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Merck

87117

Nervonic acid

analytical standard

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769504
MDL number:
MFCD00010507
Beilstein/REAXYS Number:
1728551

Key Documents

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Product Name

Nervonic acid, analytical standard

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-

SMILES string

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

InChI key

GWHCXVQVJPWHRF-KTKRTIGZSA-N

grade

analytical standard

assay

≥99.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

42-43 °C (lit.)

format

neat

functional group

carboxylic acid

shipped in

ambient

storage temp.

−20°C

Quality Level

100

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Application

Nervonic acid may be used as an analytical reference standard for the determination of nervonic acid in:
  • Berry seed extract samples by gas chromatography equipped with mass spectrometer detector (GC-MSD).
  • Human blood by isotope-dilution gas chromatography-negative chemical ionization-mass spectrometry (ID-GC-NCI-MS).
  • Human plasma samples employed in the clinical smoking cessation study by GC combined with time-of-flight mass spectrometry operating under the electron ionization (EI) mode.
  • Brain tissue samples by GC-MS.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Nervonic acids are the products of desaturation and elongation processes of various fatty acids such as palmitic acid, stearic acid, oleic acid, etc.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6145
BCCL8861
BCCK0519
BCCH7744
BCCC7625

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Quantitation of trans-fatty acids in human blood via isotope dilution-gas chromatography-negative chemical ionization-mass spectrometry.
Kuiper HC, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1076(8), 35-43 (2018)
Wide-ranging alterations in the brain fatty acid complement of subjects with late Alzheimer?s disease as detected by GC-MS.
Nasaruddin ML, et al.
American Journal of Translational Research, 8(1), 154-154 (2016)
Evidence That Parietal Lobe Fatty Acids May Be More Profoundly Affected in Moderate Alzheimer?s Disease (AD) Pathology Than in Severe AD Pathology.
Nasaruddin ML, et al.
Metabolites, 8(4), 69-69 (2018)
A fully validated GC-TOF-MS method for the quantification of fatty acids revealed alterations in the metabolic profile of fatty acids after smoking cessation.
Goettel M, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1041(8), 141-150 (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
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