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  • Product Name: C8 Ceramide
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Related CAS#:
74713-59-0 887353-95-9
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74713-59-0

74713-59-0 structure
74713-59-0 structure
  • Name: C8-Ceramide
  • Chemical Name: c8 ceramide
  • CAS Number: 74713-59-0
  • Molecular Formula: C26H51NO3
  • Molecular Weight: 425.688
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2018-03-11 08:00:00
  • Modify Date: 2024-01-03 19:55:24
  • 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].
Name c8 ceramide
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
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
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.
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 waxy solid
Vapour Pressure 0.0±3.8 mmHg at 25°C
Index of Refraction 1.482
Storage condition −20°C
Stability Temperature Sensitive
Water Solubility DMSO or ethanol: soluble
Name: N-Octanoyl-D-Erythro-Sphingosine Synthetical 99+% Material Safety Data Sheet
Synonym: Ceramide C8
CAS: 74713-59-0
Section 1 - Chemical Product MSDS Name:N-Octanoyl-D-Erythro-Sphingosine Synthetical 99+% Material Safety Data Sheet
Synonym:Ceramide C8
Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
74713-59-0 N-Octanoyl-D-Erythro-Sphingosine 99+% unlisted
Hazard Symbols: None Listed.
Risk Phrases: None Listed.
Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.
Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.
Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.
Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.
Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a dry area. Deep freeze (below -20C).
Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 74713-59-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.
Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white to off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C26H51NO3
Molecular Weight: 425.69
Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials, dust generation.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.
Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 74713-59-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-Octanoyl-D-Erythro-Sphingosine - Not listed by ACGIH, IARC, or NTP.
Section 12 - ECOLOGICAL INFORMATION

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.
Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.
Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 74713-59-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 74713-59-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 74713-59-0 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A
Safety Phrases S24/25
WGK Germany 3
HS Code 2924199090
Precursor  3

DownStream  0

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%

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