(2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate (2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate 2,3-(N-Steroylsphingosyl)-1-phosphocholine 2,3-Sppc 58909-84-5 C18 Sphingomyelin CHEBI:83358 N-(octadecanoyl)-sphing-4-enine-1-phosphocholine N-octadecanoylsphing-4-enine-1-phosphocholine N-octadecanoylsphingosine-1-phosphocholine N-stearoylsphing-4-enine-1-phosphocholine N-stearoylsphingosine-1-phosphocholine SM(d18:1/18:0) sphingomyelin (d18:1/18:0) stearoyl sphingomyelin CAS 58909-84-5

Purity 97%+In StockPharmaceutical Standards
CAS No.58909-84-5
Molecular FormulaC41H83N2O6P
Molecular Weight731.08 g/mol
CategoryPharmaceutical Standards / API Standards
AvailabilityIn Stock

Chemical Structure

(2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate
(2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate
2,3-(N-Steroylsphingosyl)-1-phosphocholine
2,3-Sppc
58909-84-5
C18 Sphingomyelin
CHEBI:83358
N-(octadecanoyl)-sphing-4-enine-1-phosphocholine
N-octadecanoylsphing-4-enine-1-phosphocholine
N-octadecanoylsphingosine-1-phosphocholine
N-stearoylsphing-4-enine-1-phosphocholine
N-stearoylsphingosine-1-phosphocholine
SM(d18:1/18:0)
sphingomyelin (d18:1/18:0)
stearoyl sphingomyelin CAS 58909-84-5 chemical structure

Description

(2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate (2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate 2,3-(N-Steroylsphingosyl)-1-phosphocholine 2,3-Sppc 58909-84-5 C18 Sphingomyelin CHEBI:83358 N-(octadecanoyl)-sphing-4-enine-1-phosphocholine N-octadecanoylsphing-4-enine-1-phosphocholine N-octadecanoylsphingosine-1-phosphocholine N-stearoylsphing-4-enine-1-phosphocholine N-stearoylsphingosine-1-phosphocholine SM(d18:1/18:0) sphingomyelin (d18:1/18:0) stearoyl sphingomyelin (C41H83N2O6P) contains an amide group, a phosphate ester group, a carboxylic acid group, a hydroxyl group, an ether linkage. It is notably hygroscopic, the carboxyl group imparts weak acidity; these physicochemical properties determine the optimal preparation and storage of its standard solutions. Nitrogen-containing functional groups confer excellent ionization efficiency in positive-ion electrospray (ESI) mode, making the compound well suited to LC-MS/MS analysis.

(2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate (2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate 2,3-(N-Steroylsphingosyl)-1-phosphocholine 2,3-Sppc 58909-84-5 C18 Sphingomyelin CHEBI:83358 N-(octadecanoyl)-sphing-4-enine-1-phosphocholine N-octadecanoylsphing-4-enine-1-phosphocholine N-octadecanoylsphingosine-1-phosphocholine N-stearoylsphing-4-enine-1-phosphocholine N-stearoylsphingosine-1-phosphocholine SM(d18:1/18:0) sphingomyelin (d18:1/18:0) stearoyl sphingomyelin (CAS 58909-84-5), molecular formula C41H83N2O6P and molecular weight 731.08 g/mol, is a CATO reference standard with documented purity and traceability.

This reference standard is suitable for quantitative analysis on major chromatographic platforms including HPLC, GC, LC-MS/MS, and GC-MS, serving as an external calibration standard or a system suitability test reference material.

CATO manufactures (2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate (2S,3R,4E)-3-hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate 2,3-(N-Steroylsphingosyl)-1-phosphocholine 2,3-Sppc 58909-84-5 C18 Sphingomyelin CHEBI:83358 N-(octadecanoyl)-sphing-4-enine-1-phosphocholine N-octadecanoylsphing-4-enine-1-phosphocholine N-octadecanoylsphingosine-1-phosphocholine N-stearoylsphing-4-enine-1-phosphocholine N-stearoylsphingosine-1-phosphocholine SM(d18:1/18:0) sphingomyelin (d18:1/18:0) stearoyl sphingomyelin under ISO 17034:2016 accreditation with dual CNAS and ANAB accreditation. Each batch is characterized by orthogonal methods and supplied with a full Certificate of Analysis (COA), ensuring metrological traceability.

Physical & Chemical Properties

Molecular FormulaC41H83N2O6P
Molecular Weight731.08 g/mol
Purity97%+
StorageStore in a cool place (≤25°C), protect from light, keep sealed and dry
Solubility (reference)Soluble in DMSO, DMF, methanol
StabilityLight-sensitive; avoid direct strong light; Hygroscopic; reseal immediately after opening
Degree of Unsaturation (DBE)1.5
CAS Registry Year (est.)1973
Nitrogen Atoms2

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