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Key Documents

Safety Information

O1882

Sigma-Aldrich

N-Octanoyl-D-sphingosine

waxy solid

Synonym(s):

C8 ceramide

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About This Item

Empirical Formula (Hill Notation):
C26H51NO3
Molecular Weight:
425.69
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77

form

waxy solid

solubility

DMSO or ethanol: soluble

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C26H51NO3/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(29)24(23-28)27-26(30)22-20-17-8-6-4-2/h19,21,24-25,28-29H,3-18,20,22-23H2,1-2H3,(H,27,30)/b21-19+/t24-,25+/m0/s1

InChI key

APDLCSPGWPLYEQ-WRBRXSDHSA-N

Biochem/physiol Actions

Synthetic anaolgue of natural ceramide, activates protein kinase C, stimulates IL-2 production and induces apoptosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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Katsushige Hattori et al.
Endocrinology, 159(6), 2337-2347 (2018-04-19)
LH supplementation in assisted reproductive technology cycles improves the ongoing pregnancy rate in women with poor ovarian response (POR). However, our knowledge of the precise role of LH during the follicular phase of the menstrual cycle is incomplete. To explore
Albert Koulman et al.
Rapid communications in mass spectrometry : RCM, 23(10), 1411-1418 (2009-04-07)
Most analytical methods in metabolomics are based on one of two strategies. The first strategy is aimed at specifically analysing a limited number of known metabolites or compound classes. Alternatively, an unbiased approach can be used for profiling as many
W D Jarvis et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(1), 73-77 (1994-01-04)
The potential involvement of ceramide-related signaling processes in the induction of apoptosis by tumor necrosis factor alpha was assessed by multiple biochemical strategies in the human leukemic cell lines HL-60 and U937 and the murine fibrosarcoma cell lines L929/LM and
Jayashree Selvalatchmanan et al.
Metabolites, 11(2) (2021-03-07)
Lipids in breastmilk play a critical role in infant growth and development. However, few studies have investigated sources of variability of both high- and low-abundant milk lipids. The objective of our study was to investigate individual and morning-evening differences in
Giuseppe Astarita et al.
PloS one, 10(2), e0116961-e0116961 (2015-02-12)
Methamphetamine is a highly addictive psychostimulant that causes profound damage to the brain and other body organs. Post mortem studies of human tissues have linked the use of this drug to diseases associated with aging, such as coronary atherosclerosis and

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