ChemicalBook--->CAS DataBase List--->764-22-7

764-22-7

764-22-7 Structure

764-22-7 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

D-erythro-C18-Dihydro-D-sphingosine(764-22-7)1HNMR
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