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Key Documents

D7033

Sigma-Aldrich

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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

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