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L-threo-Sphingosine

CAT: 0804-HY-117152Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-117152Size:5 mg
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Description
L-threo-Sphingosine is a potent MAPK inhibitor. L-threo-Sphingosine induces apoptosis and clear DNA fragmentation. L-threo-Sphingosine shows anticancer effect[1].
CAS Number
25695-95-8
Product Name Alternative
L-threo-Sphingosine C-18
UNSPSC
12352211
Hazard Statement
H302-H315-H319-H335
Target
Apoptosis; p38 MAPK
Type
Reference compound
Related Pathways
Apoptosis; MAPK/ERK Pathway
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/l-threo-sphingosine.html
Solubility
10 mM in DMSO
Smiles
CCCCCCCCCCCCC/C=C/[C@H](O)[C@@H](N)CO
Molecular Formula
C18H37NO2
Molecular Weight
299.49
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Sakakura C, et al. Selectivity of sphingosine-induced apoptosis. Lack of activity of DL-erythyro-dihydrosphingosine. Biochem Biophys Res Commun. 1998 May 29;246 (3) :827-30.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Threo-sphingosine, (-)-

L-threo-Sphingosine is an amino alcohol.

CAS Number25695-95-8
PubChem CID11130338
IUPAC Name(E,2S,3S)-2-aminooctadec-4-ene-1,3-diol
Molecular FormulaC18H37NO2
Molecular Weight299.5
XLogP5.3
Topological Polar Surface Area66.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count15
Heavy Atom Count21
Formal Charge0
Complexity231
SMILES
CCCCCCCCCCCCC/C=C/[C@@H]([C@H](CO)N)O
InChI
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18-/m0/s1
InChIKey
WWUZIQQURGPMPG-DNWQSSKHSA-N
Chemical Structure
2D Structure
2D structure of Threo-sphingosine, (-)-
CAS: 25695-95-8
CID: 11130338
Formula: C18H37NO2
MW: 299.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight299.5
XLogP35.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count15
Exact Mass299.282429423
Monoisotopic Mass299.282429423
Topological Polar Surface Area66.5 Ų
Heavy Atom Count21
Formal Charge0
Complexity231
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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