ChemicalBook Product Catalog Analytical Chemistry food safety Fatty acid methyl ester Decanoic-10,10,10-d3 acid

Decanoic-10,10,10-d3 acid

Product NameDecanoic-10,10,10-d3 acid
CAS102611-15-4
MFC10H17D3O2
MW175.28
EINECS
MOL File102611-15-4.mol

Chemical Properties

Melting point	30-32 °C(lit.)
Boiling point	268-270 °C(lit.)
Density	0.908 g/mL at 25 °C
storage temp.	Room Temperature
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Solid
pka	4.787±0.10(predicted)
color	White to Off-White
InChI	1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12)/i1D3
InChIKey	GHVNFZFCNZKVNT-FIBGUPNXSA-N
SMILES	[2H]C([2H])([2H])CCCCCCCCC(O)=O
CAS Number Unlabeled	334-48-5

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
Storage Class	11 - Combustible Solids
Hazard Classifications	Aquatic Chronic 3 Eye Irrit. 2 Skin Irrit. 2

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Description

Decanoic acid-d₃ is intended for use as an internal standard for the quantification of decanoic acid by GC- or LC-MS. Decanoic acid is a medium-chain saturated fatty acid. It is a non-competitive antagonist at AMPA receptors that selectively reduces glutamate-induced currents in Xenopus oocytes expressing GluA2 and GluA3 subunit-containing AMPA receptors (IC₅₀ = 0.52 mM) over those expressing GluA1 (IC₅₀ = 2.09 mM) or GluA1 and GluA2 subunits (IC₅₀ = 1.16 mM). It inhibits epileptiform activity induced by pentylenetetrazole or low magnesium in rat hippocampal slices. Decanoic acid (1 mM) induces contractions in isolated guinea pig duodenum, an effect that can be blocked by the muscarinic acetylcholine receptor antagonist hyoscine, voltage-gated sodium channel inhibitor tetrodotoxin (Item Nos. 14964 | 14963), or M₂ muscarinic acetylcholine receptor antagonist hexamethonium . It increases the escape threshold in an orofacial mechanical stimulation test in rats when administered at a topical dose of 30% in ointment form, indicating analgesic activity. This effect can be blocked by the muscarinic acetylcholine receptor antagonist methoctramine . Plasma levels of decanoic acid are increased in patients with colorectal cancer when compared to patients with breast cancer or ulcerative colitis or without cancer.

Uses

Decanoic-10,10,10-d3 Acid is the isotope labelled analog of Decanoic Acid (D212525); a compound used in the manufacturing of esters for artificial fruit flavors and perfumes.

References

[1] PISHAN CHANG. Seizure control by decanoic acid through direct AMPA receptor inhibition.[J]. Brain, 2016, 139 1: 431-443. DOI: 10.1093/brain/awv325
[2] RACHEL M. GWYNNE. Segmentation induced by intraluminal fatty acid in isolated guinea-pig duodenum and jejunum[J]. Journal of Physiology-London, 2004, 556 2: 557-569. DOI: 10.1113/jphysiol.2003.057182
[3] YUNA NOGUCHI. Dietary constituent, decanoic acid suppresses the excitability of nociceptive trigeminal neuronal activity associated with hypoalgesia via muscarinic M2 receptor signaling.[J]. Molecular Pain, 2017: 1744806917710779. DOI: 10.1177/1744806917710779
[4] SARA CROTTI. Altered plasma levels of decanoic acid in colorectal cancer as a new diagnostic biomarker[J]. Analytical and Bioanalytical Chemistry, 2016, 408 23: 6321-6328. DOI: 10.1007/s00216-016-9743-1

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