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6,9,12-Octadecatrienoic acid, (6Z,9Z,12Z)- (gamma--Linolenic acid)

Delta notation: 18:3-delta-6c,9c,12c

Other Names: 6,9,12-Octadecatrienoic acid, (Z,Z,Z)-; -gamma--Linolenic acid; (Z,Z,Z)-6,9,12-Octatrienoic acid; 6(Z),9(Z),12(Z)-Octadecatrienoic acid; 6,9,12-all-cis-Octadecatrienoic acid; 6-cis,9-cis,12-cis-Octadecatrienoic acid; Gamma-linolenic acid; Gamolenic acid; all-cis-6,9,12-Octadecatrienoic acid; cis,cis,cis-6,9,12-Octadecatrienoic acid; cis-6,cis-9,cis-12-Octadecatrienoic acid

Formula: C18 H30 O2

Mass: 278.43

IUPAC name: (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid

6,9,12 octadecatrienoic acid, (6z,9z,12z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 506-26-3
SOFA Mol: M_094
Lipid Maps: LMFA01030141
PubChem: 5280933
ChEBI:

inchi: InChI=1/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-/f/h19H

stdinchi: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-

stdinchikey: VZCCETWTMQHEPK-QNEBEIHSSA-N

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

Results

Displaying datapoints 1 - 50 of 962 in total
PlantSort off PublicationSort off ValueSort off Unit
Agathis robusta Arachidonic and eicosapentaenoic acids in Araucariaceae, a unique feature among seed plants Wolff, R. L.; Christie, W. W.; Aitzetmuller, K.; Pasquier, E.; Pedrono, F.; Destaillats, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (2000) 7 113-117 4.4
Oenothera indecora RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 1.0
Oenothera biennis Evening primrose (Oenothera spp.) oil and seed Hudson, B. J. F. Journal of the American Oil Chemists' Society (1984) 61 540-543 20.0
Oenothera parviflora RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 7.7
Symphytum asperum Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 28.1
Iriartella setigera FATTY ACID COMPOSITION OF THE OIL FROM THE FRUIT OF THREE SPECIES OF PALM TREES FOUND IN THE AMAZON: Astrocaryum gynacanthum, Geonoma deversa, AND Iriartella setigera M. C. O. Moura, L. A. M. A. Costa, and A. Flach Chemistry of Natural Compounds (2020) 56 706-708 0.36 weight-%
Achillea armenorum 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 0.5 weight-%
Achillea magnifica FATTY ACIDS OF THE SEED OILS OF THREE Achillea SPECIES N. Zonuz, A. E. Akpinar, N. Akpinar, S. Dag, M. A. Akpinar Chemistry of Natural Compounds (2020) 56 115-118 0.25 weight-%
Astrocaryum gynacanthum FATTY ACID COMPOSITION OF THE OIL FROM THE FRUIT OF THREE SPECIES OF PALM TREES FOUND IN THE AMAZON: Astrocaryum gynacanthum, Geonoma deversa, AND Iriartella setigera M. C. O. Moura, L. A. M. A. Costa, and A. Flach Chemistry of Natural Compounds (2020) 56 706-708 0.17 weight-%
Iriartella setigera FATTY ACID COMPOSITION OF THE OIL FROM THE FRUIT OF THREE SPECIES OF PALM TREES FOUND IN THE AMAZON: Astrocaryum gynacanthum, Geonoma deversa, AND Iriartella setigera M. C. O. Moura, L. A. M. A. Costa, and A. Flach Chemistry of Natural Compounds (2020) 56 706-708 0.36 weight-%
Geonoma deversa FATTY ACID COMPOSITION OF THE OIL FROM THE FRUIT OF THREE SPECIES OF PALM TREES FOUND IN THE AMAZON: Astrocaryum gynacanthum, Geonoma deversa, AND Iriartella setigera M. C. O. Moura, L. A. M. A. Costa, and A. Flach Chemistry of Natural Compounds (2020) 56 706-708 0.11 weight-%
Onobrychis tournefortii DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Onobrychis tournefortii DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Onobrychis albiflora DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.24 weight-%
Tephrosia apollinea Tephrosia apollinea seed: a new rich source of essential polyunsaturated fatty acids, tocopherols, sterols, and squalene Paweł Gornas, Magdalena Rudzinska, Anna Grygier, Pravin Kumar Sahu, Khageshwar Singh Patel NATURAL PRODUCT RESEARCH (2020) 34 296-299 0.17 weight-%
Onobrychis albiflora DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.24 weight-%
Onobrychis galegifolia DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.29 weight-%
Onobrychis argyrea argyrea DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Trigonella spruneriana A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Trigonella sibthorpii A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.2 weight-%
Trigonella kotschyi A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.2 weight-%
Trigonella mesopotamica A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Trigonella cylindracea A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Trigonella cilicica A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Trigonella filipes A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Trigonella velutina A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Trigonella strangulata A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Trigonella smyrnea A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.1 weight-%
Onobrychis galegifolia DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.29 weight-%
Onobrychis argyrea argyrea DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Oenothera biennis 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) 9.2 weight-%
Sapium japonicum (Siebold & Zucc.) Pax & K. Hoffm. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 8.0 weight-%
Bischofia polycarpa (H. Lév.) Airy Shaw 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 60.0 weight-%
Euphorbia marginata Pursh 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 6.3 weight-%
Linum usitatissimum L. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 52.5 weight-%
Astragalus sinicus L. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 11.4 weight-%
Brassica oleracea var. capitata L. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 15.0 weight-%
Cardamine impatiens L. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 3.1 weight-%
Oenothera stricta Ledeb. ex Link 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) 1.1 weight-%
Oenothera biennis L. 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) 8.9 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 0.5 weight-%
Borago trabutii Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 18.9 weight-%
Borago pygmaea Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 22.9 weight-%
Acer pseudoplatanus 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 2.3 weight-%
Acer tataricum semenovii 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 6.8 weight-%
Acer truncatum 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 0.6 weight-%
Borago morisiana Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 23.1 weight-%
Borago longifolia Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 19.0 weight-%
Borago officinalis Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 19.8 weight-%
Acer glabrum 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 3.9 weight-%