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Names | |
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IUPAC name
2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
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Other names
Antibiotic ISP-1; Thermozymocidin
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Identifiers | |
35891-70-4 ![]() |
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3D model (Jmol) |
Interactive image Interactive image |
5113331 | |
ChEBI |
CHEBI:582124 ![]() |
ChEMBL |
ChEMBL55076 ![]() |
ChemSpider |
4942874 (2S,3R,4R,6E) ![]() 11654743 (6E) ![]() 266093 () ![]() 21467337 (3S,4S,6E) ![]() |
ECHA InfoCard | 100.164.620 |
6664 | |
KEGG |
C19914 ![]() |
PubChem |
6438394 (6E) 301119 () |
RTECS number | JX3890000 |
UN number | 2811 |
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Properties | |
C21H39NO6 | |
Molar mass | 401.54 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |
Myriocin, also known as antibiotic ISP-1 and thermozymocidin, is an atypical amino acid and an antibiotic derived from certain thermophilic fungi. Among the producing strains are Mycelia sterilia.
Myriocin is a very potent inhibitor of serine palmitoyltransferase, the first step in sphingosine biosynthesis. Due to this property, it is used in biochemical research as a tool for depleting cells of sphingolipids.
Myriocin was shown to inhibit the proliferation of an IL-2-dependent mouse cytotoxic T cell line.
Myriocin possesses immunosuppressant activity. It is reported to be 10- to 100-fold more potent than ciclosporin.
The multiple sclerosis drug fingolimod was derived from myriocin by using structure–activity relationship studies to determine the parts of the molecule important to its activity.