N-Palmitoyl-D-erythro-sphingosine

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C34H67NO3
Molecular Weight	537.9007
Optical Activity	( - )
Defined Stereocenters	2 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of N-Palmitoyl-D-erythro-sphingosine

Structure Search

SMILES

CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)\C=C\CCCCCCCCCCCCC

InChI

InChIKey=YDNKGFDKKRUKPY-TURZORIXSA-N

InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C34H67NO3
Molecular Weight	537.9007
Charge	0
Count

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Apoptosis 155 Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22419109	Activator 1430

PubMed

Title	Date	PubMed
Roles for C16-ceramide and sphingosine 1-phosphate in regulating hepatocyte apoptosis in response to tumor necrosis factor-alpha.	2005 Jul 29	15946935
Alteration of ceramide synthase 6/C16-ceramide induces activating transcription factor 6-mediated endoplasmic reticulum (ER) stress and apoptosis via perturbation of cellular Ca2+ and ER/Golgi membrane network.	2011 Dec 9	22013072
C16 ceramide is crucial for triacylglycerol-induced apoptosis in macrophages.	2012 Mar 15	22419109
Ceramide-C16 Is a Versatile Modulator of Phosphatidylethanolamine Polymorphism.	2017 Jun 6	28591608
C16‑ceramide and sphingosine 1‑phosphate/S1PR2 have opposite effects on cell growth through mTOR signaling pathway regulation.	2018 Nov	30226616

Substance Class	Chemical Created by `admin` on `Sat Dec 16 20:11:32 GMT 2023` Edited by `admin` on `Sat Dec 16 20:11:32 GMT 2023`
Record UNII	FD38GFZ87C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-Palmitoyl-D-erythro-sphingosine

Common Name

English

C16-Ceramide

Common Name

English

N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]hexadecanamide

Systematic Name

English

Hexadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-

Systematic Name

English

C16 Ceramide (d18:1/16:0)

Common Name

English

Code System Code Type Description

FDA UNII

FD38GFZ87C

Created by admin on Sat Dec 16 20:11:32 GMT 2023 , Edited by admin on Sat Dec 16 20:11:32 GMT 2023

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PUBCHEM

5283564

Created by admin on Sat Dec 16 20:11:32 GMT 2023 , Edited by admin on Sat Dec 16 20:11:32 GMT 2023

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CAS

24696-26-2

Created by admin on Sat Dec 16 20:11:32 GMT 2023 , Edited by admin on Sat Dec 16 20:11:32 GMT 2023

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