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D-erythro-C18-Dihydro-D-sphingosine

CAS No.
764-22-7
Chemical Name:
D-erythro-C18-Dihydro-D-sphingosine
Synonyms
(2S,3R)-;SPC-102860;SPHINGANINE;Sphinganine (d18:0);D-erythro-sphinganine;Dihydro-D-erythro-Sphingosine;D-ERYTHRO-DIHYDRO-D-SPHINGOSINE;(2S,3R)-2-aminooctadecane-1,3-diol;(2S,3R)-2-azanyloctadecane-1,3-diol;D-erythro-C18-Dihydro-D-sphingosine
CBNumber:
CB42130435
Molecular Formula:
C18H39NO2
Molecular Weight:
301.51
MDL Number:
MFCD07371371
MOL File:
764-22-7.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:12

D-erythro-C18-Dihydro-D-sphingosine Properties

Melting point 70-72°C
Boiling point 446.2±25.0 °C(Predicted)
Density 0.927±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble25mg/mL (warm)
pka 12.57±0.45(Predicted)
form White to off-white solid.
color white
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
EWG's Food Scores 1
FDA UNII YT0ZSD64HM

SAFETY

Risk and Safety Statements

WGK Germany  3

D-erythro-C18-Dihydro-D-sphingosine price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D3314 D-erythro-Dihydrosphingosine ≥98% 764-22-7 10mg $117 2024-03-01 Buy
Sigma-Aldrich D3314 D-erythro-Dihydrosphingosine ≥98% 764-22-7 50mg $527 2024-03-01 Buy
Cayman Chemical 10007945 Sphinganine (d18:0) ≥98% 764-22-7 5mg $36 2024-03-01 Buy
Cayman Chemical 10007945 Sphinganine (d18:0) ≥98% 764-22-7 10mg $66 2024-03-01 Buy
Cayman Chemical 10007945 Sphinganine (d18:0) ≥98% 764-22-7 25mg $155 2024-03-01 Buy
Product number Packaging Price Buy
D3314 10mg $117 Buy
D3314 50mg $527 Buy
10007945 5mg $36 Buy
10007945 10mg $66 Buy
10007945 25mg $155 Buy

D-erythro-C18-Dihydro-D-sphingosine Chemical Properties,Uses,Production

Description

Dihydrosphingosine (764-22-7) is a biosynthetic precursor of sphingosine. Inhibitor of protein kinase C1?and phospholipases A2 and D2.

Chemical Properties

White Powder

Uses

Sphinganine (d18:0) has been used:

  • as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides
  • as a medium supplement to test its effect on growth of yeast cells
  • in the preparation of bovine serum albumin lipid complex to investigate its effect on non-lysosomal - glucosylceramidase β2 (GBA2) inhibition

Uses

Biosynthetic precursor of Sphingosine. Inhibits protein kinase C.

Definition

ChEBI: Sphinganine is a 2-aminooctadecane-1,3-diol having (2S,3R)-configuration. It has a role as an EC 2.7.11.13 (protein kinase C) inhibitor, a human metabolite and a mouse metabolite. It is a conjugate base of a sphinganine(1+).

General Description

Sphinganine (d18:0) is a substrate for the enzyme ceramide desaturase. It is synthesized indirectly due to the interconversion of supplemented glycine to serine. Sphinganine (d18:0) is catabolized to ceramide.

Biochem/physiol Actions

Sphinganine (d18:0) levels are not altered in hereditary sensory neuropathy type 1 cells. Accumulation of d18:0 is observed in tumor hypoxia. It is useful as a biomarker for studying microbial diversity.

References

1) Merrill?et al. (1989),?Structural requirements for long-chain (sphingoid) base inhibition of protein kinase C in vitro and for cellular effects of these compounds; Biochemistry,?28?3138 2) Franson?et al. (1992),?Sphingolipid metabolism and signal transduction: inhibition of in vitro phospholipase activity by sphingosine, Biochim. Biophys. Acta?1136?169

D-erythro-C18-Dihydro-D-sphingosine Preparation Products And Raw materials

Raw materials

Preparation Products

D-erythro-C18-Dihydro-D-sphingosine Suppliers

Global( 53)Suppliers
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TargetMol Chemicals Inc.
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D-erythro-C18-Dihydro-D-sphingosine D-erythro-sphinganine Dihydro-D-erythro-Sphingosine D-ERYTHRO-SPHINGANINE;SPHINGANINE (D18:0) Sphinganine (d18:0) (2S,3R)- D-ERYTHRO-DIHYDRO-D-SPHINGOSINE SPHINGANINE SPC-102860 (2S,3R)-2-aminooctadecane-1,3-diol (2S,3R)-2-azanyloctadecane-1,3-diol 764-22-7 Chiral Reagents Protein Kinase Inhibitors and Activators