C8355

D-erythro-Ceramide C8 1-phosphate

Name: <SC>D</SC>-<I>erythro</I>-Ceramide C8 1-phosphate
Brand: SIGMA

≥93% (HPLC), powder or solid

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About This Item

Empirical Formula (Hill Notation):

C₂₆H₅₂NO₆P

Molecular Weight:

505.67

NACRES:

NA.77

PubChem Substance ID:

329775167

UNSPSC Code:

12352211

MDL number:

MFCD00270917

Assay:

≥93% (HPLC)

Form:

film, powder or solid

Quality level:

200

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Key Documents

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Quality Level

200

assay

≥93% (HPLC)

form

film, powder or solid

color

white to off-white

solubility

DMSO: 15 mg/mL, ethanol: 20 mg/mL, clear to hazy (Colorless to faint yellow)

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP(O)(O)=O)NC(=O)CCCCCCC

InChI

1S/C26H52NO6P/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(28)24(23-33-34(30,31)32)27-26(29)22-20-17-8-6-4-2/h19,21,24-25,28H,3-18,20,22-23H2,1-2H3,(H,27,29)(H2,30,31,32)/b21-19+/t24-,25+/m0/s1

InChI key

VSSNYUXSRXINIP-WRBRXSDHSA-N

Related Categories

Phosphates

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Show Differences

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This Item	C8480	SML0494	SML0358
Sigma-Aldrich C8355 D-erythro-Ceramide C8 1-phosphate	Sigma-Aldrich C8480 D-erythro-Ceramine C8	Sigma-Aldrich SML0494 VU0361737	Sigma-Aldrich SML0358 AA74-1
form film, powder or solid	form solid	form film	form film
assay ≥93% (HPLC)	assay 98% (TLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: 15 mg/mL, ethanol: 20 mg/mL, clear to hazy (Colorless to faint yellow)	solubility DMSO: 25 mg/mL, ethanol: 25 mg/mL	solubility DMSO: 15 mg/mL (clear solution)	solubility DMSO: >15 mg/mL
color white to off-white	color white	color white	color colorless

Biochem/physiol Actions

Cell permeable stimulator of DNA synthesis in cultured fibroblasts; antagonizes mitogenic activity.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Short-chain ceramide-1-phosphates are novel stimulators of DNA synthesis and cell division: antagonism by cell-permeable ceramides.

A Gomez-Muñoz et al.

Molecular pharmacology, 47(5), 833-839 (1995-05-01)

Ceramide and ceramide-1-phosphate are sphingolipid analogues of diacylglycerol and phosphatidate, respectively, and they are putative second messengers of agonist-stimulated sphingomyelin metabolism. The interactions of exogenous cell-permeable ceramides and ceramide-1-phosphates in modifying DNA synthesis and signal transduction were investigated in Rat-1

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