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P2795 Sigma-Aldrich

Phytosphingosine hydrochloride

Green Alternative

Synonym: 4-Hydroxysphinganine, D-Ribo-1,3,4-trihydroxy-2-aminooctadecane, D-Ribo-2-aminooctadecane-1,3,4-triol, PHS

  • CAS Number 554-62-1

  • Empirical Formula (Hill Notation) C18H39NO3 · HCl

  • Molecular Weight 353.97

  •  MDL number MFCD06804643

  •  PubChem Substance ID 24898363

  •  NACRES NA.25

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Chemical Synthesis, Complex Lipids, Glycolipids,
Quality Level   200
greener alternative product score   old score: 19
new score: 9
Find out more about DOZN™ Scoring.
greener alternative product characteristics   Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.
greener alternative category   Re-engineered
storage temp.   −20°C
SMILES string   Cl.CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO
InChI   1S/C18H39NO3.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20;/h16-18,20-22H,2-15,19H2,1H3;1H/t16-,17+,18-;/m0./s1
InChI key   GDKAAHDFPOWGQE-RXQQAGQTSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Phytosphingosine is a long chain sphingoid base that occurs broadly in yeast, plants and animals including mammals. In yeast it is involved in mediating the heat stress response, perhaps through activation of the AGC-type protein kinases, Pkh1, Pkh2, Ypk1, Ypk2, and Sch9. It is proapoptotic in human cancer cell lines. PHS induces ΔΨm and release of cytochrome c from mitochondria either directly or through activation of p38 MAPK pathway. This leads to activation of caspase 9 followed by activation of caspase 3 and programmed cell death.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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92210 Timestrip Plus 0 °C
06693 Timestrip Plus -20 °C

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