine spinal cord) - ≥95% (natural bovine mixture), high purity , CAS No.85187-10-6

    Grade & Purity:
  • ≥95%
  • natural bovine mixture
In stock
Item Number
S414640
Grouped product items
SKU Size
Availability
Price Qty
S414640-5mg
5mg
3
$83.90
S414640-25mg
25mg
2
$275.90
S414640-100mg
100mg
2
$893.90
View related series
Lipid (87)

Basic Description

Synonyms AKOS037645436 | ompenaclid [INN] | N-octadecanoylsphing-4-enine-1-phosphocholine | (2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate | SCHEMBL14889266 | CS-0621186 | SM d36:1 | 3,5-DIOXA-8-AZA-4-PHOSPHAHEXACOSAN-1
Specifications & Purity ≥95%, natural bovine mixture
Biochemical and Physiological Mechanisms Sphingomyelin is the second most abundant lipid and major sphingolipid component of HDL and the plasma membrane. It forms cholesterol-enriched lipid rafts. It has a key role in the availability of plasma membrane-free cholesterol.
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Sphingomyelin (SM) is a principal sphingolipid in mammalian cell membranes. Its biological functions have been studied.

Application:

Sphingomyelin is suitable for use:
in the preparation of standard during the enzymatic measurement of plasma sphingomyelin levels
to study the binding of Vascular Anticoagulant α (VAC α) to planar phospholipid bilayers
to perform fluorescence polarization of PC16 (N-[α-N-palmitoyl-ε-N-(4-nitrobenz-2-oxa-1,3-diazole)-L-lysine]-2-aminoethanol-N- (trimethylaminoethanol) phosphate) in dispersions of co-sonicated lecithin and sphingomyelin
for reconstitution of viral ion channel protein M2 into liposomes
as a standard sample to define spectral fingerproint using Time-of-flight secondary ion mass spectrometry (ToF-SIMS)
to evaluate the contribution of various phospholipids to the formation of foam in the amniotic fluid

Product Properties

pKa pKa: 1.24

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Smiles CCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](/C=C/CCCCCCCCCCCCC)O
Isomeric SMILES CCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](/C=C/CCCCCCCCCCCCC)O
WGK Germany 3
PubChem CID 6453725
Molecular Weight 731.08

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

9 results found

Lot Number Certificate Type Date Item
B2528569 Certificate of Analysis Feb 07, 2025 S414640
B2528579 Certificate of Analysis Feb 07, 2025 S414640
B2507054 Certificate of Analysis Jan 16, 2024 S414640
A2429075 Certificate of Analysis Jan 16, 2024 S414640
A2429077 Certificate of Analysis Jan 16, 2024 S414640
L2304045 Certificate of Analysis Jun 20, 2022 S414640
G2227147 Certificate of Analysis Jun 20, 2022 S414640
G2227142 Certificate of Analysis Jun 20, 2022 S414640
G2227149 Certificate of Analysis Jun 20, 2022 S414640

Chemical and Physical Properties

Solubility Ethanol: 10 mg/ml
Molecular Weight 731.100 g/mol
XLogP3 13.400
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 38
Exact Mass 730.599 Da
Monoisotopic Mass 730.599 Da
Topological Polar Surface Area 108.000 Ų
Heavy Atom Count 50
Formal Charge 0
Complexity 826.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 1
Covalently-Bonded Unit Count 1

Citations of This Product

1. Qiangqiang Li, Gang Chen, Dan Zhu, Wenwen Zhang, Suzhen Qi, Xiaofeng Xue, Kai Wang, Liming Wu.  (2022)  Effects of dietary phosphatidylcholine and sphingomyelin on DSS-induced colitis by regulating metabolism and gut microbiota in mice.  JOURNAL OF NUTRITIONAL BIOCHEMISTRY,  105  (109004). 
2. Wei Wei, Jin Cheng, Jie Yang, Chen Chen, Qingzhe Jin, Jie Song, Xingguo Wang.  (2021)  Phospholipid composition and fat globule structure change during low temperature storage of human milk.  LWT-FOOD SCIENCE AND TECHNOLOGY,  150  (112050). 
3. Chen Fangquan, Tang Hu, Lin Junhao, Xiang Limin, Lu Yanjiao, Kang Rui, Tang Daolin, Liu Jiao.  (2024)  Macropinocytosis inhibits alkaliptosis in pancreatic cancer cells through fatty acid uptake.  CARCINOGENESIS,     
4. Yang Yang, Xin Zhang, Jin Yang, Ziyan Wu, Junpeng Li, Ruilong Song, Chuang Meng, Guoqiang Zhu.  (2025)  N-(3-Oxododecanoyl)-Homoserine Lactone Induces Intestinal Barrier Damage in Piglets via the Lipid Raft-Mediated Apoptosis Pathway.  Veterinary Sciences,  12  (3): (233). 
5. Zhirong Li, Lulu Zhang, Zhanzhong Wang, Xiongli Kang, Huiying Jin, Wenjie Zhao, Jun Zhang, Haiquan Su.  (2024)  Quantification of Phosphatidylserine Molecules on the Surface of Individual Cells Using Single-Molecule Force Spectroscopy.  ANALYTICAL CHEMISTRY,  96  (2): (676-684). 

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