CAS 24696-26-2

C16-Ceramide

Description:

C16-Ceramide, also known as N-hexadecanoyl sphingosine, is a type of sphingolipid that plays a crucial role in cellular structure and signaling. It is characterized by a long-chain fatty acid (hexadecanoic acid) linked to a sphingosine backbone, which contributes to its amphiphilic nature, allowing it to interact with both hydrophilic and hydrophobic environments. This ceramide is primarily found in the lipid bilayers of cell membranes, where it contributes to membrane stability and fluidity. C16-Ceramide is also involved in various biological processes, including cell signaling, apoptosis, and the regulation of cell growth and differentiation. Its presence in the skin is significant for maintaining barrier function and hydration. Additionally, ceramides are studied for their potential therapeutic applications in skin disorders and other health conditions. Due to its structural properties, C16-Ceramide can also influence the formation of lipid rafts and play a role in the pathophysiology of certain diseases, making it a subject of interest in both biochemistry and pharmacology.

Formula: C₃₄H₆₇NO₃

InChI: 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

InChI key: InChIKey=YDNKGFDKKRUKPY-TURZORIXSA-N

SMILES: [C@@H](NC(CCCCCCCCCCCCCCC)=O)([C@@H](/C=C/CCCCCCCCCCCCC)O)CO

Synonyms:

• (2S,3R,4E)-2-N-Palmitoyloctadecasphinga-4-ene
• 24696-26-2
• <span class="text-smallcaps">D</span>-erythro-C₁₆-Ceramide
• <span class="text-smallcaps">D</span>-erythro-N-Hexadecanoylsphingenine
• <span class="text-smallcaps">D</span>-erythro-N-Palmitoylsphingosine
• <span class="text-smallcaps">D</span>-erythro-Δ⁴-Ceramide
• C16-Ceramide
• C16:0-Ceramide
• C₁₆-Ceramide
• Ceramide (d18:1,C16:0)
• Ceramide 16
• Ceramide d18:1/16:0
• Hexadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-
• Hexadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-
• Hexadecanamide, N-[2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-, [R-[R*,S*-(E)]]-
• N-Hexadecanoyl-<span class="text-smallcaps">D</span>-erythro-ceramide
• N-Hexadecanoylsphingosine
• N-Palmitoyl 4-sphingenine
• N-Palmitoyl ceramide
• N-Palmitoyl-<span class="text-smallcaps">D</span>-erythro-sphingosine
• N-Palmitoyl-<span class="text-smallcaps">D</span>-sphingosine
• N-Palmitoylsphingosine
• N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]hexadecanamide
• N-[(4E)-1,3-Dihydroxy-4-octadecen-2-yl]hexadecanamid
• N-[(4E)-1,3-Dihydroxy-4-octadecen-2-yl]hexadecanamide

C16 Ceramide

CAS: 24696-26-2

C16 Ceramide (Palmitoyl Ceramide) is a naturally occurring small molecule that activates p53 by directly and selectively binding to it.

Formula: C₃₄H₆₇NO₃

Purity: 99% - 99.92%

Color and Shape: White Crystalline Solid

Molecular weight: 537.9

Ref: TM-T37562

C16 Ceramide

CAS: 24696-26-2

C16 Ceramide

Purity: ≥98%

Molecular weight: 537.9g/mol

Ref: 54-BUP10639

C16-Ceramide

CAS: 24696-26-2

Formula: C34H67NO3

Purity: >99%

Color and Shape: Solid

Molecular weight: 537.9

Ref: 48-56-1088

C16 Ceramide

CAS: 24696-26-2

C16 Ceramide

Purity: ≥95%

Color and Shape: Solid

Molecular weight: 537.90g/mol

Ref: 54-OR6290T

C16-Ceramide

CAS: 24696-26-2

Applications A predominant, rather hydrophobic natural ceramide. Activates a cytosolic serine/threonine protein phosphatase in T9 cells; induces EGF receptor phosphorylation in A-431 cells; stimulates ceramide-activated protein kinase.
References Shoyama, Y., et al.: J. Lipid Res., 19, 250 (1978), Mathias, S., et al.: Proc. Natl. Sci. USA, 88, 10009 (1991), Dobrowsky, R.T., et al.: J. Biol. Chem., 267, 5048 (1992)

Formula: C₃₄H₆₇NO₃

Color and Shape: Neat

Molecular weight: 537.90

Ref: TR-C262900

C16-Ceramide-13C2,d2

Controlled Product

CAS: 24696-26-2

Formula: C₂C₃₂D₂H₆₅NO₃

Color and Shape: Neat

Molecular weight: 541.898

Ref: TR-C262902

C16-Ceramide-13C3-15N

Controlled Product

CAS: 24696-26-2

Formula: C₃C₃₁H₆₇₁₅NO₃

Color and Shape: Neat

Molecular weight: 541.872

Ref: TR-C342770

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

CAS: 24696-26-2

Formula: C₃₄H₆₇NO₃

Purity: 99%

Color and Shape: Solid

Molecular weight: 537.9007

Ref: IN-DA00I4QC