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L-threo-dihydrosphingosine (d18:0) - 98%, high purity , CAS No.15639-50-6

    Grade & Purity:
  • ≥98%
In stock
Item Number
L130602
Grouped product items
SKU Size
Availability
Price Qty
L130602-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$268.90
L130602-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,001.90
L130602-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,732.90

Cell-permeable, reversible lyso-sphingolipid protein kinase C (PKC) inhibitor

Basic Description

Synonyms L-threo-Dihydrosphingosine | SMP2_000060 | 1, 2-amino- (2S,3S) | 2S,3S-Dihydrosphingosine | SAFINGOL [USAN] | SPC-100270 | Tox21_111227 | 2S-aminooctadecane-1,3R-diol | OWA98U788S | SL-205 | DB11924 | NCGC00093867-01 | Tox21_111227_1 | Bio1_000520 | rel-(
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms Cell-permeable, reversible lyso-sphingolipid protein kinase C (PKC) inhibitor (IC 50 = 40 µM). Anticancer agent. Potentiates effect of D oxorubicin (DOX) in tumor-bearing animals and cytotoxicity of Mitomycin C in cancer cells.
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Note Wherever 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. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

A dual inhibitor of PKC and SPHK

Application:

L-threo-Dihydrosphingosine is a lyso-sphingolipid protein kinase C inhibitor. It suppresses the growth of human oral squamous cell carcinoma (SCC)

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic nitrogen compounds
Class Organonitrogen compounds
Subclass Amines
Intermediate Tree Nodes Alkanolamines
Direct Parent 1,2-aminoalcohols
Alternative Parents Secondary alcohols  Primary alcohols  Monoalkylamines  Hydrocarbon derivatives  
Molecular Framework Aliphatic acyclic compounds
Substituents Secondary alcohol - 1,2-aminoalcohol - Organic oxygen compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organooxygen compound - Primary aliphatic amine - Alcohol - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.
External Descriptors Sphingoid base analogs

Associated Targets(Human)

MTOR Tclin Serine/threonine-protein kinase mTOR (13850 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SPHK1 Tchem Sphingosine kinase 1 (1990 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (2S,3S)-2-aminooctadecane-1,3-diol
INCHI InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18-/m0/s1
InChIKey OTKJDMGTUTTYMP-ROUUACIJSA-N
Smiles CCCCCCCCCCCCCCCC(C(CO)N)O
Isomeric SMILES CCCCCCCCCCCCCCC[C@@H]([C@H](CO)N)O
WGK Germany 3
Molecular Weight 301.51
Reaxy-Rn 1772584
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1772584&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility Soluble in chloroform, water (partly miscible), DMSO (~2 mg/ml), DMF (~10 mg/ml), ethanol, and methanol.
Flash Point(°F) >230 °F
Flash Point(°C) >110 °C
Boil Point(°C) >300° C
Melt Point(°C) 106.8-108.7° C
Molecular Weight 301.500 g/mol
XLogP3 5.800
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 16
Exact Mass 301.298 Da
Monoisotopic Mass 301.298 Da
Topological Polar Surface Area 66.500 Ų
Heavy Atom Count 21
Formal Charge 0
Complexity 200.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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