D7033
DL-threo-Dihydrosphingosine
≥98%
Synonym(s):
DL-threo-1,3-Dihydroxy-2-aminooctadecane
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About This Item
Empirical Formula (Hill Notation):
C18H39NO2
CAS Number:
Molecular Weight:
301.51
UNSPSC Code:
12352211
PubChem Substance ID:
MDL number:
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
SMILES string
CCCCCCCCCCCCCCC[C@@](O)([H])[C@@]([H])(N)CO
InChI key
OTKJDMGTUTTYMP-ROUUACIJSA-N
assay
≥98%
storage temp.
−20°C
Biochem/physiol Actions
Sphingosine kinase inhibitor.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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H Tokuda et al.
Journal of cellular biochemistry, 72(2), 262-268 (1999-02-18)
In osteoblast-like MC3T3-E1 cells, we have recently reported that sphingosine 1-phosphate among sphingomyelin metabolites acts as a second messenger for tumor necrosis factor-alpha (TNF)-induced interleukin-6 (IL-6) synthesis. In the present study, we investigated the effect of extracellular sphingomyelinase on IL-6
G S Dbaibo et al.
Proceedings of the National Academy of Sciences of the United States of America, 92(5), 1347-1351 (1995-02-28)
Ceramide, a lipid mediator, has been most closely associated with antiproliferative activities. In this study, we examine the mechanism by which ceramide induces growth suppression and the role of the retinoblastoma gene product (Rb) in this process. Withdrawal of serum
O Kozawa et al.
Journal of cellular biochemistry, 70(3), 338-345 (1998-08-26)
We previously reported that prostaglandin (PG)E1 and PGF2alpha induce the synthesis of interleukin-6 (IL-6) via activation of protein kinase (PK)A and PKC, respectively, in osteoblast-like MC3T3-E1 cells. In addition, we have shown that basic fibroblast growth factor (bFGF) elicits IL-6
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