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D-erythro-Sphingosine-d7

CAT: 0804-HY-101047SSize: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-101047SSize:500 µg
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Description
D-erythro-Sphingosine-d7 is the deuterium labeled D-erythro-Sphingosine. D-erythro-Sphingosine (Erythrosphingosine) is a very potent activator of p32-kinase with an EC50 of 8 μM, and inhibits protein kinase C (PKC) . D-erythro-Sphingosine (Erythrosphingosine) is also a PP2A activator[1][2][3][4].
CAS Number
1246304-34-6
Product Name Alternative
Erythrosphingosine-d7; erythro-C18-Sphingosine-d7; trans-4-Sphingenine-d7
UNSPSC
12352211
Target
Endogenous Metabolite; Phosphatase; PKC
Type
Isotope-Labeled Compounds
Related Pathways
Epigenetics; Metabolic Enzyme/Protease; TGF-beta/Smad
Field of Research
Cancer
Purity
99.00
Solubility
DMSO : 50 mg/mL (ultrasonic; warming)
Smiles
[2H]C([2H])([2H])C([2H])([2H])C([2H])([2H])CCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO
Molecular Formula
C18H30D7NO2
Molecular Weight
306.54
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216. |[2]Pushkareva MYu, et al. Regulation of sphingosine-activated protein kinases: selectivity of activation by sphingoid basesand inhibition by non-esterified fatty acids. Biochem J. 1993 Sep 15;294 (Pt 3) :699-703.|[3]Khan WA, et al. Protein kinase C and platelet inhibition by D-erythro-Sphingosine: comparison with N, N-dimethylsphingosine and commercial preparation. Biochem Biophys Res Commun. 1990 Oct 30;172 (2) :683-91.|[4]Pham VT, et al. A concise synthesis of a promising protein kinase C inhibitor: D-erythro-Sphingosine. Arch Pharm Res. 2007 Jan;30 (1) :22-7.|[5]Cheng P, et al. Protein phosphatase 2A (PP2A) activation promotes axonal growth and recovery in the CNS. J Neurol Sci. 2015 Dec 15;359 (1-2) :48-56.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

D-erythro-sphingosine-d7
CAS Number1246304-34-6
PubChem CID131846122
IUPAC Name(E,2S,3R)-2-amino-16,16,17,17,18,18,18-heptadeuteriooctadec-4-ene-1,3-diol
Molecular FormulaC18H37NO2
Molecular Weight306.5
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
[2H]C([2H])([2H])C([2H])([2H])C([2H])([2H])CCCCCCCCCC/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/i1D3,2D2,3D2
InChIKey
WWUZIQQURGPMPG-AVMMVCTPSA-N
Chemical Structure
2D Structure
2D structure of D-erythro-sphingosine-d7
CAS: 1246304-34-6
CID: 131846122
Formula: C18H37NO2
MW: 306.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight306.5
XLogP35.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count15
Exact Mass306.326366645
Monoisotopic Mass306.326366645
Topological Polar Surface Area66.5 Ų
Heavy Atom Count21
Formal Charge0
Complexity231
Isotope Atom Count7
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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