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L2376

Linolenic acid

≥99%

Synonym(s):

α-Lnn, cis,cis,cis-9,12,15-Octadecatrienoic acid

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Pack SizeSKUAvailabilityPrice
500 mg
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$113.00
5 g

Available to ship TODAYfromMILWAUKEE

$673.00
10 g

Available to ship TODAYfromMILWAUKEE

$1,220.00

About This Item

Linear Formula:
CH3(CH2CH=CH)3(CH2)7CO2H
CAS Number:
Molecular Weight:
278.43
UNSPSC Code:
12352106
NACRES:
NA.77
PubChem Substance ID:
EC Number:
207-334-8
Beilstein/REAXYS Number:
1727693
MDL number:
Assay:
≥99%

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Quality Segment

assay

≥99%

refractive index

n20/D 1.480 (lit.)

bp

230-232 °C/1 mmHg (lit.)

mp

-11 °C (lit.)

density

0.914 g/mL at 25 °C (lit.)

lipid type

omega FAs

storage temp.

−20°C

SMILES string

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

InChI

1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-

InChI key

DTOSIQBPPRVQHS-PDBXOOCHSA-N

General description

Linolenic acid is an essential fatty acid, which is not produced in the body. Plants and fishes are rich sources of linolenic acid.

Application

Linolenic acid has been used:
  • to assess the total antioxidative activity of serum[1] and bacteria
  • in palleroni chamber assay
  • to prepare free fatty acid mixture

Biochem/physiol Actions

An ω-3 fatty acid that serves as a precursor to eicosapentaenoic acid (EPA) but not docosahexaenoic acid. Conversion is greater in women than men, and conversely, β-oxidation metabolism is greater in men than women.
Linolenic acid is involved in the formation of highly unsaturated fatty acid. It is essential for the development of skin, blood and neural cells. Linolenic acid is also associated with the organization of lipid membranes of neural synapses, pigment epithelial cells of retina and myocardial cells. It plays an important role in brain development and prostaglandin synthesis. Deficiency of essential fatty acid is related to skin disorders and growth retardation.

Packaging

Sealed ampule

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1 of 1

This Item
621706224062160
assay

≥99%

assay

~70% (GC)

assay

-

assay

≥98.5% (GC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

storage temp.

−20°C

refractive index

n20/D 1.480 (lit.)

refractive index

n20/D 1.477, n20/D 1.480 (lit.)

refractive index

n20/D 1.466

refractive index

n20/D 1.480

bp

230-232 °C/1 mmHg (lit.)

bp

230-232 °C/1 mmHg (lit.)

bp

229-230 °C/16 mmHg (lit.)

bp

230-232 °C/1 mmHg (lit.)

density

0.914 g/mL at 25 °C (lit.)

density

0.914 g/mL at 25 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

density

0.914 g/mL at 25 °C (lit.)


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Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves



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Articles

Importance and uses of linolenic acid in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures

Lipid Induced Insulin Resistance

Discover Bioactive Small Molecules for Lipid Signaling Research






Global Trade Item Number

SKUGTIN
L2376-10G04061833949979
L2376-5G04061835516124
L2376-500MG04061835506385

Questions

1–4 of 4 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Is it suitable for cell culture assays?

    1 answer
    1. This product has not been tested specifically for cell culture applications or the presence of endotoxin. However, the following article indicates that this material has been used successfully in cell culture studies. Please see the link below :
      https://www.sigmaaldrich.com/technical-documents/technical-article/cell-culture-and-cell-culture-analysis/mammalian-cell-culture/linolenic-acid

      Helpful?

  4. What is the biological source of this reagent?

    1 answer
    1. The biological source of this is plant source; linseed/flax seed oil. Please check the Certificate of Origin (lot specific) for more information.

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