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Myriocin - 98%, high purity , CAS No.35891-70-4, Inhibitor of serine palmitoyltransferase long chain base subunit 1;Inhibitor of serine palmitoyltransferase long chain base subunit 2;Inhibitor of serine palmitoyltransferase long chain base subunit 3

  • Moligand™
  • ≥98%
Item Number
M102400
Grouped product items
SKUSizeAvailabilityPrice Qty
M102400-1mg
1mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$73.90
M102400-5mg
5mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$307.90
M102400-25mg
25mg
In stock
$1,033.90

Highly potent serine palmitoyltransferase inhibitor

Basic Description

SynonymsMyriocin|thermozymocidin|35891-70-4|ISP-1|ISP-I|Myriocin from Mycelia sterilia|(2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid|CHEBI:582124|YRM4E8R9ST|(E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic a
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsFungal metabolite with potent immunosuppressant activity. Inhibits serine palmitoyltransferase at picomolar concentrations blocking synthesis of ceramide, a precursor of sphingomyelin and glycosphingolipids. Disrupts substratum adhesion of melanoma cells.
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of serine palmitoyltransferase long chain base subunit 1;Inhibitor of serine palmitoyltransferase long chain base subunit 2;Inhibitor of serine palmitoyltransferase long chain base subunit 3
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Myriocin is an amino fatty acid antibiotic derived from certain thermophylic fungi, in this case Mycelia sterilia. It is a potent immunosuppressant having 10- to 100-fold more activity than cyclosporin A. Myriocin is a potent inhibitor of serine palmitoyltransferase (Ki = 0.28 nM), the enzyme that catalyzes the first step of sphingolipid biosynthesis. It disrupts substratum adhesion of melanoma cells. It also suppresses cell proliferation in the murine cytotoxic T cell line CTLL-2 (IC50 = 15 nM) via apoptosis. Myriocin suppresses replication of the hepatitis C virus (HCV) in a murine model.
An inhibitor of sphingolipid biosynthesis with immunosuppressive properties.

Associated Targets

SPTLC2 Tchem Serine palmitoyltransferase 2 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SPTLC3 Tbio Serine palmitoyltransferase 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SPTLC1 Tchem Serine palmitoyltransferase 1 2 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GALC Tbio Galactocerebrosidase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FDFT1 Tchem Squalene synthase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PMP22 Tbio Peripheral myelin protein 22 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ACHE Tclin Acetylcholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

AKT1 Tchem RAC-alpha serine/threonine-protein kinase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BCHE Tclin Cholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name (E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid
INCHI InChI=1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1
InChi Key ZZIKIHCNFWXKDY-GNTQXERDSA-N
Canonical SMILES CCCCCCC(=O)CCCCCCC=CCC(C(C(CO)(C(=O)O)N)O)O
Isomeric SMILES CCCCCCC(=O)CCCCCC/C=C/C[C@H]([C@@H]([C@@](CO)(C(=O)O)N)O)O
WGK Germany 3
RTECS JX3890000
PubChem CID 6438394
UN Number 2811
Molecular Weight 401.54

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

3 results found

Lot NumberCertificate TypeDateItem
J1925148Certificate of AnalysisAug 07, 2023 M102400
F1822086Certificate of AnalysisApr 26, 2022 M102400
C2427029Certificate of AnalysisNov 18, 2021 M102400

Chemical and Physical Properties

SolubilitySoluble in DMSO (heat briefly in boiling water bath) (25 mg/ml), dilute base (50 mM NaOH) (~5 mg/ml), and methanol (2 mg/ml). Insoluble in water.
Sensitivitylight sensitive & Moisture sensitive

Safety and Hazards(GHS)

Pictogram(s) GHS06
Signal Danger
Hazard Statements

H301:Toxic if swallowed

Precautionary Statements

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P330:Rinse mouth.

P301+P316:IF SWALLOWED: Get emergency medical help immediately.

WGK Germany 3
RTECS JX3890000

Related Documents

References

1. Miyake Y, Kozutsumi Y, Nakamura S, Fujita T, Kawasaki T.  (1995)  Serine palmitoyltransferase is the primary target of a sphingosine-like immunosuppressant, ISP-1/myriocin..  Biochem Biophys Res Commun,  211  (2): (396-403).  [PMID:7794249]

Solution Calculators