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Merck
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LM2212

Avanti

C12 Ceramide

Avanti Research™ - A Croda Brand

Synonym(s):

N-(dodecanoyl)-sphing-4-enine

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About This Item

Empirical Formula (Hill Notation):
C30H59NO3
CAS Number:
74713-60-3
Molecular Weight:
481.79
NACRES:
NA.25
UNSPSC Code:
12352211

Key Documents

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InChI

1S/C30H59NO3/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(33)28(27-32)31-30(34)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29,32-33H,3-22,24,26-27H2,1-2H3,(H,31,34)/b25-23+/t28-,29+/m0/s1

InChI key

HXFPPRPLRSPNIB-VARSQMIESA-N

SMILES string

OC[C@]([H])(NC(CCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

assay

>99% (TLC)

form

ethanol solution

packaging

pkg of 1 × 1 mL (LM2212-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

~10 μg/mL (Refer to C of A for lot specific concentration.)

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

General description

Ceramide is a sphingolipid with long acyl chain attached to a fatty. It is synthesized in the endoplasmic reticulum by ceramide synthase.

Biochem/physiol Actions

Ceramide functions as a secondary messenger to initiate apoptosis. It also regulates physiological processes and is accountable for the epidermal permeability barrier in eukaryotic membranes.

Packaging

2 mL Amber Glass Sealed Ampule (LM2212-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

55.4 °F - closed cup

flash_point_c

13.0 °C - closed cup

Regulatory Information

危险化学品
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Mammalian Ceramide Synthases
Levy M and Futerman AH
Febs Letters, 62(5), 347-356 (2010)
Radiation and ceramide-induced apoptosis
Kolesnick R and Fuks Z
Oncogene, 22(37), 5897-5897 (2003)
The enigma of ceramide synthase regulation in mammalian cells
Wegner MS, et al.
Progress in Lipid Research, 63, 93-119 (2016)
Nesli-Ece Sen et al.
International journal of molecular sciences, 20(23) (2019-11-27)
Ataxin-2 (human gene symbol ATXN2) acts during stress responses, modulating mRNA translation and nutrient metabolism. Ataxin-2 knockout mice exhibit progressive obesity, dyslipidemia, and insulin resistance. Conversely, the progressive ATXN2 gain of function due to the fact of polyglutamine (polyQ) expansions
Guang-Yi Dai et al.
The Journal of biological chemistry, 295(3), 717-728 (2019-12-11)
Cellular membranes contain many lipids, some of which, such as sphingolipids, have important structural and signaling functions. The common sphingolipid glucosylceramide (GlcCer) is present in plants, fungi, and animals. As a major plant sphingolipid, GlcCer is involved in the formation

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