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N1514

Sigma-Aldrich

Nervonic acid

≥99% (capillary GC)

Synonym(s):

cis-15-Tetracosenoic acid, Selacholeic acid

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)13COOH (cis)
CAS Number:
506-37-6
Molecular Weight:
366.62
Beilstein:
1728551
MDL number:
MFCD00010507
UNSPSC Code:
12352211
PubChem Substance ID:
24897496
NACRES:
NA.25

biological source

plant

Quality Level

100

Assay

≥99% (capillary GC)

form

powder

mp

42-43 °C (lit.)

functional group

carboxylic acid

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCCCCCCCC(O)=O

InChI

1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9-

InChI key

GWHCXVQVJPWHRF-KTKRTIGZSA-N

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Application

Nervonic acid has been used as a synthetic lipid supplement in vitro to study about effect of the developmental diet in Drosophila lifespan.

Biochem/physiol Actions

Nervonic acid (C24:1), a component of membrane sphingolipids and phosphatidylethanolamines, may be a useful predictor of chronic kidney disease mortality and diabetes. Nervonic acid oils are being studied for pharmaceutical, nutraceutical and industrial applications. Nervonic acid is a major component of Lunaria oil.

Packaging

Sealed ampule.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Developmental diet regulates Drosophila lifespan via lipid autotoxins
Stefana MI, et al.
Nature Communications, 8(1), 1384-1384 (2017)
Y Mizushina et al.
Journal of molecular biology, 304(3), 385-395 (2000-11-25)
Unsaturated long-chain fatty acids selectively bind to the DNA binding sites of DNA polymerase beta and DNA topoisomerase II, and inhibit their activities, although the amino acid sequences of these enzymes are markedly different from each other. Computer modeling analysis
Arja T Erkkilä et al.
The Journal of craniofacial surgery, 16(5), 764-769 (2005-09-30)
The fatty acid profiles of serum lipids were examined in 53 ten-year-old cleft children. The children presented with different cleft types (cleft lip, cleft lip and palate, isolated cleft palate and submucuous cleft palate) and were recruited from the Finnish
Jiun-Rong Chen et al.
The Journal of nutritional biochemistry, 15(8), 467-472 (2004-08-11)
Nutritional factors may be relative to attention-deficit hyperactive disorder (ADHD), although the pathogenic mechanism is still unknown. Based on the work of others, we hypothesized that children with ADHD have altered dietary patterns and fatty acid metabolism. Therefore, the aim
David C Taylor et al.
Plant biotechnology journal, 7(9), 925-938 (2009-10-22)
Nervonic acid 24:1 Delta15 (cis-tetracos-15-enoic acid) is a very long-chain monounsaturated fatty acid and exists in nature as an elongation product of oleic acid. There is an increasing interest in production of high nervonic acid oils for pharmaceutical, nutraceutical and
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