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P9417

Sigma-Aldrich

Palmitoleic acid

Palmitoleic acid
1 of 1 reviewers received a sample product or took part in a promotion

≥98.5% (GC), liquid

Synonym(s):

cis-9-Palmitoleic acid, cis-9-Hexadecenoic acid

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100 MG
$118.00
1 G
$391.00
5 G
$1,440.00

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100 MG
$118.00
1 G
$391.00
5 G
$1,440.00

About This Item

Linear Formula:
CH3(CH2)5CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
254.41
Beilstein/REAXYS Number:
1725389
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

$118.00


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biological source

Macadamia integrifolia

Quality Level

assay

≥98.5% (GC)

form

liquid

refractive index

n20/D 1.457 (lit.)

bp

162 °C/0.6 mmHg (lit.)

mp

0.5 °C (lit.)

density

0.895 g/mL at 20 °C (lit.)

functional group

carboxylic acid
oleic acid

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°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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Application

Palmitoleic acid has been used:
  • to supplement Minimum Essential Media alpha (MEMα) to culture mouse spermatogonial stem cells (SSCs)
  • as a component of a defined serum-free medium for the long-term propagation of SSCs
  • in Dulbecco′s Modified Eagle Medium (DMEM) in the media for fatty acid treatment to assure a physiologic ratio between bound and unbound free fatty acid (FFA)

Biochem/physiol Actions

Palmitoleic acid is a 16-carbon, omega-7, monounsaturated fatty acid that is enriched in the triglycerides of human adipose tissue and in liver.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

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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Certificates of Analysis (COA)

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Yuko Akazawa et al.
Journal of hepatology, 52(4), 586-593 (2010-03-09)
Saturated free fatty acids induce hepatocyte lipoapoptosis. This lipotoxicity involves an endoplasmic reticulum stress response, activation of JNK, and altered expression and function of Bcl-2 proteins. The mono-unsaturated free fatty acid palmitoleate is an adipose-derived lipokine which suppresses free fatty
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).
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
Dariush Mozaffarian et al.
The American journal of clinical nutrition, 97(4), 854-861 (2013-02-15)
Dairy consumption is linked to a lower risk of type 2 diabetes, but constituents responsible for this relation are not established. Emerging evidence suggests that trans-palmitoleate (trans 16:1n-7), a fatty acid in dairy and also partially hydrogenated oils, may be
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

Articles

Lipid Induced Insulin Resistance

Questions

  1. Can you specify the molar concentration of this product? Does the different amounts have different molar concentration?

    1 answer
    1. The concentration of this product can be determined using the lot specific purity reported in the Certificate of Analysis, the density, and the compound molecular weight. This product has a density of 0.895 g/mL and a molecular weight of 254.41 g/mol. Based on the specifications on the Certificate of Analysis, the minimum purity is 98.5%, thus the molarity will vary slightly from lot to lot. The molarity can range from 3.46M (98.5%) to 3.52M (100%).

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Reviews

1 of 1 reviewers received a sample product or took part in a promotion

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    • Review 1
    • Votes 0
    5 out of 5 stars.

    Palmitoleic acid

    exactly what we ordered, quality was what we needed

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