CAS 74713-59-0|C8-Ceramide

Introduction：Basic information about CAS 74713-59-0|C8-Ceramide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. C8-Ceramide BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

Common Name	C8-Ceramide
CAS Number	74713-59-0	Molecular Weight	425.688
Density	0.9±0.1 g/cm3	Boiling Point	595.5±50.0 °C at 760 mmHg
Molecular Formula	C₂₆H₅₁NO₃	Melting Point	68-70°C
MSDS	ChineseUSA	Flash Point	313.9±30.1 °C

Names

Name	c8 ceramide
Synonym	More Synonyms

C8-Ceramide BiologicalActivity

Description	C8-Ceramide (N-Octanoyl-D-erythro-sphingosine) is a cell-permeable analog of naturally occurring ceramides. C8-Ceramide has anti-proliferation properties and acts as a potent chemotherapeutic agent. C8-Ceramide stimulates dendritic cells to promote T cell responses upon virus infections. C8-Ceramide induces slight activation of protein kinase (PKC) in vitro[1][2][3][4].
Related Catalog	Signaling Pathways >>Apoptosis >>ApoptosisSignaling Pathways >>Epigenetics >>PKCResearch Areas >>CancerSignaling Pathways >>Autophagy >>AutophagyResearch Areas >>Inflammation/ImmunologySignaling Pathways >>TGF-beta/Smad >>PKC
Target	PKC apoptosis autophagy
In Vitro	C8-ceramide (3 μM; 48 hours) irreversibly reduces tumor-cell proliferation and induces morphological changes[1]. C8-ceramide can induce necrosis-like cell death, but does not induce caspase-dependent cleavage of PARP (biochemical marker of apoptosis) in human cervical tumor cells[1]. C8-ceramide may increase the endogenous ROS level (10-30 µM; 24 hours) by regulating the switch of SOD1 and SOD2, causing the anti-proliferation (10-50 µM; 24 hours), and consequently triggering the apoptosis (10-50 µM; 48 hours) of NSCLC H1299 cells[2]. Cell Viability Assay[1] Cell Line: CALO cells, INBL cells, HeLa cells Concentration: 3 μM Incubation Time: 48 hours Result: Markedly reduced the tumor cell number. Cell Proliferation Assay[2] Cell Line: H1299 cells Concentration: 10 µM, 20 µM, 30 µM, 40 µM, 50 µM Incubation Time: 24 hours Result: Decreased the rate of cellular proliferation in a dose-dependent manner, with an IC50 of 22.9 µM. Cell Cycle Analysis[2] Cell Line: H1299 cells Concentration: 10 µM, 20 µM, 30 µM, 40 µM, 50 µM Incubation Time: 24 hours Result: Caused the G1 arrest. Apoptosis Analysis[2] Cell Line: H1299 cells Concentration: 10 µM, 20 µM, 30 µM Incubation Time: 24 hours, 48 hours Result: Increased the level of cleaved caspase-3.
In Vivo	C8-ceramide (0.1 mg/kg; intranasal administration) induces more robust CD8+ and CD4+ T cell responses to viral infections in virus infected mice[3]. Animal Model: C57BL/6 mice, with lymphocytic choriomeningitis virus infected[2] Dosage: 0.1 mg/kg Administration: Intranasal administration Result: Increased the CD8+ T cell response to influenza in the lungs.
References	[1]. Rebeca López-Marure , et al. Ceramide promotes the death of human cervical tumor cells in the absence of biochemical and morphological markers of apoptosis. Biochem Biophys Res Commun. 2002 May 10;293(3):1028-36. [2]. Yuli C. Chang, et al. Exogenous C8-Ceramide Induces Apoptosis by Overproduction of ROS and the Switch of Superoxide Dismutases SOD1 to SOD2 in Human Lung Cancer Cells. Int J Mol Sci. 2018 Oct; 19(10): 3010. [3]. Curtis J. Pritzl, et al. A ceramide analogue stimulates dendritic cells to promote T cell responses upon virus infections. J Immunol. 2015 May 1; 194(9): 4339–4349. [4]. H W Huang, et al. Ceramides modulate protein kinase C activity and perturb the structure of Phosphatidylcholine/Phosphatidylserine bilayers. Biophys J. 1999 Sep; 77(3): 1489–1497. [5]. Lan Weiss, et al. Ceramide contributes to pathogenesis and may be targeted for therapy in VCP inclusion body myopathy. Hum Mol Genet. 2021 Jan 7;ddaa248.

Chemical & Physical Properties

Density	0.9±0.1 g/cm3
Boiling Point	595.5±50.0 °C at 760 mmHg
Melting Point	68-70°C
Molecular Formula	C₂₆H₅₁NO₃
Molecular Weight	425.688
Flash Point	313.9±30.1 °C
Exact Mass	425.386902
PSA	69.56000
LogP	9.09
Appearance of Characters	waxy solid
Vapour Pressure	0.0±3.8 mmHg at 25°C
Index of Refraction	1.482
InChIKey	APDLCSPGWPLYEQ-WRBRXSDHSA-N
SMILES	CCCCCCCCCCCCCC=CC(O)C(CO)NC(=O)CCCCCCC
Storage condition	−20°C
Stability	Temperature Sensitive
Water Solubility	DMSO or ethanol: soluble

Safety Information

Safety Phrases	S24/25
WGK Germany	3
HS Code	2924199090

Customs

HS Code	2924199090
Summary	2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Synonyms

08:0 CERAMIDE

C8-D-ERYTHRO-CERAMIDE

N-[(2S,3R,4E)-1,3-Dihydroxy-4-octadecen-2-yl]octanamide

CERAMIDE C8

N-Octanoyl-C18-sphingosine

MFCD00236496

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

C8 CERAMINE,D-ERYTHRO

N-OCTANOYL-D-SPHINGOSINE

N-Octanoyl-D-erythro-sp

N-OCTANOYLSPHINGOSINE

N-Octanoyl-D-erythr

N-octanoyl-D-erythro-sphingosine

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