N-ACETYL DIHYDROSPHINGOSINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H41NO3
Molecular Weight	343.5444
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of N-ACETYL DIHYDROSPHINGOSINE

Structure Search

SMILES

CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O

InChI

InChIKey=CRJGESKKUOMBCT-VQTJNVASSA-N

InChI=1S/C20H41NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h19-20,22,24H,3-17H2,1-2H3,(H,21,23)/t19-,20+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H41NO3
Molecular Weight	343.5444
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12639542
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28109750 | https://www.ncbi.nlm.nih.gov/pubmed/11882365 | https://www.ncbi.nlm.nih.gov/pubmed/27475534

N-Acetyl dihydrosphingosine is dihydroceramide derivative and isomer of cedefingol with minimal anticancer activity. N-Acetyl dihydrosphingosine shows minimal apoptotic activity against human leukemia cells.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
The CLN9 protein, a regulator of dihydroceramide synthase.	2006 Feb 3	16303764
Porphyromonas gingivalis dihydroceramides induce apoptosis in endothelial cells.	2007 Jul	17586710

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The apoptotic activities of the N-Acetyl dihydrosphingosine were examined in HL-60 human leukemia cells. HL-60 cells were treated with N-Acetyl dihydrosphingosine for 6 h. Dose-dependent cell killing abilities were confirmed by a MTT assay.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:53:16 GMT 2023` Edited by `admin` on `Sat Dec 16 01:53:16 GMT 2023`
Record UNII	ZZK8X1CR0R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-ACETYL DIHYDROSPHINGOSINE

Official Name

English

TIC-016

Brand Name

English

ACETAMIDE, N-(2-HYDROXY-1-(HYDROXYMETHYL)HEPTADECYL)-, (R-(R*,S*))-

Common Name

English

D-ERYTHRO-N-ACETYLSPHINGANINE

Common Name

English

D-ERYTHRO-2-ACETAMIDO-1,3-OCTADECANEDIOL

Common Name

English

N-ACETYL DIHYDROSPHINGOSINE [INCI]

Common Name

English

ACETAMIDE, N-((1S,2R)-2-HYDROXY-1-(HYDROXYMETHYL)HEPTADECYL)-

Systematic Name

English

ACETAMIDE, N-(2-HYDROXY-1-(HYDROXYMETHYL)HEPTADECYL)-, D-ERYTHRO-

Common Name

English

DS-N-ACETYLSPHINGANINE

Brand Name

English

N-ACETYLDIHYDROSPHINGOSINE

Common Name

English

D-ERYTHRO-1,3-DIHYDROXY-2-ACETAMIDOOCTADECANE

Common Name

English

Code System Code Type Description

PUBCHEM

6610273