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D- erythro C8 Ceramide-1-phosphate - ≥98%, high purity , CAS No.158983-53-0

    Grade & Purity:
  • ≥98%
In stock
Item Number
D274852
Grouped product items
SKU Size
Availability
Price Qty
D274852-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$166.90

Cell-permeable analog of endogenous ceramide-1-phosphate

View related series
Apoptosis (4276) Cell Cycle (2830)

Basic Description

Synonyms [3-Hydroxy-2-(octanoylamino)octadec-4-enyl]dihydrogenphosphate
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms Cell-permeable analog of endogenous ceramide-1-phosphate, a putative second messenger of sphingomyelin metabolism. Stimulates DNA synthesis and cell division in fibroblasts. Negative regulator of TNF-α production.
Storage Temp Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Sphingolipids
Subclass Phosphosphingolipids
Intermediate Tree Nodes Not available
Direct Parent Phosphosphingolipids
Alternative Parents Phosphoethanolamines  Monoalkyl phosphates  N-acyl amines  Secondary carboxylic acid amides  Secondary alcohols  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic acyclic compounds
Substituents Sphingoid-1-phosphate or derivatives - Phosphoethanolamine - Monoalkyl phosphate - Fatty amide - N-acyl-amine - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Secondary carboxylic acid amide - Secondary alcohol - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Alcohol - Organopnictogen compound - Hydrocarbon derivative - Organic oxide - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.
External Descriptors Ceramide 1-phosphates

Names and Identifiers

IUPAC Name [(E,2S,3R)-3-hydroxy-2-(octanoylamino)octadec-4-enyl] dihydrogen phosphate
INCHI 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
InChIKey VSSNYUXSRXINIP-WRBRXSDHSA-N
Smiles CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)NC(=O)CCCCCCC)O
Isomeric SMILES CCCCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)(O)O)NC(=O)CCCCCCC)O
PubChem CID 10864091
Molecular Weight 505.7

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility Soluble in DMSO to 25 mM and in ethanol to 25 mM
Molecular Weight 505.700 g/mol
XLogP3 7.400
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 24
Exact Mass 505.353 Da
Monoisotopic Mass 505.353 Da
Topological Polar Surface Area 116.000 Ų
Heavy Atom Count 34
Formal Charge 0
Complexity 551.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 1
Covalently-Bonded Unit Count 1

Solution Calculators

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