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Palmitoleic acid

analytical standard

Synonym(s):

cis-9-Hexadecenoic acid

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About This Item

Linear Formula:
CH3(CH2)5CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
254.41
Beilstein:
1725389
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

SMILES string

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

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-

InChI key

SECPZKHBENQXJG-FPLPWBNLSA-N

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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.

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

Other Notes

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

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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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

143.6 °F - closed cup

Flash Point(C)

62 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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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)
Plasma palmitoleic acid content and obesity in children
Okada T, et al.
American Journal of Clinical Nutrition, 82(4), 747- 750 (2005)
Jorge E Chavarro et al.
American journal of epidemiology, 178(8), 1246-1255 (2013-08-31)
De novo lipogenesis has been implicated in prostate carcinogenesis, and blood levels of specific saturated fatty acids (SFAs) and monounsaturated fatty acids (MUFAs) could reflect activity of this pathway. We used gas chromatography to measure blood SFA and MUFA levels
Katherine E Pinnick et al.
Diabetes, 61(6), 1399-1403 (2012-04-12)
The expansion of lower-body adipose tissue (AT) is paradoxically associated with reduced cardiovascular disease and diabetes risk. We examined whether the beneficial metabolic properties of lower-body AT are related to the production and release of the insulin-sensitizing lipokine palmitoleate (16:1n-7).

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