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Merck

76169

Palmitoleic acid

analytical standard

Sinónimos:

cis-9-Hexadecenoic acid

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Fórmula lineal:
CH3(CH2)5CH=CH(CH2)7COOH
Número CAS:
373-49-9
Peso molecular:
254.41
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329766568
EC Number:
206-765-9
Beilstein/REAXYS Number:
1725389
MDL number:
MFCD00004437

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InChI key

SECPZKHBENQXJG-FPLPWBNLSA-N

InChI

1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-

SMILES string

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

grade

analytical standard

assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.457 (lit.), n20/D 1.458

bp

162 °C/0.6 mmHg (lit.)

mp

0.5 °C (lit.)

density

0.895 g/mL at 20 °C (lit.)

format

neat

functional group

carboxylic acid, oleic acid

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

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Application

This analytical standard can also be used as follows:

  • Simultaneous identification and quantification of fatty acids from blood plasma samples after their methyl derivatization by large-volume injection (LVI) gas chromatography combined with vacuum ultraviolet spectroscopy (GC-VUV)
  • Multi-residue analysis of oleic acid and other related fatty acids using a derivatization-free method based on gas chromatography-flame ionization detection (GC-FID)
  • Comparative evaluation of high-performance liquid chromatography (HPLC) and gas chromatography (GC) methods for the determination of cis- and trans- palmitoleic acids in fish oil samples, using a modified potassium hydroxide ester exchange method
  • Separation and determination of fatty acids by gas chromatography (GC) and amino acids by ultra-fast liquid chromatography-ultraviolet (UFLC-UV) detection from goldband goatfish harvested during different seasons
  • Development of a liquid chromatography-mass spectrometry (LC-MS) method to measure seven fatty acid esters of hydroxy fatty acids (FAHFAs), four fatty acids, and four cardiovascular-related biomarkers in plasma samples of 57 healthy individuals

General description

Palmitoleic acid (C16:1, n-7, POA) belongs to the group of natural omega-7 monounsaturated fatty acids and occurs abundantly in plant and fish oils. Cis-palmitoleic acid is known to support glucose and lipid metabolism.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 1

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCG1789
BCCD6004
BCCC2598
BCBX0977
BCBV2295

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Plasma palmitoleic acid content and obesity in children
Okada T, et al.
American Journal of Clinical Nutrition, 82(4), 747-750 (2005)
Effects of increasing dietary palmitoleic acid compared with palmitic and oleic acids on plasma lipids of hypercholesterolemic men
Nestel P, et al.
Journal of Lipid Research, 35(4), 656- 662 (1994)
Trans-palmitoleic acid, metabolic risk factors, and new-onset diabetes in US AdultsA cohort study
Mozaffarian D, et al.
Ann. Int. Med., 153(12), 790-799 (2010)
Tahira Fatima et al.
PloS one, 7(4), e34099-e34099 (2012-05-05)
Sea buckthorn (Hippophae rhamnoides L.) is a hardy, fruit-producing plant known historically for its medicinal and nutraceutical properties. The most recognized product of sea buckthorn is its fruit oil, composed of seed oil that is rich in essential fatty acids
Geng Zong et al.
The American journal of clinical nutrition, 96(5), 970-976 (2012-09-28)
Palmitoleic acid has been shown to regulate adipokine expression and systemic metabolic homeostasis in animal studies. However, its association with human metabolic diseases remains controversial. We aimed to investigate associations of erythrocyte palmitoleic acid with adipokines, inflammatory markers, and metabolic
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