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9,12-Octadecadienoic acid, (9Z,12Z)- (Linoleic acid)

Delta notation: 18:2-delta-9c,12c

Other Names: 9,12-Octadecadienoic acid (Z,Z)-; Linoleic acid; (9Z,12Z)-9,12-Octadecadienoic acid; (Z,Z)-9,12-Octadecadienoic acid; 9,12-Octadecadienoic acid, (Z,Z)-; 9-cis,12-cis-Linoleic acid; 9Z,12Z-Linoleic acid; 9Z,12Z-Octadecadienoic acid; C18:2; all-cis-9,12-Octadecadienoic acid; cis,cis-Linoleic acid; cis-9,cis-12-Octadecadienoic acid; cis--delta-9,12-Octadecadienoic acid; -alpha--Linoleic acid

Formula: C18 H32 O2

Mass: 280.45

IUPAC name: (9Z,12Z)-octadeca-9,12-dienoic acid

9,12 octadecadienoic acid, (9z,12z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 60-33-3
SOFA Mol: M_082
Lipid Maps: LMFA01030120
PubChem: 5280450
ChEBI:

inchi: InChI=1/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-/f/h19H

stdinchi: 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-

stdinchikey: OYHQOLUKZRVURQ-HZJYTTRNSA-N

smiles: C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O

Results

Displaying datapoints 4451 - 4500 of 8840 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Nicotiana goodspeedii The fatty acid composition of seeds and leaves of Nicotiana species Koiwai, A.; Suzuki, F.; Matsuzaki, T.; Kawashima, N. Phytochemistry (1983) 22 1409-1412 33.3 GLC-Area-%
Galanthus elwesii Unpublished unpublished results MRI (1994) 33.2 GLC-Area-%
Caltha natans Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1994) 33.2 GLC-Area-%
Hevea brasiliensis (Willd. ex A. Juss.) Müll. Arg. 中国主要茶树（Camellia Sinensis O. ktze）品种茶籽油脂肪酸组成的研究_朱全芬（GC） . Study on Fatty Acid Composition of Seed Oil from Camellia Sinensis O. ktze in China Quanfen Zhu; Jiehua Tian; Chunhua Xia China Oils and Fats (1987) (2) 31-37 33.2 weight-%
Hippophae rhamnoides Unpublished unpublished results MRI Fettextr. Xin (1998) 33.2 GLC-Area-%
Clerodendrum trichotomum Thunb. 陕西卫矛属植物种子油脂分析_何云核 . Analysis on Seed Oil of Euonymus alatus (Thunb.) Siebold Genus Plant in Shaanxi Province Yunhe He; Zuolong Ding Journal of Anhui Agricultural University (1993) 20(3) 200-203 33.2 weight-%
Borago officinalis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 33.2 GLC-Area-%
Capsella bursa-pastoris (L.) Medik. 枳椇子油的脂肪酸组成及其抗氧化活性_曹利雅（GC-MS） . Constituents and Antioxidant Activity of Fatty Acids from Hovenia dulcis CAO Liya; LI Qiji; XUE Yan; YE Hui; WANG Daoping; YANG Xiaosheng Guizhou Agricultrual Sciences (2014) 42(5) 69-72 33.19 weight-%
Fokienia hodginsii Fokienia hodginsii seed oil, another source of all-cis 5,9,12,15-18 : 4 (coniferonic) acid Wolff, R. L.; Pedrono, F.; Marpeau, A. M. Journal of the American Oil Chemists Society (1999) 76 535-536 33.18 GLC-Area-%
Sapium sebiferum (L.) Roxb. 桔梗等3种植物营养成分的测定_赵淑春 . Determination of nutrients from Platycodon grandiflorus (Jacq.) A.DC. and other three kinds of plant Shuchun Zhao; Li Fu; Minli Liu; Mei Han Food Science (1994) 15(4) 47-49 33.16 weight-%
Pterocarya stenoptera C. DC. 山东月见草调查研究 GC . Investigation of Oenothera biennis L. in Shandong Province Bihua Li; Pichan Sun; Shangjun Xing Journal of Shandong Forestry Science and Technology (1989) (2) 64-67 33.14 weight-%
Juniperus communis New oils: Structural and physiological specificities of conifer seed oils Wolff, RL; Marpeau, AM; Gunstone, FD; Bezard, J; Farines, M; Martin, JC; Dallongeville, J OCL-OLEAGINEUX CORPS GRAS LIPIDES (1997) 4 65-70 33.1 GLC-Area-%
Juniperus communis New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 33.1 GLC-Area-%
Juniperus communis Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 33.09 GLC-Area-%
Sesamum indicum Biochemical Characteristics of some edible and non-edible fats and oils of Bangladesh Rahman, N.; Yusuf, H. K. Bangladesh Journal of Biochemistry (1998) 4 55-70 33.09 GLC-Area-%
Achillea phrygia TOTAL LIPID CONTENT AND FATTY ACID COMPOSITION OF SEEDS OF SOME WILD Achillea SPECIES Nuray Zonuz, Nukhet Akpinar, Erol Donmez, Gokhan Zengin, Ali Emre Akpinar, Mehmet Ali Akpinar Chemistry of Natural Compounds (2019) 55 1127-1130 33.0 weight-%
Euonymus acanthocarpus Franch. 广西河池、百色和梧州油茶种子含油率和脂肪酸组成测定(GC-MS) . Oil Content and Fatty Acid Composition of Camellia oleifera Seed in Guangxi CHEN Yu-jing; WANG Lin-lin; CHEN Xiao-peng; LI Ying Food Science (2011) 32 (8) 172-176 33.0 weight-%
Erodium stephanianum Unpublished unpublished results MRI (1997) 33.0 GLC-Area-%
Ormosia dasycarpa NEW TROPICAL SEED OILS .2. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS Gunstone, F. D.; Taylor, G. M.; Corneliu.Ja,; Hammonds, T. W. Journal of the Science of Food and Agriculture (1968) 19 706-& 33.0 GLC-Area-%
Hibiscus tiliaceus L. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 33.0 weight-%
Hippophae goniocarpa Unpublished unpublished results MRI Fett extr. Xin (1997) 33.0 GLC-Area-%
Mundulea sericea NEW TROPICAL SEED OILS .2. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS Gunstone, F. D.; Taylor, G. M.; Corneliu.Ja,; Hammonds, T. W. Journal of the Science of Food and Agriculture (1968) 19 706-& 33.0 GLC-Area-%
Strophanthus courmontii Vegetable oils. VII. Strophanthus seed oils Gunstone, F. D.; Morris, L. J. Journal of the Science of Food and Agriculture (1959) 10 522-6 33.0 GLC-Area-%
Acalypha incana Book: Manual of Gas-liquid Chromatography of Organic Acids (in Russian) Gorjaev, M. I. Evdakova, N. A. Book: Spravočnik po gazožidkostnoj chromatografii organičeskich kislot (1977) Nauka Alma-Ata None 33.0 GLC-Area-%
Magnolia grandiflora L. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 33.0 weight-%
Annona muricata L. Potential of Annona muricata L. seed oil: phytochemical and nutritional characterization associated with non-toxicity Pinto, L. C.; De Souza, C. O.; De Souza, S. A.; Da Silva, H. B.; Da Silva, R. R.; Cerqueira-Lima, A. T.; Teixeira, T. O.; Da Silva, T. M.S.; Medeiros, K. C.P.; Bittencourt, M.; Brandão, H. R.; Druzian, J. I.; Conceição, A. S.; Lopes, M. V.; Figueiredo, C. A. Grasas y Aceites (2018) 69 234 32.99 weight-%
Canarium pimela Leenh. 番荔枝子脂肪油化学成分及抗肿瘤活性-邱燕 . Chemical constituents and antitumor activity of fatty oil from Annona squamosa seed CHEN Yon;  CHEN Jianwei; WANG Yu; XU Shasha; QIU Hailong; LI Xiang Chinese Journal of Experimental Traditional Medical Formulae (2014) 20(21) 109-111 32.99 weight-%
Juniperus chinensis Private communication Wolff, R. L. Private communication (1999) 32.93 GLC-Area-%
Osmanthus fragrans (Thunb.) Lour. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 32.9 weight-%
Plantago triandra Identification and Distribution of Oxygenated Fatty Acids in Plantago Seed Lipids Smith, Mark A.; Zhang, Haixia; Purves, Randy W. Journal of the American Oil Chemists' Society (2014) 91 1313-1322 32.9 weight-%
Orobanche cernua Fatty acids and tocochromanols in seeds of Orobanche Velasco, Leonardo; Goffman, Fernando D; Pujadas-Salvà, Antonio J Phytochemistry (2000) 54 295-300 32.9 GLC-Area-%
Phytolacca acinosa Roxb. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 32.9 weight-%
Jatropha curcas L. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 32.9 weight-%
Ruta graveolens COMPOSITION OF NEW SEED OILS Lotti, G.; Paradossi, C.; Marchini, F. Agrochimica (1991) 35 58-68 32.9 GLC-Area-%
Phytolacca acinosa Roxb. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 32.9 weight-%
Berberis veitchii C.K. Schneid. 四川油脂植物 Oil Plants in Sichuan. Zongying He, S. C., Zhonghui, T., Xun, Z., Longji, H. Book: Published by Sichuan Science and Technology Press, Chengdu, 1987 (1987) 32.9 weight-%
Cordia dichotoma Gamma-linolenic acid from fourteen boraginaceae species Guil-Guerrero, J. L.; García-Maroto, F.; Vilches-Ferrón, M. A.; López-Alonso, D. Industrial Crops and Products (2003) 18 85-89 32.9 GLC-Area-%
Euonymus alatus Content and Fatty Acid Composition of Neutral Acylglycerols in Euonymus Fruits Sidorov, Roman A.; Zhukov, Anatoly V.; Pchelkin, Vasily P.; Vereshchagin, Andrei G.; Tsydendambaev, Vladimir D. Journal of the American Oil Chemists' Society (2014) 91 805-814 32.9 weight-%
Hippophae gyantsensis Unpublished unpublished results MRI Fett extr. Xin (1998) 32.8 GLC-Area-%
Plantago lanceolata Identification and Distribution of Oxygenated Fatty Acids in Plantago Seed Lipids Smith, Mark A.; Zhang, Haixia; Purves, Randy W. Journal of the American Oil Chemists' Society (2014) 91 1313-1322 32.8 weight-%
Adansonia za Fatty acid composition of seed oils from six Adansonia species with particular reference to cyclopropane and cyclopropene acids Ralaimanarivo, A.; Gaydou, E. M.; Bianchini, J. P. Lipids (1982) 17 1-10 32.8 GLC-Area-%
Terminalia catappa Potential application of Terminalia catappa L. and Carapa guianensis oils for biofuel production: Physical-chemical properties of neat vegetable oils, their methyl-esters and bio-oils (hydrocarbons) Iha, Osvaldo K.; Alves, Flávio C.S.C.; Suarez, Paulo A.Z.; Silva, Cassia R.P.; Meneghetti, Mario R.; Meneghetti, Simoni M.P. Industrial Crops and Products (2014) 52 95-98 32.8 weight-%
Hippophae rhamnoides Unpublished unpublished results MRI Fettextr. Xin (1997) 32.8 GLC-Area-%
Hippophae rhamnoides L. 不同提取方法对落葵籽油提取率及脂肪酸组分的影响_赵建芬 . Effects of Different Extraction Methods on Extraction Rate and Fatty Acid Composition of Basella alba L. Seed Oil Jianfen Zhao; Yan Li; Yinrong Yu Farm Machinery (2012) (21) 47-50 32.8 weight-%
Humulus lupulus Unpublished unpublished results MRI (1996) 32.8 GLC-Area-%
Photinia beauverdiana C.K. Schneid. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 32.8 weight-%
Clitoria ternatea Fatty Acid Profiles of Some Fabaceae Seed Oils Knothe, Gerhard; Razon, Luis F.; Madulid, Domingo A.; Agoo, Esperanza Maribel G.; de Castro, Maria Ellenita G. Journal of the American Oil Chemists' Society (2016) 93 1007-1011 32.8 weight-%
Nicotiana noctiflora The fatty acid composition of seeds and leaves of Nicotiana species Koiwai, A.; Suzuki, F.; Matsuzaki, T.; Kawashima, N. Phytochemistry (1983) 22 1409-1412 32.8 GLC-Area-%
Akebia trifoliata subsp. australis (Diels) T. Shimizu 新油料作物-拉马克月见草 . Oenothera lamarckiana Ser.--a New Oil Crop Yongshu Liu; Yonggao Wang; Yongnian Shan Chinese Bulletion of Botany (1984) 2(1) 23-24 32.78 weight-%
Holboellia latifolia Wall. 八月瓜籽中脂肪酸的超声提取及GC_MS分析_欧阳玉祝 . Ultrasonic-aided Extraction and GC-MS Analysis of Fatty Acids from Akebia trifoliata Seed OUYANG Yu-zhu; LI Yong; WU Dao-hong; TIAN Xiang-rong Food Science (2010) 31(20) 322-324 32.77 weight-%