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P9417

Palmitoleic acid

≥98.5% (GC), liquid

Synonym(s):

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

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About This Item

Linear Formula:
CH3(CH2)5CH=CH(CH2)7COOH
CAS Number:
373-49-9
Molecular Weight:
254.41
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24899035
EC Number:
206-765-9
Beilstein/REAXYS Number:
1725389
MDL number:
MFCD00004437
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biological source

Macadamia integrifolia

Quality Level

300

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

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.

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pictograms

Exclamation mark
GHS07

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

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)

Lot/Batch Number
SLCL3536
SLCK4898
SLCJ9685
SLCJ7552
SLCJ3499

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Articles

脂质诱导的胰岛素耐受性

脂肪组织中的胰岛素耐受性减少了循环游离脂肪酸的摄入，并增加了脂肪酶对储存甘油三酯的水解。了解与胰岛素耐受性相关的激素、细胞因子和脂肪因子。

Lipid-induced Insulin Resistance

Lipid Induced Insulin Resistance

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
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).
Andreas Koeberle et al.
The Journal of biological chemistry, 287(32), 27244-27254 (2012-06-16)
Controversial correlations between biological activity and concentration of the novel lipokine palmitoleate (9Z-hexadecenoate, 16:1) might depend on the formation of an active 16:1 metabolite. For its identification, we analyzed the glycerophospholipid composition of mouse Swiss 3T3 fibroblasts in response to
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Global Trade Item Number

SKUGTIN
P9417-1G04061835538812
P9417-100MG04061835548071
P9417-5G04061835518739