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
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
Assay
≥98%
storage temp.
−20°C
SMILES string
CCCCCCCCCCCCCCC[C@@](O)([H])[C@@]([H])(N)CO
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
InChI key
OTKJDMGTUTTYMP-ROUUACIJSA-N
Biochem/physiol Actions
Sphingosine kinase inhibitor.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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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