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9-Octadecen-12-ynoic acid, (9Z)- (Crepenynic acid)

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

Other Names: 9-Octadecen-12-ynoic acid, (Z)-; (Z)-9-Octadecen-12-ynoic acid; 9(Z)-Octadec-9-en-12-ynoic acid; Crepenynic acid; cis-9-Octadecen-12-ynoic acid

Formula: C18 H30 O2

Mass: 278.43

IUPAC name: (E)-octadec-9-en-12-ynoic acid

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

External Database IDs:
CAS registry: 2277-31-8
SOFA Mol: M_081
Lipid Maps: LMFA01030741
PubChem: 6122992
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/h9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b10-9-/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/h9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b10-9-

stdinchikey: SAOSKFBYQJLQOS-KTKRTIGZSA-N

smiles: C(CCCCCCC\C=C/CC#CCCCCC)(=O)O

Results

Displaying all 49 datapoints
PlantSort off PublicationSort off ValueSort off UnitSort off
Picris comosa Referenz: (1957) 1-763 75.0 GLC-Area-%
Crepis alpina Large-scale preparation of linoleic acid-d2-enriched triglycerides from Crepis alpina seed oil Adlof, R. O.; Emken, E. A. Journal of the American Oil Chemists' Society (1993) 70 817-819 74.0 GLC-Area-%
Crepis thomsonii The Chemistry of the Compositae Hegnauer, R. Book:The biology and chemistry of the Compositae. V H Heywood; J B Harborne; Billie Lee Turner (1977) 5 149 65.0 GLC-Area-%
Crepis rubra The Chemistry of the Compositae Hegnauer, R. Book:The biology and chemistry of the Compositae. V H Heywood; J B Harborne; Billie Lee Turner (1977) 5 149 65.0 GLC-Area-%
Crepis thomsonii Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 65.0 GLC-Area-%
Crepis foetida Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 60.0 GLC-Area-%
Crepis aspera 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 59.0 GLC-Area-%
Crepis rubra Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 55.0 GLC-Area-%
Crepis foetida Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 51.0 GLC-Area-%
Picris comosa 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 49.0 GLC-Area-%
Crepis bungei Unpublished unpublished results MRI (1995) 46.5 GLC-Area-%
Crepis foetida Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 36.0 GLC-Area-%
Afzelia cuanzensis NEW TROPICAL SEED OILS .4. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS INCLUDING USEFUL SOURCES OF CREPENYNIC AND DEHYDROCREPENYNIC ACID Gunstone, F. D.; Hammonds, T. W.; Steward, S. R.; Corneliu.Ja, Journal of the Science of Food and Agriculture (1972) 23 53-60 36.0 GLC-Area-%
Saussurea candicans 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 33.0 GLC-Area-%
Saussurea candicans Saussurea candicans seed oil-Alternative source of crepenynic acid Smith Jr, C. R. Lipids (1974) 9 640-641 32.7 GLC-Area-%
Afzelia cuanzensis NEW TROPICAL SEED OILS .4. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS INCLUDING USEFUL SOURCES OF CREPENYNIC AND DEHYDROCREPENYNIC ACID Gunstone, F. D.; Hammonds, T. W.; Steward, S. R.; Corneliu.Ja, Journal of the Science of Food and Agriculture (1972) 23 53-60 31.0 GLC-Area-%
Ixora chinensis AC18 conjugated tetraenoic acid from Ixora chinensis seed oil Minquan, H. Phytochemistry (1990) 29 1317-1319 30.5 GLC-Area-%
Crepis sibirica Unpublished unpublished results MRI (1995) 27.4 GLC-Area-%
Ixiolaena brevicompta Fatty acid composition of Ixiolaena brevicompta F. Muell. Seed Oil Ford, G. L.; Whitfield, F. B.; Walker, K. H. Lipids (1983) 18 103-105 25.0 GLC-Area-%
Afzelia bella Oil-bearing plants of Zaire. III. Botanical families providing oils of relatively high unsaturation Ngiefu, C. K.; Paquot, C.; Vieux, A. Oleagineux (1977) 32 535-537 20.8 GLC-Area-%
Afzelia pachyloba Acetylenic fatty acids from Afzelia pachyloba Kazadi, M.; Chifundera, K. Fitoterapia (1993) 64 280-280 20.6 GLC-Area-%
Afzelia bipindensis NEW TROPICAL SEED OILS .4. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS INCLUDING USEFUL SOURCES OF CREPENYNIC AND DEHYDROCREPENYNIC ACID Gunstone, F. D.; Hammonds, T. W.; Steward, S. R.; Corneliu.Ja, Journal of the Science of Food and Agriculture (1972) 23 53-60 20.0 GLC-Area-%
Afzelia bella AFZELIA BELLA HARMS OIL, AN IMPORTANT SOURCE OF CREPENYNIC AND DEHYDROCREPENYNIC ACIDS Kabele, N.; Vieux, A.; Lisika, M.; Paquot, C. Revue Francaise Des Corps Gras (1977) 24 99-102 19.9 GLC-Area-%
Afzelia bella AFZELIA BELLA HARMS OIL, AN IMPORTANT SOURCE OF CREPENYNIC AND DEHYDROCREPENYNIC ACIDS Kabele, N.; Vieux, A.; Lisika, M.; Paquot, C. Revue Francaise Des Corps Gras (1977) 24 99-102 19.3 GLC-Area-%
Afzelia africana NEW TROPICAL SEED OILS .4. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS INCLUDING USEFUL SOURCES OF CREPENYNIC AND DEHYDROCREPENYNIC ACID Gunstone, F. D.; Hammonds, T. W.; Steward, S. R.; Corneliu.Ja, Journal of the Science of Food and Agriculture (1972) 23 53-60 19.0 GLC-Area-%
Atractylodes lancea Identification of Crepenynic Acid in the Seed Oil of Atractylodes lancea and A. macrocephala Sun, Jin-Yue; Guo, Xu; Smith, Mark A. Journal of the American Oil Chemists' Society (2017) 94 655-660 17.8 weight-%
Lapsana communis The Chemistry of the Compositae Hegnauer, R. Book:The biology and chemistry of the Compositae. V H Heywood; J B Harborne; Billie Lee Turner (1977) 5 149 17.0 GLC-Area-%
Afzelia bella NEW TROPICAL SEED OILS .4. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS INCLUDING USEFUL SOURCES OF CREPENYNIC AND DEHYDROCREPENYNIC ACID Gunstone, F. D.; Hammonds, T. W.; Steward, S. R.; Corneliu.Ja, Journal of the Science of Food and Agriculture (1972) 23 53-60 17.0 GLC-Area-%
Lapsana grandiflora The Chemistry of the Compositae Hegnauer, R. Book:The biology and chemistry of the Compositae. V H Heywood; J B Harborne; Billie Lee Turner (1977) 5 149 17.0 GLC-Area-%
Pahudia rhomboidea NEW TROPICAL SEED OILS .4. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS INCLUDING USEFUL SOURCES OF CREPENYNIC AND DEHYDROCREPENYNIC ACID Gunstone, F. D.; Hammonds, T. W.; Steward, S. R.; Corneliu.Ja, Journal of the Science of Food and Agriculture (1972) 23 53-60 16.0 GLC-Area-%
Atractylodes macrocephala Identification of Crepenynic Acid in the Seed Oil of Atractylodes lancea and A. macrocephala Sun, Jin-Yue; Guo, Xu; Smith, Mark A. Journal of the American Oil Chemists' Society (2017) 94 655-660 15.2 weight-%
Chrysanthemum viscidehirtum 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 15.0 GLC-Area-%
Chrysanthemum viscosum The Chemistry of the Compositae Hegnauer, R. Book:The biology and chemistry of the Compositae. V H Heywood; J B Harborne; Billie Lee Turner (1977) 5 149 15.0 GLC-Area-%
Centaurea glaberrima 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-%
Crepis orientalis Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 11.0 GLC-Area-%
Tanacetum corymbosum Tanacetum (Chrysanthemum) corymbosum seed oil a rich source of a novel conjugated acetylenic acid Tsevegsuren, N.; Christie, W. W.; Lösel, D. Lipids (1998) 33 723-727 10.1 GLC-Area-%
Crepis intermedia Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 10.0 GLC-Area-%
Helichrysum bracteatum Helichrysum see oil. I. Separation and characterization of individual acids Powell, R. G.; Smith Jr, C. R.; Wolff, I. A. Journal of the American Oil Chemists' Society (1965) 42 165-169 9.5 GLC-Area-%
Helichrysum bracteatum Helichrysum see oil. I. Separation and characterization of individual acids Powell, R. G.; Smith Jr, C. R.; Wolff, I. A. Journal of the American Oil Chemists' Society (1965) 42 165-169 9.5 GLC-Area-%
Helichrysum bracteatum Helichrysum Seed Oil. II. Structure and Chemistry of a New Enynolic Acid 1 Powell, R. G.; Smith, C. R.; Glass, C. A.; Wolff, I. A. The Journal of Organic Chemistry (1965) 30 610-615 9.5 GLC-Area-%
Chrysanthemum zawadskii Occurrence of a novel cis,cis,cis-octadeca-3,9,12-trienoic (Z,Z,Z-octadeca-3,9,12-trienoic) acid in Chrysanthemum (Tanacetum) zawadskii herb. (Compositae) seed oil Tsevegsuren, Nanzad; Fujimoto, Kenshiro; Christie, William W.; Endo, Yasushi Lipids (2003) 38 573-578 8.6 weight-%
Crepis orientalis Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 7.2 GLC-Area-%
Crepis capillaris Unpublished unpublished results MRI (1995) 3.0 GLC-Area-%
Crepis aurea Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 2.4 GLC-Area-%
Rubus idaeus L. 红松果壳油化学成分的研究_简报_刘桂荣 . Study on the Chemical Constituents of the Fruit Shell of Pinus bungeana Zucc. ex Endl. Guirong Liu; Wanzhong Huang; Ruijian Wang; Zhongkai Yan; Li Geng China Journal of Chinese Materia Medica (1994) 19(7) 425-426 1.43 weight-%
Rubus fruticosus L. 黑穗醋栗种子脂肪酸的研究_刘洪章 . Studies on Fatty Acids of Ribes nigrum L. Seed Hongzhang Liu; Rui Hao; Xiansong Zhao; Xiangdan Li Chinese Wild Plant Resources (1995) (3) 31-33 1.2 weight-%
Crepis conyzaefolis EPOXYOCTADECADIENOIC ACIDS FROM CREPIS-CONYZAEFOLIA SEED OIL Spencer, G. F. Phytochemistry (1977) 16 282-284 1.2 GLC-Area-%
Crepis vesicaria Compositional variation in seed oils of the Crepis genus Earle, F. R.; Barclay, A. S.; Wolff, I. A. Lipids (1966) 1 325-327 1.1 GLC-Area-%
Camellia polyodonta F.C. How ex Hu 15株雅安红花油茶树茶籽含油率及脂肪酸组成分析_徐洲 GC-MS . Oil content and fatty acid composition of 15 Camellia polyodonta in ya'an XU Zhou; LI Qian-qian; ZHOU Qing-fen; LI Xu; DING Chun-bang Science and Technology of Food Industry (2014) 35(17) 305-308 0.0 weight-%