| Identification | Back Directory | [Name]
D-erythro-Dihydro-D-sphingosine | [CAS]
764-22-7 | [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
D-ERYTHRO-SPHINGANINE;SPHINGANINE (D18:0) | [EINECS(EC#)]
439-210-6 | [Molecular Formula]
C18H39NO2 | [MDL Number]
MFCD07371371 | [MOL File]
764-22-7.mol | [Molecular Weight]
301.51 |
| Chemical Properties | Back Directory | [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) | [form ]
White to off-white solid. | [pka]
12.57±0.45(Predicted) | [color ]
white | [biological source]
synthetic (organic) | [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. | [Cosmetics Ingredients Functions]
HAIR CONDITIONING
SKIN CONDITIONING | [InChI]
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+/m0/s1 | [InChIKey]
OTKJDMGTUTTYMP-ZWKOTPCHSA-N | [SMILES]
C(O)[C@H](N)[C@H](O)CCCCCCCCCCCCCCC |
| Hazard Information | Back Directory | [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]
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 |
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