Methyl linolenate - analytical standard, high purity , CAS No.301-00-8

5 Citations
Item Number
M110073
Grouped product items
SKUSizeAvailabilityPrice Qty
M110073-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$113.90

Basic Description

SynonymsOXOAMINE | HONO2 | Methyllinolenate | NSC 607759 | (Z,Z,Z)-9,12,15-Octadecatrienoic acid, methyl ester | AC-33780 | Q27237155 | Linolenic acid methyl ester | METHYL LINOLENATE [USP-RS] | AS-56871 | D91234 | METHYL CIS,CIS,CIS-OCTADECA-9,12,15-TRIENOATE |
Specifications & Purityanalytical standard
Biochemical and Physiological MechanismsMethyl linolenic acid is a polyunsaturated fatty acid (PUFA) used to study the oxidation/peroxidation reaction mechanism of unsaturated fatty acids. We are studying methyl linolenic acid as a potential skin whitening agent with anti melanogenic activity.
Storage TempStore at -20°C,Argon charged
Shipped InIce chest + Ice pads
Gradeanalytical standard

Associated Targets(Human)

A498 (42825 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAKI-1 (44928 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO 205 (50209 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DLD-1 (17511 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DMS-273 (14108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KM12 (47707 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MOLT-4 (49676 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-4 (44535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-5 (45555 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-8 (47708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RPMI-8226 (44974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-295 (48000 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-2 (46422 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-28 (48833 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-5 (47095 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-OV-3 (52876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SN12C (47755 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-19 (46794 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-251 (51189 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-257 (46019 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-62 (47335 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UO-31 (46270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
XF498 (12972 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI/ADR-RES (33767 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EKVX (44102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H322M (45589 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCC 2998 (41480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-18 (11577 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-92 (41141 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-268 (49410 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IGROV-1 (47897 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LOX IMVI (44321 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-62 (47048 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
M19-MEL (15326 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Malme-3M (44254 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-75 (44215 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H226 (44470 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H23 (49055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H522 (44358 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-539 (44845 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SW-620 (52400 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388/ADR (1216 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name methyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
INCHI InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h4-5,7-8,10-11H,3,6,9,12-18H2,1-2H3/b5-4-,8-7-,11-10-
InChi Key DVWSXZIHSUZZKJ-YSTUJMKBSA-N
Canonical SMILES CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)OC
Isomeric SMILES CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC
WGK Germany 2
PubChem CID 5319706
Molecular Weight 292.46
Beilstein 1728194
Reaxy-Rn 1728194

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

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

4 results found

Lot NumberCertificate TypeDateItem
J2326145Certificate of AnalysisOct 30, 2023 M110073
F2306787Certificate of AnalysisJun 15, 2023 M110073
I2212097Certificate of AnalysisSep 23, 2022 M110073
G2229397Certificate of AnalysisAug 09, 2022 M110073

Chemical and Physical Properties

SensitivityLight and Air sensitive
Refractive Index1.47
Flash Point(°F)235.4 °F
Flash Point(°C)113 °C
Boil Point(°C)182°C

Safety and Hazards(GHS)

Signal Warning
Hazard Statements

H319:Causes serious eye irritation

H317:May cause an allergic skin reaction

H400:Very toxic to aquatic life

H410:Very toxic to aquatic life with long lasting effects

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P273:Avoid release to the environment.

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).

P501:Dispose of contents/container to ...

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P391:Collect spillage.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

WGK Germany 2
Reaxy-Rn 1728194

Related Documents

Alternative Products

Citations of This Product

1. Yuan Xue, JinXia Wang, Hong Yuan, Hui Li.  (2023)  Sulfonic acid-type hydrothermal carbon microspheres as stable, efficient catalysts for transesterification reactions.  DIAMOND AND RELATED MATERIALS,  137  (110094).  [PMID:]
2. Hongxu Lu, Yanxia Liu, Wenyue Shen, Yang Zhou, Xiangwei Ma, Shibo Sun, Xiaoying Dong, Fengyun Ji, Huiyan Tong, Jianqiang Xu, Gaohong He, Weiping Xu.  (2023)  Yeast enrichment facilitated lipid removal and bioconversion by black soldier fly larvae in the food waste treatment.  WASTE MANAGEMENT,  166  (152).  [PMID:37172516]
3. Yuan Xue, Xueling Zhao, Hong Yuan, Hui Li.  (2022)  Oxidation reaction mechanism of hydrothermal carbon microspheres with applications to transesterification after sulfonation.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  98  (1): (66-76).  [PMID:]
4. Su Ji-Ling, Wang Juan, Fu Xiao-Na, Hou Li, Zhu Ping, Zhang Kai, Li Huo-Wang, Hou Ying, Liu Xiang-Yi, Xu Juan.  (2022)  Fatty acid composition and thermal characteristics of Malania oleifera seed oil.  Advanced Composites and Hybrid Materials,  (2): (1268-1279).  [PMID:]
5. Yi-Tong Wang, Di Gao, Ya-Nan Zeng, Jun-Guo Li, Ai-Min Ji, Tian-Ji Liu, Shuang Cai, Wen-Jie Cong, Fu-Ping Wang, Qing Yu, Xiao-Man Wang, Zhen Fang.  (2022)  Efficient production of biodiesel with electric furnace dust impregnated in Na2CO3 solution.  Journal of Cleaner Production,  330  (129772).  [PMID:]

References

1. T Iio,K Yoden.  (1987-06-15)  Fluorescence formation and heme degradation at different stages of lipid peroxidation..  Life sciences,  40  ((24)): (2297-2302).  [PMID:3586859]
2. J T MacGregor,R E Wilson,W E Neff,E N Frankel.  (1985-12-01)  Mutagenicity tests of lipid oxidation products in Salmonella typhimurium: monohydroperoxides and secondary oxidation products of methyl linoleate and methyl linolenate..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  23  ((12)): (1041-1047).  [PMID:3908249]
3. A A Gallon,W A Pryor.  (1993-02-01)  The identification of the allylic nitrite and nitro derivatives of methyl linoleate and methyl linolenate by negative chemical ionization mass spectroscopy..  Lipids,  28  ((2)): (125-133).  [PMID:8441338]
4. K Jørgensen,L H Skibsted.  (1993-05-01)  Carotenoid scavenging of radicals. Effect of carotenoid structure and oxygen partial pressure on antioxidative activity..  Zeitschrift fur Lebensmittel-Untersuchung und -Forschung,  196  ((5)): (423-429).  [PMID:8511974]
5. H H Refsgaard,L Tsai,E R Stadtman.  (2000-01-19)  Modifications of proteins by polyunsaturated fatty acid peroxidation products..  Proceedings of the National Academy of Sciences of the United States of America,  97  ((2)): (611-616).  [PMID:10639127]
6. S Satchithanandam,J Fritsche,J I Rader.  (2001-06-22)  Extension of AOAC Official Method 996.01 to the analysis of Standard Reference Material (SRM) 1846 and infant formulas..  Journal of AOAC International,  84  ((3)): (805-813).  [PMID:11417645]
7. Rosario Zamora,Francisco J Hidalgo.  (2004-01-07)  Comparative methyl linoleate and methyl linolenate oxidation in the presence of bovine serum albumin at several lipid/protein ratios..  Journal of agricultural and food chemistry,  51  ((16)): (4661-4667).  [PMID:14705893]
8. Saori Okuda,D Julian McClements,Eric A Decker.  (2005-11-24)  Impact of lipid physical state on the oxidation of methyl linolenate in oil-in-water emulsions..  Journal of agricultural and food chemistry,  53  ((24)): (9624-9628).  [PMID:16302787]
9. Muneyuki Maekawa,Kazuaki Kawai,Yoshikazu Takahashi,Hikaru Nakamura,Takumi Watanabe,Ryuichi Sawa,Kenji Hachisuka,Hiroshi Kasai.  (2006-01-18)  Identification of 4-oxo-2-hexenal and other direct mutagens formed in model lipid peroxidation reactions as dGuo adducts..  Chemical research in toxicology,  19  ((1)): (130-138).  [PMID:16411666]
10. Patrícia Baptista,Pedro Felizardo,José C Menezes,M Joana Neiva Correia.  (2008-01-15)  Multivariate near infrared spectroscopy models for predicting the methyl esters content in biodiesel..  Analytica chimica acta,  607  ((2)): (153-159).  [PMID:18190803]
11. Dan-Dan Feng,Yu-Feng Zhao,Zi-Qiang Luo,Damien J Keating,Chen Chen.  (2008-02-07)  Linoleic acid induces Ca2+-induced inactivation of voltage-dependent Ca2+ currents in rat pancreatic beta-cells..  The Journal of endocrinology,  196  ((2)): (377-384).  [PMID:18252961]
12. H P Vasantha Rupasinghe,Afsana Yasmin.  (2010-01-30)  Inhibition of oxidation of aqueous emulsions of omega-3 fatty acids and fish oil by phloretin and phloridzin..  Molecules (Basel, Switzerland),  15  ((1)): (251-257).  [PMID:20110888]
13. Yunbao Liu,Muraleedharan G Nair.  (2010-06-23)  An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds..  Journal of natural products,  73  ((7)): (1193-1195).  [PMID:20565070]
14. T A Misharina,M B Terenina,N I Krikunova,I B Medvedeva.  (2010-11-11)  [Autooxidation of a mixture of lemon essential oils, methyl linolenoate, and methyl oleinate]..  Prikladnaia biokhimiia i mikrobiologiia,  46  ((5)): (599-604).  [PMID:21061607]
15. Emmanuel Richaud,Ludmila Audouin,Bruno Fayolle,Jacques Verdu,Lyda Matisová-Rychlá,Jozef Rychlý.  (2012-10-03)  Rate constants of oxidation of unsaturated fatty esters studied by chemiluminescence..  Chemistry and physics of lipids,  165  ((7)): (753-759).  [PMID:23026153]
16. Xian-Guo Zou,Jiang-Ning Hu,Man-Li Zhao,Xue-Mei Zhu,Hong-Yan Li,Xiao-Ru Liu,Rong Liu,Ze-Yuan Deng.  (2014-10-10)  Lipozyme RM IM-catalyzed acidolysis of Cinnamomum camphora seed oil with oleic acid to produce human milk fat substitutes enriched in medium-chain fatty acids..  Journal of agricultural and food chemistry,  62  ((43)): (10594-10603).  [PMID:25298236]
17. Oier Aizpurua-Olaizola,Markel Ormazabal,Asier Vallejo,Maitane Olivares,Patricia Navarro,Nestor Etxebarria,Aresatz Usobiaga.  (2014-12-05)  Optimization of supercritical fluid consecutive extractions of fatty acids and polyphenols from Vitis vinifera grape wastes..  Journal of food science,  80  ((1)): (E101-E107).  [PMID:25471637]
18. William Y Boadi,Peter A Iyere,Samuel E Adunyah.  (2003-09-17)  Effect of quercetin and genistein on copper- and iron-induced lipid peroxidation in methyl linolenate..  Journal of applied toxicology : JAT,  23  ((5)): (363-369).  [PMID:12975775]
19. Caroline P Baron,Lis Berner,Leif H Skibsted,Hanne H F Refsgaard.  (2005-07-23)  Evaluation of activity of selected antioxidants on proteins in solution and in emulsions..  Free radical research,  39  ((7)): (777-785).  [PMID:16036358]
20. G Márquez-Ruiz,F Holgado,M C García-Martínez,M C Dobarganes.  (2007-08-21)  A direct and fast method to monitor lipid oxidation progress in model fatty acid methyl esters by high-performance size-exclusion chromatography..  Journal of chromatography. A,  1165  ((1-2)): (122-127).  [PMID:17706232]
21. Philippe Lesot,Vincent Baillif,Isabelle Billault.  (2008-03-11)  Combined analysis of C-18 unsaturated fatty acids using natural abundance deuterium 2D NMR spectroscopy in chiral oriented solvents..  Analytical chemistry,  80  ((8)): (2963-2972).  [PMID:18327921]
22. G M Huber,H P V Rupasinghe.  (2010-05-25)  Phenolic profiles and antioxidant properties of apple skin extracts..  Journal of food science,  74  ((9)): (C693-C700).  [PMID:20492102]
23. Yuan Xue, JinXia Wang, Hong Yuan, Hui Li.  (2023)  Sulfonic acid-type hydrothermal carbon microspheres as stable, efficient catalysts for transesterification reactions.  DIAMOND AND RELATED MATERIALS,  137  (110094).  [PMID:]
24. Hongxu Lu, Yanxia Liu, Wenyue Shen, Yang Zhou, Xiangwei Ma, Shibo Sun, Xiaoying Dong, Fengyun Ji, Huiyan Tong, Jianqiang Xu, Gaohong He, Weiping Xu.  (2023)  Yeast enrichment facilitated lipid removal and bioconversion by black soldier fly larvae in the food waste treatment.  WASTE MANAGEMENT,  166  (152).  [PMID:37172516]
25. Yuan Xue, Xueling Zhao, Hong Yuan, Hui Li.  (2022)  Oxidation reaction mechanism of hydrothermal carbon microspheres with applications to transesterification after sulfonation.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  98  (1): (66-76).  [PMID:]
26. Su Ji-Ling, Wang Juan, Fu Xiao-Na, Hou Li, Zhu Ping, Zhang Kai, Li Huo-Wang, Hou Ying, Liu Xiang-Yi, Xu Juan.  (2022)  Fatty acid composition and thermal characteristics of Malania oleifera seed oil.  Advanced Composites and Hybrid Materials,  (2): (1268-1279).  [PMID:]
27. Yi-Tong Wang, Di Gao, Ya-Nan Zeng, Jun-Guo Li, Ai-Min Ji, Tian-Ji Liu, Shuang Cai, Wen-Jie Cong, Fu-Ping Wang, Qing Yu, Xiao-Man Wang, Zhen Fang.  (2022)  Efficient production of biodiesel with electric furnace dust impregnated in Na2CO3 solution.  Journal of Cleaner Production,  330  (129772).  [PMID:]

Solution Calculators