N-STEAROYLSPHINGOMYELIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C41H83N2O6P
Molecular Weight	731.0813
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 3
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)[C@H](O)\C=C\CCCCCCCCCCCCC

InChI

InChIKey=LKQLRGMMMAHREN-YJFXYUILSA-N

InChI=1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C41H83N2O6P
Molecular Weight	731.0813
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	2 / 3
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20071649 | https://www.ncbi.nlm.nih.gov/pubmed/9172749

N-stearoyl sphingomyelin or stearoyl-sphingomyelin, a minor sphingomyelin component found in milk, is classified as a member of the Phosphosphingolipids. Sphingomyelin has a high affinity for cholesterol and these two lipids pack tightly into liquid-ordered domains among a liquid-disordered phase to form lipid rafts.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Sphingomyelin metabolism at the plasma membrane: implications for bioactive sphingolipids.	2010-05-03	19857494
Sphingolipids in human ileostomy content after meals containing milk sphingomyelin.	2010-03	20071649
Interactions of N-stearoyl sphingomyelin with cholesterol and dipalmitoylphosphatidylcholine in bilayer membranes.	1996-05	9172749

Patents

Sample Use Guides

In Vivo Use Guide

meals containing milk sphingomyelin

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:42:19 GMT 2025` Edited by `admin` on `Mon Mar 31 22:42:19 GMT 2025`
Record UNII	05UG6280NI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-STEAROYL-D-ERYTHRO-SPHINGOSYLPHOSPHORYLCHOLINE

Preferred Name

English

N-STEAROYLSPHINGOMYELIN

Common Name

English

SPHINGOMYELINS N-STEAROYLSPHINGOMYELIN [MI]

Common Name

English

3,5-DIOXA-8-AZA-4-PHOSPHAHEXACOSAN-1-AMINIUM, 4-HYDROXY-7-((1R,2E)-1-HYDROXY-2-HEXADECENYL)-N,N,N-TRIMETHYL-9-OXO-, INNER SALT, 4-OXIDE, (7S)-

Systematic Name

English

N-STEAROYLSPHINGOSINE-1-PHOSPHOCHOLINE

Common Name

English

3,5-DIOXA-8-AZA-4-PHOSPHAHEXACOSAN-1-AMINIUM, 4-HYDROXY-7-(1-HYDROXY-2-HEXADECENYL)-N,N,N-TRIMETHYL-9-OXO-, INNER SALT, 4-OXIDE, (R-(R*,S*-(E)))-

Systematic Name

English

SPHINGOMYELIN 18:0

Common Name

English

Code System Code Type Description

CAS

58909-84-5