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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 4351 - 4400 of 8840 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
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-%
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-%
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-%
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-%
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-%
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-%
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. 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-%
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-%
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-%
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-%
Juniperus chinensis Private communication Wolff, R. L. Private communication (1999) 32.93 GLC-Area-%
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-%
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-%
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-%
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-%
Hippophae goniocarpa Unpublished unpublished results MRI Fett extr. Xin (1997) 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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
Galanthus elwesii Unpublished unpublished results MRI (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-%
Caltha natans Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1994) 33.2 GLC-Area-%
Hippophae rhamnoides Unpublished unpublished results MRI Fettextr. Xin (1998) 33.2 GLC-Area-%
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-%
Vitex quinata (Lour.) F.N. Williams 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) 33.3 weight-%
Astragalus glycyphyllos COMPOSITION OF NEW SEED OILS Lotti, G.; Paradossi, C.; Marchini, F. Agrochimica (1991) 35 58-68 33.3 GLC-Area-%
Heracleum montanum Fatty Acids, Sterols, and Triterpenes of the Fruits of 8 Heracleum Taxa Ljuboš Ušjak, Ivana Sofreni¬, Vele Teševi¬, Milica Drobac, Marjan Niketi¬, and Silvana Petrovi¬ Natural Product Communications (2019) June 1-7 33.3 weight-%
Acer carpinifolium Identification of n-6 Monounsaturated Fatty Acids in Acer Seed Oils Sun, Jin-Yue; Wang, Xin-Kun; Smith, Mark A. Journal of the American Oil Chemists' Society (2018) 95 21-27 33.3 weight-%
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-%
Paeonia suffruticosa Andrews 凤仙花籽油脂肪酸组分分析_王发春 . Fatty acid compositions of Impatiens balsamina Linn seed oil WANG Fachun China Oils and Fats (2008) 33(6) 78-79 33.34 weight-%
Rumex maritimus Studies on six indigenous seed oils Rawat, Sarita; Hasan, Syed Nafeesul; Srivastava, V.K.; Hasan, S.Q. Journal of the Oil Technologists' Association of India (2002) 34 149-150 33.4 weight-%
Hippophae neurocarpa Unpublished unpublished results MRI Fett extr. Xin (1998) 33.4 GLC-Area-%
Matayba guianensis Aubl. Fatty-Acid Composition of Seeds and Chemotaxonomic Evaluation of Sixteen Sapindaceae Species Coutinho, Diogenes J. Gusmão; Barbosa, Mariana O.; Silva, Rejane M.; da Silva, Suzene I.; de Oliveira, Antonio Fernando M. Chemistry & Biodiversity (2015) 12 1271-1280 33.4 weight-%
Acer mono Unpublished unpublished results MRI (1994) 33.4 GLC-Area-%
Cornus sanguinea FATTY-ACIDS AND STEROLS IN FRUIT OILS FROM 3 SPECIES GATHERED IN LUBERON MOUNTAIN - APHYLLANTES-MONSPELIENSIS L, RANUNCULUS-GRAMINEUS L AND CORNUS-SANGUINEA L Viano, J.; Gaydou, E. M. Revue Francaise Des Corps Gras (1984) 31 195-197 33.4 GLC-Area-%