D6908
DL-erythro-Dihydrosphingosin
≥99%, synthetic
Synonym(e):
DL-erythro-1,3-Dihydroxy-2-aminooctadecan, DL-erythro-2-Amino-1,3-octadecandiol, DL-Sphinganin
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Empirische Formel (Hill-System):
C18H39NO2
CAS-Nummer:
Molekulargewicht:
301.51
PubChem Substance ID:
UNSPSC Code:
12352211
Beilstein/REAXYS Number:
1724234
MDL number:
Technischer Dienst
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Unterstützung erhaltenbiological source
synthetic
assay
≥99%
form
powder
solubility
chloroform/methanol (9:1): 20 mg/mL, clear, colorless to slightly yellow
storage temp.
−20°C
SMILES string
CCCCCCCCCCCCCCC[C@H](O)[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+/m1/s1
InChI key
OTKJDMGTUTTYMP-MSOLQXFVSA-N
Gene Information
Biochem/physiol Actions
D-Isomer is the biosynthetic precursor of sphingosine; inhibits protein kinase C, phospholipase A2, and phospholipase D.
Lagerklasse
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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C Sakakura et al.
Biochemical and biophysical research communications, 246(3), 827-830 (1998-06-10)
Sphingosine (Sph) is emerging as an intracellular regulator of cellular differentiation and apoptosis (Ohta, et al., Cancer Res., 55, 691-697, 1995). We have recently found that both Sph and its methylated derivative N,N-dimethylsphingosine (DMS) inhibit mitogen-activated protein kinase (MAPK) activity
D D Archibald et al.
Biochimica et biophysica acta, 1166(2-3), 154-162 (1993-02-24)
The natural product D-erythro-sphingosine and synthetic racemic dihydrosphingosines were examined for their abilities to self-assemble into high-axial-ratio microstructures. When precipitated from methanol/water solution, D-erythro-sphingosine formed a viscoelastic gel composed of 50-nm diameter flexible fibers. These are 'cochleate cylinders' composed of
Sang-Hun Song et al.
Scientific reports, 9(1), 9834-9834 (2019-07-10)
Surfactants during routine washing have a tremendous effect on lipid loss from hair. This study aims to understand the loss of lipids from hair upon contact with surfactants and develop a way to prevent the lipid loss. The change in