Phytosphingosine

Names

[ CAS No. ]:
554-62-1

[ Name ]:
Phytosphingosine

[Synonym ]:
(2S,3S,4R)-2-Aminooctadecane-1,3,4-triol
Phytosphingosine
(4R,3S,2S)-2-aminooctadecane-1,3,4-triol
PHYTOSPHINGOSINE HYDROCHLORIDE
4-HYDROXYSPHINGANINE
4D-Hydroxysphinganine
1,3,4-Octadecanetriol, 2-amino-, (2S,3S,4R)-
(4R)-4-Hydroxysphinganine
(2S,3S,4R)-2-Amino-1,3,4-octadecanetriol

Biological Activity

[Description]:

Phytosphingosine is a phospholipid and has anti-cancer activities. Phytosphingosine induces cell apoptosis via caspase 8 activation and Bax translocation in cancer cells[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[References]

[1]. Moon-Taek Park, et al. Phytosphingosine Induces Apoptotic Cell Death via Caspase 8 Activation and Bax Translocation in Human Cancer Cells. Clin Cancer Res. 2003 Feb;9(2):878-85.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
483.7±40.0 °C at 760 mmHg

[ Melting Point ]:
102ºC

[ Molecular Formula ]:
C₁₈H₃₉NO₃

[ Molecular Weight ]:
317.507

[ Flash Point ]:
246.4±27.3 °C

[ Exact Mass ]:
317.292999

[ PSA ]:
86.71000

[ LogP ]:
5.18

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.490

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1.0

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

14-3-3-regulated Ca(2+)-dependent protein kinase CPK3 is required for sphingolipid-induced cell death in Arabidopsis.

Cell Death Differ. 20(2) , 209-17, (2013)

In eukaryotic cells, sphingoid long chain bases (LCBs) such as sphingosine or phytosphingosine (PHS) behave as second messengers involved in various processes including programmed cell death (PCD). In...

Detection of water-soluble disease-associated PrP species in blood and brain of scrapie-infected hamster.

Arch. Virol. 160 , 2219-29, (2015)

The high-speed supernatant (S(HS)) of scrapie-infected hamster brain homogenate contains a soluble infectivity similar to that of the plasma that escapes leukodepletion and can transmit prion infectio...

Morphogenesis checkpoint kinase Swe1 is the executor of lipolysis-dependent cell-cycle progression.

Proc. Natl. Acad. Sci. U. S. A. 112(10) , E1077-85, (2015)

Cell growth and division requires the precise duplication of cellular DNA content but also of membranes and organelles. Knowledge about the cell-cycle-dependent regulation of membrane and storage lipi...