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Linoleic acid - >95.0%(GC), high purity , CAS No.60-33-3

In stock
Item Number
L100442
Grouped product items
SKU Size
Availability
Price Qty
L100442-5g
5g
3
$28.90
L100442-25g
25g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$99.90
L100442-100g
100g
3
$278.90
L100442-500g
500g
2
$1,115.90

Basic Description

Synonyms Fatty Acid 18:2 n-6 | Linoleic acid, >=95% | octadeca-9,12-dienoic acid | Pamolyn 125 (Salt/Mix) | C18:2 9c, 12c omega6 todos cis-9,12-octadienoico | Linolic acid | SCHEMBL7067 | 9,12-Octadecadienoic acid, (Z,Z)- | AI3-11132 | Emersol 315 | VESPULA PENSYL
Specifications & Purity Moligand™, ≥95%(GC)
Biochemical and Physiological Mechanisms In primary duck liver cells, linoleic acid can increase cell proliferation and gene expression of PPAR α and its target genes (such as acyl CoA oxidase)
Storage Temp Store at 2-8°C,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Fatty Acyls
Subclass Lineolic acids and derivatives
Intermediate Tree Nodes Not available
Direct Parent Lineolic acids and derivatives
Alternative Parents Long-chain fatty acids  Unsaturated fatty acids  Straight chain fatty acids  Monocarboxylic acids and derivatives  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic acyclic compounds
Substituents Octadecanoid - Long-chain fatty acid - Fatty acid - Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
External Descriptors Unsaturated fatty acids

Associated Targets(Human)

FFAR4 Tchem Free fatty acid receptor 4 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
FABP3 Tchem Fatty acid-binding protein, heart (3 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
FABP4 Tchem Fatty acid-binding protein, adipocyte (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
AKR1C3 Tchem Aldo-keto reductase family 1 member C3 (2 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
PPARA Tclin Peroxisome proliferator-activated receptor alpha (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
PPARG Tclin Peroxisome proliferator-activated receptor gamma (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
KCNB1 Tclin Potassium voltage-gated channel subfamily B member 1 (2 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ADORA1 Tclin Adenosine A1 receptor (17603 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FABP4 Tchem Fatty acid binding protein adipocyte (764 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
DUSP3 Tchem Dual specificity protein phosphatase 3 (1161 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTPN7 Tchem Protein-tyrosine phosphatase LC-PTP (886 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TERT Tchem Telomerase reverse transcriptase (2428 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RBP4 Tchem Plasma retinol-binding protein (718 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FABP3 Tchem Fatty acid binding protein muscle (214 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HCT-116 (91556 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Lymphoblastoid cell (5959 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FFAR1 Tchem Free fatty acid receptor 1 (4763 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AKR1C3 Tchem Aldo-keto-reductase family 1 member C3 (1414 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FFAR3 Tchem Free fatty acid receptor 3 (304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
POLL Tbio DNA polymerase lambda (184 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FFAR4 Tchem G-protein coupled receptor 120 (2999 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NR4A2 Tchem Nuclear receptor subfamily 4 group A member 2 (460 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
F7 Tchem Coagulation factor VII/tissue factor (740 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SIRT6 Tchem NAD-dependent protein deacetylase sirtuin-6 (671 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Trypsin (394 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ppard Peroxisome proliferator-activated receptor delta (358 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Soat1 Acyl coenzyme A:cholesterol acyltransferase 1 (295 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Phospholipase A2 (8 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mycolicibacterium smegmatis (8003 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Caenorhabditis elegans (1055 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Meloidogyne incognita (862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hepatitis C virus (23859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RAW264.7 (28094 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RBL-2H3 (1162 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
LOX1.1 Seed lipoxygenase-1 (463 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Lactuca sativa (1092 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum fragariae (147 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum gloeosporioides (560 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Coptotermes formosanus (677 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Agrostis stolonifera (91 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Heterodera zeae (651 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum acutatum (300 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (9Z,12Z)-octadeca-9,12-dienoic acid
INCHI InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
InChIKey OYHQOLUKZRVURQ-HZJYTTRNSA-N
Smiles CCCCCC=CCC=CCCCCCCCC(=O)O
Isomeric SMILES CCCCC/C=C\C/C=C\CCCCCCCC(=O)O
WGK Germany 1
RTECS RF9990000
Molecular Weight 280.45
Beilstein 1727101
Reaxy-Rn 1727100
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1727100&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

24 results found

Lot Number Certificate Type Date Item
F2510706 Certificate of Analysis May 29, 2025 L100442
F2510707 Certificate of Analysis May 29, 2025 L100442
F2510708 Certificate of Analysis May 29, 2025 L100442
F2510709 Certificate of Analysis May 29, 2025 L100442
E2529483 Certificate of Analysis May 14, 2025 L100442
L2404499 Certificate of Analysis Nov 25, 2024 L100442
L2404500 Certificate of Analysis Nov 25, 2024 L100442
L2404501 Certificate of Analysis Nov 25, 2024 L100442
D2321119 Certificate of Analysis Mar 20, 2023 L100442
H2407042 Certificate of Analysis Feb 27, 2023 L100442
C23081174 Certificate of Analysis Feb 27, 2023 L100442
C23081166 Certificate of Analysis Feb 27, 2023 L100442
C23081201 Certificate of Analysis Feb 27, 2023 L100442
D23081165 Certificate of Analysis Feb 27, 2023 L100442
C23081173 Certificate of Analysis Feb 27, 2023 L100442
K2407140 Certificate of Analysis Feb 27, 2023 L100442
B2313523 Certificate of Analysis Jan 13, 2023 L100442
B2313641 Certificate of Analysis Jan 13, 2023 L100442
B2313465 Certificate of Analysis Jan 13, 2023 L100442
L2228049 Certificate of Analysis Nov 25, 2022 L100442
I2201711 Certificate of Analysis Aug 15, 2022 L100442
I2201716 Certificate of Analysis Aug 15, 2022 L100442
I2201712 Certificate of Analysis Aug 15, 2022 L100442
I2201717 Certificate of Analysis Aug 15, 2022 L100442

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Chemical and Physical Properties

Solubility Miscible with dimethyl sulfoxide, ethanol, ether, petroleum ether, dimethylformamide, acetone and benzene. Insoluble in water.
Sensitivity air sensitive;light sensitive;heat sensitive
Refractive Index 1.466
Flash Point(°C) >113°C
Boil Point(°C) 229-230 °C/16 mmHg
Melt Point(°C) -5°C
Molecular Weight 280.400 g/mol
XLogP3 6.800
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 14
Exact Mass 280.24 Da
Monoisotopic Mass 280.24 Da
Topological Polar Surface Area 37.300 Ų
Heavy Atom Count 20
Formal Charge 0
Complexity 267.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 2
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 2
Covalently-Bonded Unit Count 1

Citations of This Product

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4. Weiwei Cheng, Bokai Yu, Yadan Zheng, Peng Yang, Zhigang Ke, Xuxia Zhou, Zheng Guo, Xuebing Xu, Yuting Ding, Shulai Liu.  (2023)  Chemical enrichment of conjugated linoleic acid in cottonseed oil using ruthenium nanoparticle immobilized on chemically modified multiwalled carbon nanotube as heterogeneous nanocatalyst.  JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY,     
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7. Qing-Ru Liu, Xian-Li Lin, Zhen-Ming Lu, Li-Juan Chai, Song-Tao Wang, Jin-Song Shi, Su-Yi Zhang, Cai-Hong Shen, Xiao-Juan Zhang, Zheng-Hong Xu.  (2024)  Influence on the volatilization of ethyl esters: Nonnegligible role of long-chain fatty acids on Baijiu flavor via intermolecular interaction.  FOOD CHEMISTRY,  436  (137731). 
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13. Bing Qian, Yonghua Hu, Minggao Xu, Jiuzhong Yang, Chengyuan Liu, Yang Pan.  (2023)  Study on the thermal oxidation of oleic, linoleic and linolenic acids by synchrotron radiation photoionization mass spectrometry.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  37  (21): (e9634). 
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16. Jie Zhao, Shuaiqian Wang, Diandian Jiang, Chong Chen, Jie Tang, Igor Tomasevic, Weizheng Sun.  (2023)  The influence of protein oxidation on structure, pepsin diffusion, and in vitro gastric digestion of SPI emulsion.  FOOD CHEMISTRY,  428  (136791). 
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22. Lei He, Qian Hu, Jiukai Zhang, Ranran Xing, Yongsheng Zhao, Ning Yu, Ying Chen.  (2023)  An integrated untargeted metabolomic approach reveals the quality characteristics of black soybeans from different geographical origins in China.  FOOD RESEARCH INTERNATIONAL,  169  (112908). 
23. Lei He, Qian Hu, Liyang Wei, Xuliyang Ge, Ning Yu, Ying Chen.  (2023)  Unravelling dynamic changes in non-volatile and volatile metabolites of pulses during soaking: An integrated metabolomics approach.  FOOD CHEMISTRY,  422  (136231). 
24. Dong Zhang, Shanshan Huang, Qian Wang, Bo Shang, Jianlei Liu, Xiaoting Xing, Yu Hong, Hui Liu, Xiaoliang Duan, Hui Sun.  (2023)  Lipidomics and volatilomics reveal the changes in lipids and their volatile oxidative degradation products of brown rice during accelerated aging.  FOOD CHEMISTRY,  421  (136157). 
25. Yujie Chen, Ruhui Liu, Jingyan Li, Yanjie Wang, Chunfeng Guo, Xin Lü.  (2023)  Evaluation the selectivity of three lipases in the synthesis of 1-oleoyl-2-palmitoyl-3-linoleoylglycerol, an asymmetric triacylglycerol.  LWT-FOOD SCIENCE AND TECHNOLOGY,  181  (114754). 
26. Xi-Ya Liu, Hui-Mei Sun, Yi-Hong Luo, Mao-Ye Li, Hai-Bing Liu, Su Liu.  (2023)  Identification of 14 glutathione S-transferase genes from Lasioderma serricorne and characterization of LsGSTe1 involved in lambda-cyhalothrin detoxification.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,  193  (105425). 
27. Lei Zhang, Peng Shi, Lin Zhang, Yajun Wang, Jilin Xu, Xiaojun Yan, Kai Liao.  (2023)  Molecular Characterization and Expression Response of Ghrelin, GLP-1 and PYY to Fasting, Dietary Lipid, and Fatty Acids in Silver Pomfret (Pampus argenteus).  Fishes,  (3): (170). 
28. Olga Yu. Selyutina, Anna V. Mastova, Nikolay E. Polyakov.  (2023)  The Interaction of Anthracycline Based Quinone-Chelators with Model Lipid Membranes: 1H NMR and MD Study.  Membranes,  13  (1): (61). 
29. Mingyang Zhang, Chunlin Guo, Yifan Miao, Zhonggui He, Chutong Tian, Jin Sun.  (2023)  Incorporating a Lipophilic Disulfide-Bridged Linoleic Prodrug into a Self-Microemulsifying Drug Delivery System to Facilitate Oral Absorption of Paclitaxel.  MOLECULAR PHARMACEUTICS,  20  (1): (461–472). 
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31. Balaji Panchal, Yongjing Hao, Zhibin Han, Tao Chang, Zheng Zhu, Xionglei Wang, Shenjun Qin.  (2022)  Functionalized mesoporous polymer ionic liquids for efficient immobilization of lipase: Effects of ethyl oleate.  JOURNAL OF CATALYSIS,  416  (186). 
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33. Fengchang Huang, Xiaoming Mo, Xuesong Li, Maolan Peng, Yulu Zhou, Xiaoma Tao, Yifang Ouyang, Jialong Zhao.  (2022)  Improved efficiency for lead-free CsCu2I3 halide microplatelets by suppressing surface pinholes via surface functionalization.  JOURNAL OF LUMINESCENCE,  252  (119390). 
34. Jinhua Zhu, Danyang Zhou, Dandan Wu, Wei Liu, Xiuhua Liu.  (2022)  TiO2 nanotube immobilised 5-lipoxygenase-mediated screening and isolation of anti-inflammatory active compounds from the leaves of lonicera japonica thunb.  JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY,  37  (1): (2540-2550). 
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