2-Amino-1,3-octadecanediol

Names

[ CAS No. ]:
764-22-7

[ Name ]:
2-Amino-1,3-octadecanediol

[Synonym ]:
erythro-Sphinganine
D-erythro-Sphinganine
2-Aminooctadecane-1,3-diol
Dihydro-C18-sphingosine
(2S,3R)-2-aminooctadecane-1,3-diol
D-erythro-2-Amino-1,3-octadecanediol
2-Amino-1,3-dihydroxyoctadecane
DL-erythro-2-Amino-1,3-octadecanediol
1,3-Octadecanediol, 2-amino-
2-Amino-1,3-octadecanediol
Octadephinganine
D-erythro-C18-Dihydrosphingosine
C18-Dihydrosphingosine
Dihydrosphingosine
DL-erythro-1,3-Dihydroxy-2-aminooctadecane

Biological Activity

[Description]:

D-Erythro-dihydrosphingosin directly inhibits cytosolic phospholipase A2α (cPLA2α) activity.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phospholipase

Research Areas >> Cancer

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

D-Erythro-dihydrosphingosine (D-erythro-DHS) significantly inhibits mastoparan-, but not Na3VO4-, stimulated arachidonic acid release in PC12 cells. D-Erythro-dihydrosphingosine at 100 AM slightly inhibits [3H]Arachidonic acid release, and 5 μM Ionomycin alone stimulates the release significantly. In the presence of 5 μM Ionomycin, 100 μM C2-ceramide stimulates the release, but D-Erythro-dihydrosphingosine (100 μM) inhibits the release. D-Erythro-dihydrosphingosine inhibits arachidonic acid release in cells and/or cPLA2α activity[1].

[References]

[1]. Nakamura H, et al. Inhibition of arachidonic acid release and cytosolic phospholipase A2 alpha activity by D-erythro-sphingosine. Eur J Pharmacol. 2004 Jan 19;484(1):9-17.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
446.2±25.0 °C at 760 mmHg

[ Melting Point ]:
70-72ºC

[ Molecular Formula ]:
C₁₈H₃₉NO₂

[ Molecular Weight ]:
301.508

[ Flash Point ]:
223.7±23.2 °C

[ Exact Mass ]:
301.298065

[ PSA ]:
66.48000

[ LogP ]:
6.27

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.478

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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Related Compounds

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