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Linoleic acid sodium salt - 95%, high purity , CAS No.822-17-3

2 Citations

≥95%

CAS#: 822-17-3
Molecular Weight: 302.43
EC Number: 212-491-0
MDL number: MFCD00063202
PubChem CID: 23676150

Item Number

L100854

Grouped product items
SKU	Size	Availability	Price
L100854-1g	1g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$18.90
L100854-5g	5g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$69.90
L100854-25g	25g	2	$218.90

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Fatty acyl (0)

Basic Description

Synonyms	Linoleic acid, sodium salt \| 9,12-Octadecadienoic acid (Z,Z)-, sodium salt \| 9,12-Octadecadienoic acid (9Z, 12Z)-, sodium salt \| EINECS 212-491-0 \| UNII-872C9A1W9I \| Sodium linoleate \| 872C9A1W9I \| 9,12-Octadecadienoic acid (9Z,12Z)-, sodium salt (1:1) \|
Specifications & Purity	≥95%
Storage Temp	Store at 2-8°C,Protected from light,Argon charged
Shipped In	Wet ice
Product Description	Linoleic acid is an n-6 polyunsaturated essential fatty acid (PUFA) used as a precursor of arachidonic acid (AA) and various prostaglandins. Linoleic acid may be used to improve the delivery and efficacy of anticancer drugs and in cancer protection.

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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	sodium;(9Z,12Z)-octadeca-9,12-dienoate
INCHI	InChI=1S/C18H32O2.Na/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);/q;+1/p-1/b7-6-,10-9-;
InChi Key	WYPBVHPKMJYUEO-NBTZWHCOSA-M
Canonical SMILES	CCCCCC=CCC=CCCCCCCCC(=O)[O-].[Na+]
Isomeric SMILES	CCCCC/C=C\C/C=C\CCCCCCCC(=O)[O-].[Na+]
WGK Germany	3
PubChem CID	23676150
Molecular Weight	302.43
Reaxy-Rn	4048752

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.

4 results found

Lot Number	Certificate Type	Date	Item
C2302670	Certificate of Analysis	Feb 15, 2023	L100854
C2302679	Certificate of Analysis	Feb 15, 2023	L100854
C2302680	Certificate of Analysis	Feb 15, 2023	L100854
B2315209	Certificate of Analysis	Jul 12, 2021	L100854

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation
Precautionary Statements	P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P264:Wash hands [and …] thoroughly after handling. P362+P364:Take off contaminated clothing and wash it before reuse. P332+P317:If skin irritation occurs: Get medical help.
WGK Germany	3
Reaxy-Rn	4048752

Reviews

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Yakun Tian, Ming Wen, Aijian Huang, Qingsheng Wu, Zhiguo Wang, Quanjing Zhu, Tao Zhou, Yongqing Fu. (2023) Significantly Stabilizing Hydrogen Evolution Reaction Induced by Nb-Doping Pt/Co(OH)2 Nanosheets. Small, 19 (20): (2207569). [PMID:36828798] [10.1002/smll.202207569]
2. Qianji Han, Zaixin Hu, Hongrui Wang, Yuxin Sun, Jing Zhang, Lin Gao, Mingxing Wu. (2018) High performance metal sulfide counter electrodes for organic sulfide redox couple in dye-sensitized solar cells. Materials Today Energy, 8 (1). [PMID:] [10.1016/j.mtener.2018.02.004]

References

1. E P Kilsdonk,A N Dorsman,T van Gent,A van Tol. (1992-09-01) Effect of phospholipid fatty acid composition of endothelial cells on cholesterol efflux rates.. Journal of lipid research, 33 ((9)): (1373-1382). [PMID:1402404]
2. T Sakamoto,V B Delgaizo,D A Bryant. (1998-07-02) Growth on urea can trigger death and peroxidation of the cyanobacterium Synechococcus sp. strain PCC 7002.. Applied and environmental microbiology, 64 ((7)): (2361-2366). [PMID:9647800]
3. H Brzeska,R Young,U Knaus,E D Korn. (1999-01-20) Myosin I heavy chain kinase: cloning of the full-length gene and acidic lipid-dependent activation by Rac and Cdc42.. Proceedings of the National Academy of Sciences of the United States of America, 96 ((2)): (394-399). [PMID:9892644]
4. Arpita Chatterjee,Rukhsana Chowdhury. (2007-10-24) Bile and unsaturated fatty acids inhibit the binding of cholera toxin and Escherichia coli heat-labile enterotoxin to GM1 receptor.. Antimicrobial agents and chemotherapy, 52 ((1)): (220-224). [PMID:17954701]
5. Jane K Fauser,Luca D Prisciandaro,Adrian G Cummins,Gordon S Howarth. (2011-03-25) Fatty acids as potential adjunctive colorectal chemotherapeutic agents.. Cancer biology & therapy, 11 ((8)): (724-731). [PMID:21430438]
6. Verónica M Heinze,Adriana B Actis. (2011-07-19) Dietary conjugated linoleic acid and long-chain n-3 fatty acids in mammary and prostate cancer protection: a review.. International journal of food sciences and nutrition, 63 ((1)): (66-78). [PMID:21762028]
7. Allison Dilzer,Yeonhwa Park. (2012-03-29) Implication of conjugated linoleic acid (CLA) in human health.. Critical reviews in food science and nutrition, 52 ((6)): (488-513). [PMID:22452730]
8. Guang Zeng,Sara Holladay,Danielle Langlois,Yunhong Zhang,Yong Liu. (2013-01-26) Kinetics of heterogeneous reaction of ozone with linoleic acid and its dependence on temperature, physical state, RH, and ozone concentration.. The journal of physical chemistry. A, 117 ((9)): (1963-1974). [PMID:23347186]
9. Tai-Ying Chiou,Akane Ogino,Takashi Kobayashi,Shuji Adachi. (2013-01-30) Characteristics and antioxidative ability of defatted rice bran extracts obtained using several extractants under subcritical conditions.. Journal of oleo science, 62 ((1)): (1-8). [PMID:23357811]
10. Philip C Calder. (2013-02-07) Old study sheds new light on the fatty acids and cardiovascular health debate.. BMJ (Clinical research ed.), 346 (f493-f493). [PMID:23386269]
11. Fumihiko Ogata,Yuko Tanaka,Hisato Tominaga,Moe Kangawa,Kenji Inoue,Ayaka Ueda,Yuka Iwata,Naohito Kawasaki. (2013-02-09) Study on analysis of waste edible oil with deterioration and removal of acid value, carbonyl value, and free fatty acid by a food additive (calcium silicate).. Journal of oleo science, 62 ((2)): (109-114). [PMID:23391535]
12. Rafaela Ferreira Oliveira,Celso Amorim Camara,Maria Fátima de Agra,Tania Maria Sarmento Silva. (2013-02-19) Biflavonoids from the unripe fruits of Clusia paralicola and their antioxidant activity.. Natural product communications, 7 ((12)): (1597-1600). [PMID:23413562]
13. Wan Mohd Nuzul Hakimi Wan Salleh,Farediah Ahmad,Khong Heng Yen,Hasnah Mohd Sirat. (2013-02-19) Chemical compositions, antioxidant and antimicrobial activity of the essential oils of Piper officinarum (Piperaceae).. Natural product communications, 7 ((12)): (1659-1662). [PMID:23413576]
14. Margit M McGowan,Burton L Eisenberg,Lionel D Lewis,Heather M Froehlich,Wendy A Wells,Alan Eastman,Nancy B Kuemmerle,Kari M Rosenkrantz,Richard J Barth,Gary N Schwartz,Zhongze Li,Tor D Tosteson,Bernard B Beaulieu,William B Kinlaw. (2013-02-19) A proof of principle clinical trial to determine whether conjugated linoleic acid modulates the lipogenic pathway in human breast cancer tissue.. Breast cancer research and treatment, 138 ((1)): (175-183). [PMID:23417336]
15. Abraham T Girgih,Chibuike C Udenigwe,Rotimi E Aluko. (2013-02-19) Reverse-phase HPLC separation of hemp seed (Cannabis sativa L.) protein hydrolysate produced peptide fractions with enhanced antioxidant capacity.. Plant foods for human nutrition (Dordrecht, Netherlands), 68 ((1)): (39-46). [PMID:23417711]
16. Ulaganathan Mabalirajan,Rakhshinda Rehman,Tanveer Ahmad,Sarvesh Kumar,Suchita Singh,Geeta D Leishangthem,Jyotirmoi Aich,Manish Kumar,Kritika Khanna,Vijay P Singh,Amit K Dinda,Shyam Biswal,Anurag Agrawal,Balaram Ghosh. (2013-02-28) Linoleic acid metabolite drives severe asthma by causing airway epithelial injury.. Scientific reports, 3 (1349-1349). [PMID:23443229]
17. Rantao Zuo,Qinghui Ai,Kangsen Mai,Wei Xu. (2013-03-05) Effects of conjugated linoleic acid on growth, non-specific immunity, antioxidant capacity, lipid deposition and related gene expression in juvenile large yellow croaker (Larmichthys crocea) fed soyabean oil-based diets.. The British journal of nutrition, 110 ((7)): (1220-1232). [PMID:23452520]
18. James A Emery,Karen Hermon,Noor K A Hamid,John A Donald,Giovanni M Turchini. (2013-03-06) Δ-6 Desaturase substrate competition: dietary linoleic acid (18:2n-6) has only trivial effects on α-linolenic acid (18:3n-3) bioconversion in the teleost rainbow trout.. PloS one, 8 ((2)): (e57463-e57463). [PMID:23460861]
19. Chungman Moon,Rajesh Singh,Subba Rao Chaganti,Jerald A Lalman. (2013-03-08) Modeling sulfate removal by inhibited mesophilic mixed anaerobic communities using a statistical approach.. Water research, 47 ((7)): (2341-2351). [PMID:23466036]
20. Saïd Gharby,Hicham Harhar,Badr Eddine Kartah,Hanae El Monfalouti,Clément Denhez,Miloudi Hilali,Dom Guillaume,Zoubida Charrouf. (2013-03-12) Can fruit-form be a marker for argan oil production?. Natural product communications, 8 ((1)): (25-28). [PMID:23472452]
21. Brian T Steffen,Lyn M Steffen,Shuang Liang,Russell Tracy,Nancy Swords Jenny,Michael Y Tsai. (2013-04-05) n-3 and n-6 Fatty acids are independently associated with lipoprotein-associated phospholipase A2 in the Multi-Ethnic Study of Atherosclerosis.. The British journal of nutrition, 110 ((9)): (1664-1671). [PMID:23551952]
22. I S Mysiakina,Ia É Sergeeva,A A Ivashechkin,E P Feofilova. (2013-04-25) [Lipid composition of fungus Mucor hiemalis mycelium grown in the presence of trehalose, triacylglycerols, and itraconazole].. Mikrobiologiia, 81 ((6)): (726-732). [PMID:23610922]
23. I S Mysiakina,Ia É Sergeeva,A A Ivashechkin,E P Feofilova. (2013-04-25) [Effect of biological factors on morphogenesis, growth, and lipid composition of fungus Mucor hiemalis mycelium].. Mikrobiologiia, 81 ((6)): (733-740). [PMID:23610923]
24. Chang Hee Jung,Woo Je Lee,Jenie Yoonoo Hwang,Min Jung Lee,So Mi Seol,Yun Mi Kim,Yoo La Lee,Joong-Yeol Park. (2013-05-04) The preventive effect of uncarboxylated osteocalcin against free fatty acid-induced endothelial apoptosis through the activation of phosphatidylinositol 3-kinase/Akt signaling pathway.. Metabolism: clinical and experimental, 62 ((9)): (1250-1257). [PMID:23639572]
25. Kathleen Fairfield. (2013-05-22) ACP Journal Club. Review: replacing dietary saturated fatty acids with n-6 polyunsaturated fatty acids does not reduce mortality.. Annals of internal medicine, 158 ((10)): (JC6-JC6). [PMID:23689785]
26. L Giua,F Blasi,M S Simonetti,L Cossignani. (2013-05-23) Oxidative modifications of conjugated and unconjugated linoleic acid during heating.. Food chemistry, 140 ((4)): (680-685). [PMID:23692753]
27. Martijn B Katan. (2013-05-30) [Linoleic acid and heart infarct].. Nederlands tijdschrift voor geneeskunde, 157 ((22)): (A6290-A6290). [PMID:23714298]
28. X M Men,B Deng,Z W Xu,X Tao,K K Qi. (2013-06-15) Age-related changes and nutritional regulation of myosin heavy-chain composition in longissimus dorsi of commercial pigs.. Animal : an international journal of animal bioscience, 7 ((9)): (1486-1492). [PMID:23764195]
29. Ying Yang,David Julian McClements. (2013-06-19) Vitamin E and vitamin E acetate solubilization in mixed micelles: physicochemical basis of bioaccessibility.. Journal of colloid and interface science, 405 (312-321). [PMID:23768725]
30. Stephanie P B Caligiuri,Karin Love,Tanja Winter,Joy Gauthier,Carla G Taylor,Tom Blydt-Hansen,Peter Zahradka,Harold M Aukema. (2013-08-02) Dietary linoleic acid and α-linolenic acid differentially affect renal oxylipins and phospholipid fatty acids in diet-induced obese rats.. The Journal of nutrition, 143 ((9)): (1421-1431). [PMID:23902961]
31. María Isabel Giacopini de Z,Hilda V Alonso,Josefina Sánchez,Ninoska García,Lilia Veliz,Iván Golfetto,Virgilio Bosch. (2013-08-21) [Changes in the content of plasma lipoproteins in persons subjected to diets prepared with sunflower oil alone or mixed with palm olein].. Investigacion clinica, 54 ((2)): (171-179). [PMID:23947006]
32. Y Okada,Y Tsuzuki,H Sato,K Narimatsu,R Hokari,C Kurihara,C Watanabe,K Tomita,S Komoto,A Kawaguchi,S Nagao,S Miura. (2013-09-14) Trans fatty acids exacerbate dextran sodium sulphate-induced colitis by promoting the up-regulation of macrophage-derived proinflammatory cytokines involved in T helper 17 cell polarization.. Clinical and experimental immunology, 174 ((3)): (459-471). [PMID:24028683]
33. Christina S-Y Chen,Elias M Bench,Timothy D Allerton,Allyson L Schreiber,Kenneth P Arceneaux,Stefany D Primeaux. (2013-10-25) Preference for linoleic acid in obesity-prone and obesity-resistant rats is attenuated by the reduction of CD36 on the tongue.. American journal of physiology. Regulatory, integrative and comparative physiology, 305 ((11)): (R1346-R1355). [PMID:24154509]
34. Leanne Hodson,Helen C Eyles,Kirsten J McLachlan,Melanie L Bell,Timothy J Green,C Murray Skeaff. (2013-11-15) Plasma and erythrocyte fatty acids reflect intakes of saturated and n-6 PUFA within a similar time frame.. The Journal of nutrition, 144 ((1)): (33-41). [PMID:24225449]
35. Mehmet Hakan Ozdener,Selvakumar Subramaniam,Sinju Sundaresan,Omar Sery,Toshihiro Hashimoto,Yoshinori Asakawa,Philippe Besnard,Nada A Abumrad,Naim Akhtar Khan. (2014-01-15) CD36- and GPR120-mediated Ca²⁺ signaling in human taste bud cells mediates differential responses to fatty acids and is altered in obese mice.. Gastroenterology, 146 ((4)): (995-1005). [PMID:24412488]
36. Taka-Aki Ichu,Jun Han,Christoph H Borchers,Mary Lesperance,Caren C Helbing. (2014-02-06) Metabolomic insights into system-wide coordination of vertebrate metamorphosis.. BMC developmental biology, 14 (5-5). [PMID:24495308]
37. Anneli Wennman,Saeid Karkehabadi,Ernst H Oliw. (2014-05-27) Kinetic investigation of the rate-limiting step of manganese- and iron-lipoxygenases.. Archives of biochemistry and biophysics, 555-556 (9-15). [PMID:24857825]
38. T E Bapiro,K K Frese,A Courtin,J L Bramhall,B Madhu,N Cook,A Neesse,J R Griffiths,D A Tuveson,D I Jodrell,F M Richards. (2014-05-31) Gemcitabine diphosphate choline is a major metabolite linked to the Kennedy pathway in pancreatic cancer models in vivo.. British journal of cancer, 111 ((2)): (318-325). [PMID:24874484]
39. Ephraim Yavin,Yu Hong Lin,Annette Brand,Norman Salem. (2014-06-25) Metabolic conversion of intra-amniotically-injected deuterium-labeled essential fatty acids by fetal rats following maternal n-3 fatty acid deficiency.. Biochimica et biophysica acta, 1841 ((9)): (1336-1344). [PMID:24960100]
40. Aritro Nath,Irene Li,Lewis R Roberts,Christina Chan. (2015-10-02) Elevated free fatty acid uptake via CD36 promotes epithelial-mesenchymal transition in hepatocellular carcinoma.. Scientific reports, 5 (14752-14752). [PMID:26424075]
41. Alketa Tarushi,Chrisoula Kakoulidou,Catherine P Raptopoulou,Vassilis Psycharis,Dimitris P Kessissoglou,Ioanna Zoi,Athanasios N Papadopoulos,George Psomas. (2017-02-24) Zinc complexes of diflunisal: Synthesis, characterization, structure, antioxidant activity, and in vitro and in silico study of the interaction with DNA and albumins.. Journal of inorganic biochemistry, 170 (85-97). [PMID:28231454]
42. Alketa Tarushi,Catherine P Raptopoulou,Vassilis Psycharis,Dimitris P Kessissoglou,Athanasios N Papadopoulos,George Psomas. (2017-09-09) Interaction of zinc(II) with the non-steroidal anti-inflammatory drug niflumic acid.. Journal of inorganic biochemistry, 176 (100-112). [PMID:28886446]
43. Alicia Jiménez-Almarza,Daniel Diez-Iriepa,Mourad Chioua,Beatriz Chamorro,Isabel Iriepa,Ricardo Martínez-Murillo,Dimitra Hadjipavlou-Litina,María Jesús Oset-Gasque,José Marco-Contelles. (2019-02-17) Synthesis, neuroprotective and antioxidant capacity of PBN-related indanonitrones.. Bioorganic chemistry, 86 (445-451). [PMID:30771691]
44. Chulhun Park,Nileshkumar Meghani,Hardik Amin,Phuong H-L Tran,Thao T-D Tran,Van H Nguyen,Beom-Jin Lee. (2019-04-17) The roles of short and long chain fatty acids on physicochemical properties and improved cancer targeting of albumin-based fattigation-platform nanoparticles containing doxorubicin.. International journal of pharmaceutics, 564 (124-135). [PMID:30991133]
45. Beatriz Chamorro,Daniel Diez-Iriepa,Belén Merás-Sáiz,Mourad Chioua,David García-Vieira,Isabel Iriepa,Dimitra Hadjipavlou-Litina,Francisco López-Muñoz,Ricardo Martínez-Murillo,Daniel Gonzàlez-Nieto,Israel Fernández,José Marco-Contelles,María Jesús Oset-Gasque. (2020-08-28) Synthesis, antioxidant properties and neuroprotection of α-phenyl-tert-butylnitrone derived HomoBisNitrones in in vitro and in vivo ischemia models.. Scientific reports, 10 ((1)): (14150-14150). [PMID:32843666]
46. Jianhong Wang,Tianwei Luo,Shaobin Li,Jin Zhao. (2011-12-17) The powerful applications of polyunsaturated fatty acids in improving the therapeutic efficacy of anticancer drugs.. Expert opinion on drug delivery, 9 ((1)): (1-7). [PMID:22171694]
47. Sailas Benjamin,Silke Flotho,Torsten Börchers,Friedrich Spener. (2013-02-01) Conjugated linoleic acid isomers and their precursor fatty acids regulate peroxisome proliferator-activated receptor subtypes and major peroxisome proliferator responsive element-bearing target genes in HepG2 cell model.. Journal of Zhejiang University. Science. B, 14 ((2)): (115-123). [PMID:23365010]
48. Arne Torbjørn Høstmark,Anna Haug. (2013-03-26) Percentage oleic acid is inversely related to percentage arachidonic acid in total lipids of rat serum.. Lipids in health and disease, 12 (40-40). [PMID:23521743]
49. Masanori Fujii,Hiroyuki Nakashima,Junko Tomozawa,Yuki Shimazaki,Chie Ohyanagi,Naomi Kawaguchi,Susumu Ohya,Shigekatsu Kohno,Takeshi Nabe. (2013-03-27) Deficiency of n-6 polyunsaturated fatty acids is mainly responsible for atopic dermatitis-like pruritic skin inflammation in special diet-fed hairless mice.. Experimental dermatology, 22 ((4)): (272-277). [PMID:23528213]
50. Julie K Bassett,Gianluca Severi,Allison M Hodge,Robert J MacInnis,Robert A Gibson,John L Hopper,Dallas R English,Graham G Giles. (2013-04-12) Plasma phospholipid fatty acids, dietary fatty acids and prostate cancer risk.. International journal of cancer, 133 ((8)): (1882-1891). [PMID:23575905]
51. Soottawat Benjakul,Phanat Kittiphattanabawon,Fereidoon Shahidi,Sajid Maqsood. (2013-06-05) Antioxidant activity and inhibitory effects of lead (Leucaena leucocephala) seed extracts against lipid oxidation in model systems.. Food science and technology international = Ciencia y tecnologia de los alimentos internacional, 19 ((4)): (365-376). [PMID:23729420]
52. Olympia Kouzi,Eleni Pontiki,Dimitra Hadjipavlou-Litina. (2019-12-11) 2-Arylidene-1-indandiones as Pleiotropic Agents with Antioxidant and Inhibitory Enzymes Activities.. Molecules (Basel, Switzerland), 24 ((23)): [PMID:31816866]
53. Evangelos Mavridis,Eleftherios Bermperoglou,Eleni Pontiki,Dimitra Hadjipavlou-Litina. (2020-07-16) 5-(4H)-Oxazolones and Their Benzamides as Potential Bioactive Small Molecules.. Molecules (Basel, Switzerland), 25 ((14)): [PMID:32664550]
54. Yakun Tian, Ming Wen, Aijian Huang, Qingsheng Wu, Zhiguo Wang, Quanjing Zhu, Tao Zhou, Yongqing Fu. (2023) Significantly Stabilizing Hydrogen Evolution Reaction Induced by Nb-Doping Pt/Co(OH)2 Nanosheets. Small, 19 (20): (2207569). [PMID:36828798] [10.1002/smll.202207569]
55. Qianji Han, Zaixin Hu, Hongrui Wang, Yuxin Sun, Jing Zhang, Lin Gao, Mingxing Wu. (2018) High performance metal sulfide counter electrodes for organic sulfide redox couple in dye-sensitized solar cells. Materials Today Energy, 8 (1). [PMID:] [10.1016/j.mtener.2018.02.004]

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