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phytosphingosine

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phytosphingosine Basic information

Product Name:
phytosphingosine
Synonyms:
  • (2S,3S,4S)-2-aminooctadecane-1,3,4-triol
  • 3,4-Octadecanetriol, 2-amino-1
  • 1,3,4-Octadecanetriol,2-amino-
  • Water-Soluble PHYTOSPHINGOSINE, Nano-Liposomal PHYTOSPHINGOSINE
  • 2Aminooctadecane1,3,4Triol,2 Aminooctadecane 1,3,4 Triol
  • Nano-Liposomal PHYTOSPHINGOSINE
  • 2-Amino-1,3,4-octadecanetriol
  • PHYTOSPHINGOSINE
CAS:
13552-11-9
MF:
C18H39NO3
MW:
317.51
EINECS:
202-538-3
Mol File:
13552-11-9.mol
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phytosphingosine Chemical Properties

Melting point:
136-138 °C(Solv: acetonitrile (75-05-8))
Boiling point:
483.7±40.0 °C(Predicted)
Density 
0.983±0.06 g/cm3(Predicted)
pka
11.91±0.45(Predicted)
InChI
InChI=1S/C18H39NO3/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
InChIKey
AERBNCYCJBRYDG-UHFFFAOYSA-N
SMILES
C(O)C(N)C(O)C(O)CCCCCCCCCCCCCC
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phytosphingosine Usage And Synthesis

Uses

4-Hydroxysphiganine can be used as an oat lipid extraction for applying on skin care. It can also be used in pesticide formulation for delivery of active agent to the target, and can also be applied to assess neuronal toxicity.

Definition

ChEBI: 2-Amino-1,3,4-octadecanetriol is an amino alcohol.

Biological Functions

phytosphingosine (PHS) is a major LCB in some plants and is involved in cell signaling. Sphingolipidomic profiling revealed that PHS accumulates as early as 1 h after pathogen inoculation with virulent and avirulent strains of Pseudomonas syringae pv. tomato in Arabidopsis leaves.

References

[1] So Yeon Seo. “Phytosphingosine induces systemic acquired resistance through activation of sphingosine kinase.” Plant Direct 5 10 (2021): e351.

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