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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 351 - 400 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Echium horridum Gamma-linolenic and stearidonic acids from Moroccan Boraginaceae Guil-Guerrero, J. L.; López-Martínez, J. C.; Gómez-Mercado, F.; Campra-Madrid, P. European Journal of Lipid Science and Technology (2006) 108 43-47 3.4 weight-%
Lycium chinense Mill. 超临界CO_2萃取枸杞籽油的研究_潘太安 . Studies on the extraction of oil from wolfberry seeds with supercritical CO2 PAN Tai an; LIU Dong hua; MAO Zhong ying; ZHANG Jian cheng JOURNAL OF NINGXIA UNIVERSITY(NATURAL SCIENCE EDITION) (2000) 21(2) 156-158 3.4 weight-%
Larix sibirica 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 3.4 GLC-Area-%
Scrophularia michoniana New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.5 GLC-Area-%
Atragene sibirica Unpublished Tsevegsueren, N. Aitzetmueller, K. unpublished results (1992) 3.5 GLC-Area-%
Atragene sibirica Unpublished unpublished results MRI (1992) 3.5 GLC-Area-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 3.5 GLC-Area-%
Acer ginnala γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 3.5 GLC-Area-%
Atragene sibirica Seed Fatty Acids, «Front-End»-Desaturases and Chemotaxonomy — a Case Study in the Ranunculaceae Aitzetmüller, Kurt; Tsevegsüren, Nansadyn Journal of Plant Physiology (1994,4) 143 538-543 3.5 GLC-Area-%
Scrophularia michoniana New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.5 GLC-Area-%
Cerinthe gymnandra Gamma-linolenic and stearidonic acids from Moroccan Boraginaceae Guil-Guerrero, J. L.; López-Martínez, J. C.; Gómez-Mercado, F.; Campra-Madrid, P. European Journal of Lipid Science and Technology (2006) 108 43-47 3.6 weight-%
Eurycorymbus cavaleriei (H. Lév.) Rehder & Hand.-Mazz. 伞花木种仁油的理化性质及脂肪酸组成分析 GC . Physicochemical property and fatty acid composition of Eurycorymbus cavaleriei (Sapindaceae) seed oil CAO Limin; TENG Tao; WU Yinxiao; CAO Ming  China Oils and Fats (2014) 39(8) 95-97 3.62 weight-%
Paracaryum stenophyllum Fatty acid and tocochromanol patterns of some Turkish Boraginaceae—a chemotaxonomic approach Bagci, Eyup; Bruehl, Ludger; Aitzetmuller, Kurt; Altan, Yasin Nordic Journal of Botany (2002) 22 719-726 3.69 weight-%
Scrophularia koraiensis New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.7 GLC-Area-%
Scrophularia koraiensis New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.7 GLC-Area-%
Ribes montigenum New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.7 GLC-Area-%
Ribes montigenum New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.7 GLC-Area-%
Cynoglossum hungaricum Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 3.7 GLC-Area-%
Primula macrophylla Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 3.8 GLC-Area-%
Scrophularia grayana New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.8 GLC-Area-%
Scrophularia grayana New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.8 GLC-Area-%
Myosotis sparsiflora Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 3.8 GLC-Area-%
Atragene sibirica Unpublished unpublished results MRI (1992) 3.8 GLC-Area-%
Oenothera laciniata New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.9 GLC-Area-%
Primula florindae Unpublished unpublished results MRI 1990 3.9 GLC-Area-%
Acer circinatum 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-%
Oenothera laciniata New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 3.9 GLC-Area-%
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-%
Lithospermum tenuiflorum Search for new industrial oils. XI. Oils of boraginaceae Kleiman, R.; Earle, F. R.; Wolff, I. A.; Jones, Q. Journal of the American Oil Chemists' Society (1964) 41 459-460 4.0 GLC-Area-%
Lappula barbata Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Rindera lanata Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Lappula barbata Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Mattiastrum cristatum Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Primula cortusoides Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 4.0 GLC-Area-%
Cryptantha barbigera Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Mattiastrum cristatum Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Humulus lupulus Characterization of γ-linolenic acid in Ribes seed Traitler, H.; Winter, H.; Richli, U.; Ingenbleek, Y. Lipids (1984) 19 923-928 4.0 GLC-Area-%
Lappula barbata Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 4.0 GLC-Area-%
Rindera lanata Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Onosma stellulatum Search for new industrial oils. XI. Oils of boraginaceae Kleiman, R.; Earle, F. R.; Wolff, I. A.; Jones, Q. Journal of the American Oil Chemists' Society (1964) 41 459-460 4.0 GLC-Area-%
Cryptantha barbigera Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 4.0 GLC-Area-%
Primula florindae Unpublished unpublished results MRI 1990 4.1 GLC-Area-%
Myosotis arvensis 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 4.1 GLC-Area-%
Oenothera drummondii 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 4.1 GLC-Area-%
Oenothera drummondii 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 4.1 GLC-Area-%
Oenothera drummondii 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 4.1 GLC-Area-%
Oenothera nocturna 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 4.2 GLC-Area-%
Saussurea pricei Unusual fatty acids in Compositae: gamma-linolenic acid in Saussurea spp seed oils Tsevegsueren, N. Aitzetmueller, K. Vosmann, K. Journal of High Resolution Chromatography (1997) 20 315-320 4.2 GLC-Area-%
Myosotis alpestris Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 4.2 GLC-Area-%
Acer grosseri 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 4.2 weight-%