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860465P

Avanti

N-C24:1-desoxymethylsphinganine

Avanti Research™ - A Croda Brand 860465P, powder

Synonym(s):

N-nervonoyl-1-desoxymethylsphinganine (m17:0/24:1)

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About This Item

Empirical Formula (Hill Notation):
C41H81NO2
CAS Number:
1246298-61-2
Molecular Weight:
620.09
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860465P-1mg)
pkg of 1 × 5 mg (860465P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860465P

lipid type

bioactive lipids
sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](CCCCCCCCCCCCCCC)(O)CNC(CCCCCCCCCCCCC/C=C/CCCCCCCC)=O

InChI

1S/C41H81NO2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-41(44)42-39-40(43)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,40,43H,3-16,19-39H2,1-2H3,(H,42,44)/b18-17+/t40-/m1/s1

InChI key

LBLLNJQTYVMCAN-PESHEJLBSA-N

General description

N-C24:1-desoxymethylsphinganine Commonly referred to as 1-desoxymethyldihydroceramide (1-desoxyMeDHCer), is the N-acylated form of 1-desoxymethylsphinganine, a potent inhibitor of sphingolipid metabolism. 1-deoxysphinganine (1-deoxySa) with N-acyl groups are referred as 1-deoxydihydroceramides and can have 16, 20 and 24 carbon chain.

Packaging

5 mL Amber Glass Screw Cap Vial (860465P-1mg)
5 mL Amber Glass Screw Cap Vial (860465P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

860465P-1MG:
860465P-BULK:
860465P-5MG:
860465P-VAR:

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Ceramide synthase inhibition by fumonisin B1 causes accumulation of 1-deoxysphinganine a novel category of bioactive 1-deoxysphingoid bases and 1-deoxydihydroceramides biosynthesized by mammalian cell lines and animals
Zitomer NC, et al.
The Journal of Biological Chemistry, 284, 4786-4795 (2009)
Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases (?sphingosines?) and related amino alcohols
Pruett ST, et al.
Journal of Lipid Research, 49(8), 1621-1639 (2008)
Noemi Jiménez-Rojo et al.
Biophysical journal, 107(12), 2850-2859 (2014-12-18)
Ceramides and dihydroceramides are N-acyl derivatives of sphingosine and sphinganine, respectively, which are the major sphingoid-base backbones of mammals. Recent studies have found that mammals, like certain other organisms, also produce 1-deoxy-(dihydro)ceramides (1-deoxyDHCers) that contain sphingoid bases lacking the 1-hydroxyl-
Sarah T Pruett et al.
Journal of lipid research, 49(8), 1621-1639 (2008-05-24)
"Sphingosin" was first described by J. L. W. Thudichum in 1884 and structurally characterized as 2S,3R,4E-2-aminooctadec-4-ene-1,3-diol in 1947 by Herb Carter, who also proposed the designation of "lipides derived from sphingosine as sphingolipides." This category of amino alcohols is now

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