Phytosphingosine
Appearance
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Names | |
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Preferred IUPAC name
(2S,3S,4R)-2-Aminooctadecane-1,3,4-triol | |
Other names
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Identifiers | |
3D model (JSmol)
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1725301 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.103.588 |
EC Number |
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KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C18H39NO3 | |
Molar mass | 317.514 g·mol−1 |
Melting point | 102–103 °C (216–217 °F; 375–376 K) |
Hazards | |
GHS labelling: | |
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Danger | |
H318, H410 | |
P273, P280, P305+P351+P338, P310, P391, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phytosphingosine is a sphingoid base, a fundamental building block of more complex sphingolipids. It is abundant in plants and fungi and present in animals.[1] Phytosphingosine has also been found to have interesting T-cell related ant-inflammatory properties in models of inflammatory bowel disease.[2]
References
- ^ Park, Moon-Taek; Kang, Jung A.; Choi, Jung-A.; Kang, Chang-Mo; Kim, Tae-Hwan; Bae, Sangwoo; Kang, Seongman; Kim, Sujong; Choi, Weon-Ik (February 2003). "Phytosphingosine induces apoptotic cell death via caspase 8 activation and Bax translocation in human cancer cells". Clinical Cancer Research. 9 (2): 878–885. ISSN 1078-0432. PMID 12576463.
- ^ Montenegro-Burke, J. Rafael; Kok, Bernard P.; Guijas, Carlos; Domingo-Almenara, Xavier; Moon, Clara; Galmozzi, Andrea; Kitamura, Seiya; Eckmann, Lars; Saez, Enrique; Siuzdak, Gary E.; Wolan, Dennis W. (2021-09-28). "Metabolomics activity screening of T cell–induced colitis reveals anti-inflammatory metabolites". Science Signaling. 14 (702): eabf6584. doi:10.1126/scisignal.abf6584. ISSN 1945-0877. PMC 8757460. PMID 34582249.