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6,​9,​12,​15-​Octadecatetraenoic acid, (6Z,​9Z,​12Z,​15Z)​- (Stearidonic acid)

Delta notation: 18:4-delta-6c,9c,12c,15c

Other Names: 6,9,12,15-Octadecatetraenoic acid, (all-Z)-;(6Z,9Z,12Z,15Z)-6,9,12,15-Octadecatetraenoic acid; (6Z,9Z,12Z,15Z)-Octadecatetraenoic acid; (Z,Z,Z,Z)-6,9,12,15-Octadecatetraenoic acid; (all-Z)-6,9,12,15-Octadecatetraenoic acid; 18:4(n-3) 6,9,12,15-cis-Octadecatetraenoic acid; 6Z,9Z,12Z,15Z-Octadecatetraenoic acid; Moroctic acid; Stearidonic acid; all-cis-6,9,12,15-Octadecatetraenoic acid; Δ6,9,12,15-Octadecatetraenoic acid;

Formula: C18 H28 O2

Mass: 276.41

IUPAC name: (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid

6,​9,​12,​15 ​octadecatetraenoic acid, (6z,​9z,​12z,​15z)​
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 20290-75-9
SOFA Mol: M_115
Lipid Maps: LMFA01030357
PubChem: 20290-75-9
ChEBI: 32389

inchi: InChI=1/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/f/h19H

stdinchi: InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)

stdinchikey: JIWBIWFOSCKQMA-UHFFFAOYSA-N

smiles: C(CCCCC=CCC=CCC=CCC=CCC)(=O)O

Results

Displaying datapoints 51 - 100 of 314 in total
Plant PublicationSort off ValueSort off UnitSort off
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 0.1 weight-%
Borago officinalis Unpublished unpublished results MRI (1994) 0.2 GLC-Area-%
Borago pygmaea BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 1.1 GLC-Area-%
Borago officinalis 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 0.9 GLC-Area-%
Borago officinalis Unpublished unpublished results MRI (1991) 0.1 GLC-Area-%
Brunnera orientalis 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 2.5 GLC-Area-%
Buglossoides purpureocaeruleum 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 9.2 GLC-Area-%
Caccinia macranthera Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 2.5 GLC-Area-%
Cannabis sativa Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1996) 0.4 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 3.3 weight-%
Cerinthe major Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 0.3 GLC-Area-%
Cerinthe major Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 0.5 GLC-Area-%
Cerinthe glabra Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1996) 2.0 GLC-Area-%
Cerinthe gymnandra Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1997) 0.4 GLC-Area-%
Cerinthe retorta Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 7.4 GLC-Area-%
Cerinthe minor Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 7.3 GLC-Area-%
Cnidium dahuricum Unpublished unpublished results MRI (1995) 0.3 GLC-Area-%
Conioselinum tataricum Unpublished unpublished results MRI (1995) 0.1 GLC-Area-%
Corallina officinalis Fatty acid composition of ten marine algae from australian waters Johns, R. B.; Nichols, P. D.; Perry, G. J. Phytochemistry (1979) 18 799-802 0.48 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-%
Cryptantha grayi 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 9.6 GLC-Area-%
Cynoglossum officinale Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 3.1 GLC-Area-%
Cynoglossum amabile Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 1.3 GLC-Area-%
Cynoglossum divaricatum gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 2.4 GLC-Area-%
Cynoglossum cheirifolium 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 2.9 weight-%
Cynoglossum hungaricum Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.8 GLC-Area-%
Cynoglossum cheirifolium 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 9.0 weight-%
Cynoglossum creticum 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 0.8 GLC-Area-%
Cynoglossum lanceolatum 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 0.8 GLC-Area-%
Cynoglossum officinale Unpublished unpublished results MRI (1996) 3.4 GLC-Area-%
Cynoglossum amabile 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 1.7 weight-%
Cynoglossum nervosum 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 3.1 GLC-Area-%
Cynoglossum nervosum Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 1.6 GLC-Area-%
Cynosurus cristatus COMPOSITION OF NEW SEED OILS Lotti, G.; Paradossi, C.; Marchini, F. Agrochimica (1991) 35 58-68 1.6 GLC-Area-%
Dodecatheon tetrandrum Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 12.2 GLC-Area-%
Dodecatheon meadia Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 11.9 GLC-Area-%
Echium virescens Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 7.04 GLC-Area-%
Echium simplex Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 7.5 GLC-Area-%
Echium russicum 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 10.6 GLC-Area-%
Echium vulgare 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 13.3 GLC-Area-%
Echium lusitanicum 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 12.3 GLC-Area-%
Echium fastuosum Screening of lipases for enzymatic concentration of γ-linolenic acid (GLA) from seed oils López-Martínez, J. C.; Campra-Madrid, P.; Ramírez-Fajardo, A.; Esteban-Cerdán, L.; Guil-Guerrero, J. L. Journal of Food Lipids (2006) 13 362-374 10.0 GLC-Area-%
Echium giganteum Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 5.7 GLC-Area-%
Echium humile 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 16.2 weight-%
Echium petiolatum 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 10.8 weight-%
Echium fastuosum Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 10.9 GLC-Area-%
Echium plantagineum 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 13.0 GLC-Area-%
Echium plantagineum The occurrence of 6,9,12,15-octadecatetraenoic acid in Echium plantagineum seed oil Smith, C. R.; Hagemann, J. W.; Wolff, I. A. Journal of the American Oil Chemists' Society (1964) 41 290-291 13.1 GLC-Area-%
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 1.9 weight-%
Echium plantagineum 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 13.0 weight-%