9,12,15-Octadecatrienoic acid, methyl ester, (Z,Z,Z)-
- Formula: C19H32O2
- Molecular weight: 292.4562
- IUPAC Standard InChIKey: DVWSXZIHSUZZKJ-YSTUJMKBSA-N
- CAS Registry Number: 301-00-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Stereoisomers:
- Other names: Linolenic acid, methyl ester; Methyl all-cis-9,12,15-octadecatrienoate; Methyl linolenate; cis,cis,cis-9,12,15-Octadecatrienoic acid, methyl ester; Methyl α-linolenate; Methyl linolenate, α; (Z,Z,Z)-9,12,15-Octadecatrienoic acid, methyl ester; [Z,Z,Z]-9,12,15-Octadecadienoic acid methyl ester; methyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate
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Normal alkane RI, non-polar column, temperature ramp
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | RTx-1 | SPB-1 | OV-1 | SPB-1 | HP-5 MS |
Column length (m) | 60. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.22 | 0.32 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 60. | 30. | 50. | 50. | 150. |
Tend (C) | 230. | 250. | 250. | 250. | 280. |
Heat rate (K/min) | 2. | 4. | 5. | 5. | 5. |
Initial hold (min) | 3. | 3. | 3. | ||
Final hold (min) | 35. | 10. | 2. | 15. | 10. |
I | 2081. | 2089. | 2076. | 2073. | 2113. |
Reference | Dib, Bendahou, et al., 2010 | Escalona-Arranz, Perez-Roses, et al., 2010 | Hu, Liang, et al., 2010 | Lazarevic, Palic, et al., 2010 | Vedernikov and Roschin, 2010 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 MS | HP-5MS | RTX-5 MS | Elite-5MS | HP-101 |
Column length (m) | 30. | 30. | 30. | 30. | 25. |
Carrier gas | Helium | N2 | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.32 | 0.2 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.5 | 0.2 |
Tstart (C) | 50. | 50. | 60. | 40. | 70. |
Tend (C) | 280. | 200. | 200. | 280. | 200. |
Heat rate (K/min) | 4. | 1. | 2. | 4. | 3. |
Initial hold (min) | 1. | 2. | 5. | 2. | |
Final hold (min) | 10. | 10. | 15. | ||
I | 2100. | 2125. | 2098. | 2096. | 2081. |
Reference | Zhao, Zeng, et al., 2009 | Calyecac-cortero, Cibrian-Tovar, et al., 2007 | Edris, Chizzola, et al., 2007 | Tava, Pecetti, et al., 2007 | Mastelic, Jerkovic, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | DB-5 | HP-5 | DB-5 | BP-5 |
Column length (m) | 30. | 25. | 30. | 30. | 25. |
Carrier gas | He | He | Helium | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.33 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Tstart (C) | 60. | 60. | 40. | 40. | 50. |
Tend (C) | 200. | 200. | 250. | 250. | 275. |
Heat rate (K/min) | 2. | 2. | 5. | 2. | 3. |
Initial hold (min) | 2. | 5. | |||
Final hold (min) | 60. | 80. | 5. | 20. | |
I | 2099. | 2096. | 2073. | 2098. | 2082. |
Reference | Rout, Naik, et al., 2006 | Rout, Misra, et al., 2005 | N/A | Senatore, Rigano, et al., 2004 | Ardakani, Mosaddegh, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|
Active phase | DB-5 | DB-5 | OV-101 | OV-101 |
Column length (m) | 30. | 30. | 30. | 30. |
Carrier gas | He | Hydrogen | Hydrogen | |
Substrate | ||||
Column diameter (mm) | 0.25 | 0.25 | 0.35 | 0.35 |
Phase thickness (μm) | 0.25 | 0.25 | ||
Tstart (C) | 40. | 60. | 60. | 60. |
Tend (C) | 260. | 240. | 270. | 270. |
Heat rate (K/min) | 2. | 3. | 4. | 4. |
Initial hold (min) | 5. | 0.5 | 0.5 | |
Final hold (min) | ||||
I | 2099. | 2098. | 2078. | 2078. |
Reference | Senatore and Bruno, 2003 | Tellez, Khan, et al., 2002 | Ehrhardt, Osterroht, et al., 1980 | Ehrhardt, Osterroht, et al., 1980 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Dib, Bendahou, et al., 2010
Dib, M.A.; Bendahou, M.; Bendiabdellah, A.; Djabou, N.; Allali, H.; Tabti, B.; Paolini, J.; Costa, J.,
Partial chemical composition and antimicrobial activity of Daucus crinitus Desf. extracts,
Grasas y Aceites, 2010, 61, 3, 271-278, https://doi.org/10.3989/gya.122609
. [all data]
Escalona-Arranz, Perez-Roses, et al., 2010
Escalona-Arranz, J.C.; Perez-Roses, R.; Jimenez, I.L.; Rodriguez-Amado, J.; Argota-Coello, H.; Canizares-Lay, J.; Morris-Quevedo, H.J.; Sierra-Gonzales, G.,
Chemical constituents of Tamarindus indica L. leaves,
Rev. Cubana Quim., 2010, 22, 3, 65-71. [all data]
Hu, Liang, et al., 2010
Hu, C.-D.; Liang, Y.-Z.; Guo, F.-Q.; Li, X.-R.; Wang, W.-P.,
Determination of essential oil composition from Osmanthus fragrans tea by GC-MS combined with a chemometric resolution method,
Molecules, 2010, 15, 5, 3683-3693, https://doi.org/10.3390/molecules15053683
. [all data]
Lazarevic, Palic, et al., 2010
Lazarevic, J.S.; Palic, R.V.M.; Radulovic, N.S.; Ristic, N.R.; Stojanovic, G.S.,
Chemical composition and screening of the antimicrobial and antioxidative acrivity of extracts of Stachys species,
J. Serb. Chem. Soc., 2010, 75, 10, 1347-1359, https://doi.org/10.2298/JSC100601117L
. [all data]
Vedernikov and Roschin, 2010
Vedernikov, D.N.; Roschin, V.I.,
Extractive compounds of Birch Buds (Betula pendula Roth.): I. Composition of fatty acids, hydrocarbons , and esters,
Rus. J. Bioorg. Chem., 2010, 36, 7, 894-898, https://doi.org/10.1134/S1068162010070174
. [all data]
Zhao, Zeng, et al., 2009
Zhao, C.; Zeng, Y.; Wan, M.; Li, R.; Liang, Y.; Li, C.; Zeng, Z.; Chau, F.-T.,
Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods,
J. Sep. Sci., 2009, 32, 4, 660-670, https://doi.org/10.1002/jssc.200800484
. [all data]
Calyecac-cortero, Cibrian-Tovar, et al., 2007
Calyecac-cortero, H.G.; Cibrian-Tovar, J.; Soto-Hernandez, M.; Garcia-Velasco, R.,
Aislamento e identificacion de volatiles de Physalis philadelphica LAM. (Isolation and identification of Physalis philadelphica LAM. volatiles),
Agrociencia, 2007, 41, 337-346. [all data]
Edris, Chizzola, et al., 2007
Edris, A.E.; Chizzola, R.; Franz, C.,
Isolation and characterization of the volatile aroma compounds from the concrete headspace and the absolute of Jasminum sambac (L.) Ait. (Oleaceae) flowers grown in Egypt,
Eur. Food Res. Technol., 2007, https://doi.org/10.1007/s00217-007-0623-y
. [all data]
Tava, Pecetti, et al., 2007
Tava, A.; Pecetti, L.; Ricci, M.; Pagnotta, M.A.; Russi, L.,
Volatile compounds from leaves and flowers of Bituminaria bituminosa (L.) Stirt. (Fabaceae) from Italy,
Flavour Fragr. J., 2007, 22, 5, 363-370, https://doi.org/10.1002/ffj.1806
. [all data]
Mastelic, Jerkovic, et al., 2006
Mastelic, J.; Jerkovic, I.; Mesic, M.,
Volatile constituents from flowers, leaves, bark and wood of Prunus mahaleb L.,
Flavour Fragr. J., 2006, 21, 2, 306-313, https://doi.org/10.1002/ffj.1596
. [all data]
Rout, Naik, et al., 2006
Rout, P.K.; Naik, S.N.; Rao, Y.R.,
Composition of the concrete, absolute, headspace and essential oil of the flowers of Michelia champaca Linn.,
Flavour Fragr. J., 2006, 21, 6, 906-911, https://doi.org/10.1002/ffj.1742
. [all data]
Rout, Misra, et al., 2005
Rout, P.K.; Misra, R.; Sahoo, S.; Sree, A.; Rao, Y.R.,
Extraction of kewda (Pandanus fascicularis Lam.) flowers with hexane: composition of concrete, absolute and wax,
Flavour Fragr. J., 2005, 20, 4, 442-444, https://doi.org/10.1002/ffj.1466
. [all data]
Senatore, Rigano, et al., 2004
Senatore, F.; Rigano, D.; de Fusco, R.; Bruno, M.,
Composition of the essential oil from flowerheads of Chrysanthemum coronarium L. (Asteraceae) growing wild in Southern Italy,
Flavour Fragr. J., 2004, 19, 2, 149-152, https://doi.org/10.1002/ffj.1285
. [all data]
Ardakani, Mosaddegh, et al., 2003
Ardakani, M.S.; Mosaddegh, M.; Shafaati, A.,
Volatile constituents from the aerial parts of Verbena Officinalis L. (Vervain),
Iran. J. Pharm. Res., 2003, 2, 39-42. [all data]
Senatore and Bruno, 2003
Senatore, F.; Bruno, M.,
Composition of the essential oil of Pallenis spinosa (L.) Cass. (Asteraceae),
Flavour Fragr. J., 2003, 18, 3, 195-197, https://doi.org/10.1002/ffj.1180
. [all data]
Tellez, Khan, et al., 2002
Tellez, M.R.; Khan, I.A.; Kobaisy, M.; Schrader, K.K.; Dayan, F.E.; Osbrink, W.,
Composition of the essential oil of Lepidium meyenii (Walp.),
Phytochemistry, 2002, 61, 2, 149-155, https://doi.org/10.1016/S0031-9422(02)00208-X
. [all data]
Ehrhardt, Osterroht, et al., 1980
Ehrhardt, M.; Osterroht, C.; Petrick, G.,
Fatty-acid methyl esters dissolved in seawater and associated with suspended particulate material,
Marine Chem., 1980, 10, 1, 67-76, https://doi.org/10.1016/0304-4203(80)90059-6
. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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