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(2-amino-3-hydroxy-octadecoxy)phosphonic acid

Product Name
(2-amino-3-hydroxy-octadecoxy)phosphonic acid
CAS No.
19794-97-9
Chemical Name
(2-amino-3-hydroxy-octadecoxy)phosphonic acid
Synonyms
2S-amino-1;SPHINGANINE-1-PHOSPHATE;dihydrosphingosine 1-phosphate;(2S,3R)-Sphinganine 1-Phosphate;Sphinganine-1-phosphate (d18:0);D-erythro-sphinganine-1-phosphate;C18-Dihydrosphingosine 1-Phosphate;(2-amino-3-hydroxy-octadecoxy)phosphonic acid;D-erythro-Dihydrosphingosine 1-phosphate;(2S,3R)-2-AMino-1,3-octadecanediol 1-(Dihydrogen Phosphate)
CBNumber
CB12129494
Molecular Formula
C18H40NO5P
Formula Weight
381.49
MOL File
19794-97-9.mol
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(2-amino-3-hydroxy-octadecoxy)phosphonic acid Property

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D3439
Product name
<SC>D</SC>-<I>erythro</I>-Dihydrosphingosine 1-phosphate
Purity
≥98% (TLC), waxy solid
Packaging
1mg
Price
$282
Updated
2025/07/31
Cayman Chemical
Product number
22500
Product name
Sphinganine-1-phosphate (d18:0)
Purity
≥95%
Packaging
500μg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
22500
Product name
Sphinganine-1-phosphate (d18:0)
Purity
≥95%
Packaging
1mg
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
22500
Product name
Sphinganine-1-phosphate (d18:0)
Purity
≥95%
Packaging
5mg
Price
$419
Updated
2024/03/01
TRC
Product number
D449500
Product name
D-erythro-Dihydro-D-sphingosine-1-phosphate
Packaging
2mg
Price
$135
Updated
2021/12/16
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(2-amino-3-hydroxy-octadecoxy)phosphonic acid Chemical Properties,Usage,Production

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

(2-amino-3-hydroxy-octadecoxy)phosphonic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(2-amino-3-hydroxy-octadecoxy)phosphonic acid Suppliers

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19794-97-9, (2-amino-3-hydroxy-octadecoxy)phosphonic acidRelated Search:


  • 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
  • Sphinganine-1-phosphate (d18:0)
  • 1,3-Octadecanediol, 2-amino-, 1-(dihydrogen phosphate), (2S,3R)-
  • 2S-amino-1
  • D-erythro-Dihydrosphingosine-1-phosphate, sphingosine 1-phosphate receptor ligand
  • <sc>D</sc>-<i>erythro</i>-Dihydrosphingosine 1-phosphate
  • 19794-97-9