(2-amino-3-hydroxy-octadecoxy)phosphonic acid
(2-amino-3-hydroxy-octadecoxy)phosphonic acid Basic information
- Product Name:
- (2-amino-3-hydroxy-octadecoxy)phosphonic acid
- Synonyms:
-
- SPHINGANINE-1-PHOSPHATE
- (2-amino-3-hydroxy-octadecoxy)phosphonic acid
- dihydrosphingosine 1-phosphate
- D-erythro-sphinganine-1-phosphate
- (2S,3R)-2-AMino-1,3-octadecanediol 1-(Dihydrogen Phosphate)
- (2S,3R)-Sphinganine 1-Phosphate
- [R-(R*,S*)]-2-AMino-1,3-octadecanediol 1-(Dihydrogen Phosphate)
- C18-Dihydrosphingosine 1-Phosphate
- CAS:
- 19794-97-9
- MF:
- C18H40NO5P
- MW:
- 381.49
- Mol File:
- 19794-97-9.mol
(2-amino-3-hydroxy-octadecoxy)phosphonic acid Chemical Properties
- Boiling point:
- 548.2±60.0 °C(Predicted)
- Density
- 1.080±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- 0.3 M NaOH: 4 mg/ml; DMF: <50 μg/ml; DMSO: <50 μg/ml; Ethanol: <50 μg/ml; PBS (pH 7.2): <50 μg/ml
- form
- A crystalline solid
- pka
- 1.76±0.10(Predicted)
- color
- White to off-white
(2-amino-3-hydroxy-octadecoxy)phosphonic acid Usage And Synthesis
Chemical Properties
White to Beige Solid
Uses
(2-amino-3-hydroxy-octadecoxy)phosphonic acid may be used as a negative control for C2 Ceramide.
Definition
ChEBI: A sphingoid 1-phosphate that is the monophosphorylated derivative of sphinganine.
Biochem/physiol Actions
Negative control for sphingosine-1-phosphate.
in vivo
Sphinganine 1-phosphate can enhance wound healing in diabetic mice[1]. Sphinganine 1-phosphate provides renal and hepatic protection after liver ischemia and reperfusion (IR) injury in mice through selective activation of S1P1 receptors and pertussis toxin-sensitive G-proteins with subsequent activation of ERK and Akt. Sphinganine 1-phosphate (administered 0.1 mg/kg i.v. immediately before reperfusion and 0.2 mg/kg s.c. 2 h after reperfusion) protects against hepatic and renal injury after liver IR[2].
| Animal Model: | Male C57BL/6 mice (20-25?g)[2] |
| Dosage: | 0.1?mg/kg |
| Administration: | Administered i.v. immediately before reperfusion and 0.2?mg/kg s.c. 2 h after reperfusion |
| Result: | The plasma level of alanine aminotransferase (ALT) and Creatinine (Cr) was 80±6 U/L and 0.46±0.05 mg/dL, respectively. The increases in ALT (7474±557?U/L) and Cr (0.55±0.05?mg/dL) were significantly suppressed at 24?h after reperfusion in mice treated with 0.1?mg/kg i.v. before reperfusion and 0.2?mg/kg s.c. 2?h after reperfusion. |
IC 50
Human Endogenous Metabolite
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