<?xml version="1.0" encoding="UTF-8"?><!DOCTYPE article  PUBLIC "-//NLM//DTD Journal Publishing DTD v3.0 20080202//EN" "http://dtd.nlm.nih.gov/publishing/3.0/journalpublishing3.dtd"><article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" dtd-version="3.0" xml:lang="en" article-type="research article"><front><journal-meta><journal-id journal-id-type="publisher-id">IJAMSC</journal-id><journal-title-group><journal-title>International Journal of Analytical Mass Spectrometry and Chromatography</journal-title></journal-title-group><issn pub-type="epub">2332-1768</issn><publisher><publisher-name>Scientific Research Publishing</publisher-name></publisher></journal-meta><article-meta><article-id pub-id-type="doi">10.4236/ijamsc.2019.71002</article-id><article-id pub-id-type="publisher-id">IJAMSC-91093</article-id><article-categories><subj-group subj-group-type="heading"><subject>Articles</subject></subj-group><subj-group subj-group-type="Discipline-v2"><subject>Chemistry&amp;Materials Science</subject></subj-group></article-categories><title-group><article-title>
 
 
  Yield, Quality and Composition of Cumin Essential Oil as Affected by Storage Period
 
</article-title></title-group><contrib-group><contrib contrib-type="author" xlink:type="simple"><name name-style="western"><surname>Abdlazim</surname><given-names>Mohamed Ali</given-names></name><xref ref-type="aff" rid="aff1"><sup>1</sup></xref><xref ref-type="corresp" rid="cor1"><sup>*</sup></xref></contrib><contrib contrib-type="author" xlink:type="simple"><name name-style="western"><surname>Hana</surname><given-names>Jumma Ali Jumma</given-names></name><xref ref-type="aff" rid="aff1"><sup>1</sup></xref></contrib></contrib-group><aff id="aff1"><addr-line>Faculty of Agriculture, Nile Valley University, Atbara, Sudan</addr-line></aff><pub-date pub-type="epub"><day>01</day><month>03</month><year>2019</year></pub-date><volume>07</volume><issue>01</issue><fpage>9</fpage><lpage>17</lpage><history><date date-type="received"><day>19,</day>	<month>September</month>	<year>2018</year></date><date date-type="rev-recd"><day>10,</day>	<month>March</month>	<year>2019</year>	</date><date date-type="accepted"><day>13,</day>	<month>March</month>	<year>2019</year></date></history><permissions><copyright-statement>&#169; Copyright  2014 by authors and Scientific Research Publishing Inc. </copyright-statement><copyright-year>2014</copyright-year><license><license-p>This work is licensed under the Creative Commons Attribution International License (CC BY). http://creativecommons.org/licenses/by/4.0/</license-p></license></permissions><abstract><p>
 
 
  Essential oils from newly produced (2017) and previous season crop (2016) of cumin (
  <em>Cuminum cyminum</em> L.) seeds collected from local farmers in Dongla area, north Sudan were extracted and analyzed to determine the effect of storage period on volatile oil yield and quality. The essential oil was extracted using hydro distillation method. Identification of the volatile compounds was performed using gas chromatography-mass spectrometry (GC/MS). Results revealed that oil obtained from cumin (
  <em>Cuminum cyminum</em> L.) was pale yellow. With respect to oil characteristics, the specific gravity, refractive index, acid value, ester value and other quality characters were not significantly different between the stored and newly harvested seeds. Thirty-eight compounds were separated and identified in cumin seeds essential oil in both seasons with some minor differences in some components between 2016 and 2017 samples. Major effective components of cumin seeds volatile oil were cumin alcohol (4-isopropylbenzyl alcohol), cumin aldehydes as 4-Isopropylbenzaldehyd and 7,7-dimethylbicyclo (4.1.0) hept-3-ene-4-carbaldehyde known as carenal, terpinenes as
  <em> γ</em>-terpinene and 
  <em>α</em>-terpinene (1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl) and 1,3-cyclohexadine-1-methanol, 4(1-methethyle)-), 
  <em>β</em>-pinene, 
  <em>o</em>-cymene and
  <em> p</em>-menthadienol in both stored and newly harvested samples. Differences between the samples season wise were very minor with respect to type of volatile components but percentage oil yield was largely decreased by storage period.
 
</p></abstract><kwd-group><kwd>Cumin</kwd><kwd> Essential Oil</kwd><kwd> Major Compounds</kwd></kwd-group></article-meta></front><body><sec id="s1"><title>1. Introduction</title><p>Cumin (Cuminum cyminum L.), belonging to the family Umbelliferae, is believed to be a native from the East Mediterranean to East India. It is a herbaceous and medicinal crop and one of the oldest and popular seed spices worldwide after black pepper. It is known under various names in different countries [<xref ref-type="bibr" rid="scirp.91093-ref1">1</xref>] [<xref ref-type="bibr" rid="scirp.91093-ref2">2</xref>] . Cumin seed is generally used as a spice for foods in the form of powder for flavoring different food preparations [<xref ref-type="bibr" rid="scirp.91093-ref3">3</xref>] . It also has a variety of medicinal properties [<xref ref-type="bibr" rid="scirp.91093-ref4">4</xref>] .</p><p>In Sudan, cumin spread along the Nile valley and some other parts where it continues to be sown by smallholders in the winter season to provide flavoring material. The cultivation of the crop is widely spreading especially in the Northern parts of Sudan, but very few or no attention was given by researchers to the plant [<xref ref-type="bibr" rid="scirp.91093-ref5">5</xref>] .</p><p>Essential oils are the volatile fragrant components from various plants with significant trade value, nationally and internationally, for several uses [<xref ref-type="bibr" rid="scirp.91093-ref6">6</xref>] . All true essential oils are volatile aromatic secondary metabolites of plant origin. Their occurrences differ from one plant to other according to type of plant part containing oil [<xref ref-type="bibr" rid="scirp.91093-ref7">7</xref>] . Cumin seeds contain 2.5% - 4.0% volatile oil and aldehydes or cuminol, which attributes to the aroma, and are considered as the major oil constituents [<xref ref-type="bibr" rid="scirp.91093-ref1">1</xref>] .</p><p>Very few works were devoted by Sudanese researchers to improve crop productivity and processing, therefore, the general and the main objective of this study is extraction and characterization of essential oil from cumin (Cuminum cyminum L.) seeds with specific objectives of:</p><p>− Extraction of the volatile oil of cumin (Cuminum cyminum L.) by hydro distillation.</p><p>− Identification of volatile components of oils using gas chromatography-mass spectrometry (GC/MS).</p><p>− Investigation of the effect of one season storage of cumin (Cuminum cyminum L.) schizocarp fruits (traditionally called seeds) on their volatile oil qualities.</p></sec><sec id="s2"><title>2. Material and Methods</title><sec id="s2_1"><title>2.1. Plant Material and Essential Oil Extraction</title><p>Two samples of Cumin (Cuminum cyminum L.) seeds, newly harvested and other stored over season, were fetched from local farmers in Dongla area, north Sudan (production seasons 2016 and 2017). One hundred grams of old and newly harvested cumin seeds stored under shade at room temperature were hydro distilled and prepared for further detection of chemical and physical properties, including color, odor, specific gravity, refractive index, acid value, ester number, peroxide value and degeneration degree. SAS computer program was used to statistically analyze results as completely randomized design using duplicate readings.</p><p>For Gas Chromatography-Mass Spectrometry (GC-MS) five hundred grams of an old and newly harvested dried cumin seeds were distilled for further detection of chemical constituents. The extraction of the essential oil of cumin is achieved using hydro-distillation process, after seed crushing, with hydro distillation apparatus according to the European Pharmacopoeia [<xref ref-type="bibr" rid="scirp.91093-ref8">8</xref>] . Oil extraction continued for 3 h (until no more essential oil was obtained). The essential oil was collected, dried under anhydrous sodium sulphate and stored at 0˚C for further use.</p></sec><sec id="s2_2"><title>2.2. Oil Analysis Procedure</title><p>The composition of the essential oil was analyzed using gas chromatography-mass spectroscopy technique. GC-MS instrument used was model QP2010-Ultra, Shimadzu Company, Japans, with serial number 020525101565SA equipped with capillary column (Rtx-5 ms-30 m &#215; 0.25 mm &#215; 0.25 &#181;m) and flame ionization detector (FID). The sample was injected using split mode (Split ratio: 1:100), helium as carrier gas passed with flow rate 1.69 ml per minute, the temperature program was started from 50˚C with rate 7˚C per minute to 180˚C then the rate was changed to 10˚C per minute reaching 300˚C as final temperature degree, with 3 min hold time. The injection port temperature was 300˚C, the ion source temperature was 200˚C and the interface temperature was 250˚C. The sample was analyzed using scan mode in the range of m/z 40 - 550 charges to ratio and the total run time was 28 min. Identification of components for the sample was achieved comparing their retention times and mass fragmentation results automatically by instrument software with those available in the libraries of the National Institute of Standards and Technology (NIST), US National Library of Medicine (PUBCHEM), The National Center for Biotechnology Information (NCIB) and Royal Society of Chemistry (Chem Spider).</p></sec></sec><sec id="s3"><title>3. Results and Discussion</title><p>Oil obtained from cumin (Cuminum cyminum L.) was pale yellow. Hydro distillation of cumin seeds produced a percentage yield of cumin essential oil of 2.45% and 4% (v/w) of volatile oils, sample 2016 and sample 2017 respectively. This significant reduction in essential oil yield in stored sample was in line with that obtained by [<xref ref-type="bibr" rid="scirp.91093-ref9">9</xref>] in coriander stored oil. Flavor of essential oil of cumin seeds was slightly bitter, strongly aromatic with some strong dislikable odors. The essential oil characteristics detected according to standard procedures showed no significant differences in characteristics between samples of 2016 and 2017 seeds. The specific gravity ranged between 0.8772 in 2016 to 0.8767 in 2017 sample. Refractive index ranged between 1.505 in 2016 to 1.5035 in 2017 sample. Acid value ranged 1.1222 in 2016 to 2.435 in 2017 sample and ester value 56.39055 in 2016 to 74.76658 in 2017 sample (<xref ref-type="table" rid="table1">Table 1</xref>).</p><p>Identification of cumin seeds volatile oil components extracted by hydro distillation and analyzed using GC/MS are shown in <xref ref-type="table" rid="table2">Table 2</xref> and <xref ref-type="table" rid="table3">Table 3</xref>. From the results, 38 compounds were separated and identified in cumin seeds in both newly harvested and stored sample (<xref ref-type="fig" rid="fig1">Figure 1</xref> and <xref ref-type="fig" rid="fig2">Figure 2</xref>) compared with 49</p><table-wrap-group id="1"><label><xref ref-type="table" rid="table1">Table 1</xref></label><caption><title> Physical and chemical characteristics of essential oil of Cuminum cyminum L</title></caption><table-wrap id="1_1"><table><tbody><thead><tr><th align="center" valign="middle" >No.</th><th align="center" valign="middle" >Physical and chemical Properties</th><th align="center" valign="middle" >Sample 2016</th><th align="center" valign="middle" >Average 2016</th><th align="center" valign="middle" >Sample 2017</th><th align="center" valign="middle" >Average 2017</th></tr></thead><tr><td align="center" valign="middle" >1</td><td align="center" valign="middle" >Color</td><td align="center" valign="middle" >Pale yellow</td><td align="center" valign="middle" ></td><td align="center" valign="middle" >Pale yellow</td><td align="center" valign="middle" ></td></tr><tr><td align="center" valign="middle" >2</td><td align="center" valign="middle" >Odor</td><td align="center" valign="middle" >Strong and somewhat disagreeable</td><td align="center" valign="middle" ></td><td align="center" valign="middle" >Strong and somewhat disagreeable</td><td align="center" valign="middle" ></td></tr><tr><td align="center" valign="middle" >3</td><td align="center" valign="middle" >Yield</td><td align="center" valign="middle" >2.45 - 2.55</td><td align="center" valign="middle" >2.5%</td><td align="center" valign="middle" >4 - 4</td><td align="center" valign="middle" >4%</td></tr><tr><td align="center" valign="middle" >4</td><td align="center" valign="middle" >Specific Gravity</td><td align="center" valign="middle" >0.8674 - 0.8870</td><td align="center" valign="middle" >0.8772</td><td align="center" valign="middle" >0.8614 - 0.892</td><td align="center" valign="middle" >0.8767</td></tr><tr><td align="center" valign="middle" >5</td><td align="center" valign="middle" >Refractive Index</td><td align="center" valign="middle" >1.505 - 1.505</td><td align="center" valign="middle" >1.505</td><td align="center" valign="middle" >1.505 - 1.502</td><td align="center" valign="middle" >1.5035</td></tr><tr><td align="center" valign="middle" >6</td><td align="center" valign="middle" >Acid Value (as mg KOH/g oil)</td><td align="center" valign="middle" >1.40275 - 0.84165</td><td align="center" valign="middle" >1.1222</td><td align="center" valign="middle" >1.222 - 3.64715</td><td align="center" valign="middle" >2.434575</td></tr><tr><td align="center" valign="middle" >7</td><td align="center" valign="middle" >Ester number (as mg KOH/g oil)</td><td align="center" valign="middle" >54.70725 - 58.07385</td><td align="center" valign="middle" >56.39055</td><td align="center" valign="middle" >77.4318 - 72.10135</td><td align="center" valign="middle" >74.76658</td></tr><tr><td align="center" valign="middle" >8</td><td align="center" valign="middle" >Peroxide value (as meq.O<sub>2</sub>/Kg oil)</td><td align="center" valign="middle" >0.025 - 0.045</td><td align="center" valign="middle" >0.035</td><td align="center" valign="middle" >0.05 - 0.015</td><td align="center" valign="middle" >0.0325</td></tr><tr><td align="center" valign="middle" >9</td><td align="center" valign="middle" >Degeneration degree (as mg KOH/g oil)</td><td align="center" valign="middle" >56.11 - 58.92</td><td align="center" valign="middle" >57.515</td><td align="center" valign="middle" >78.554 - 75.7485</td><td align="center" valign="middle" >77.15125</td></tr></tbody></table></table-wrap><table-wrap id="1_2"><table><tbody><thead><tr><th align="center" valign="middle" >Physicochemical properties</th><th align="center" valign="middle" >R-Square</th><th align="center" valign="middle" >P value</th><th align="center" valign="middle" >Sig. (0.05)</th></tr></thead><tr><td align="center" valign="middle" >Specific gravity</td><td align="center" valign="middle" >0.950445</td><td align="center" valign="middle" >0.2226</td><td align="center" valign="middle" >Not Significant</td></tr><tr><td align="center" valign="middle" >Refractive index</td><td align="center" valign="middle" >0.000000</td><td align="center" valign="middle" ></td><td align="center" valign="middle" >NS</td></tr><tr><td align="center" valign="middle" >Degree of acidity</td><td align="center" valign="middle" >0.517928</td><td align="center" valign="middle" >0.5635</td><td align="center" valign="middle" >NS</td></tr><tr><td align="center" valign="middle" >Peroxide value</td><td align="center" valign="middle" >0.076336</td><td align="center" valign="middle" >0.9423</td><td align="center" valign="middle" >NS</td></tr><tr><td align="center" valign="middle" >De generation degree</td><td align="center" valign="middle" >0.979964</td><td align="center" valign="middle" >0.0904</td><td align="center" valign="middle" >NS</td></tr><tr><td align="center" valign="middle" >Ester number</td><td align="center" valign="middle" >0.947114</td><td align="center" valign="middle" >0.1479</td><td align="center" valign="middle" >NS</td></tr></tbody></table></table-wrap></table-wrap-group><table-wrap id="table2" ><label><xref ref-type="table" rid="table2">Table 2</xref></label><caption><title> The results of the analysis of the GC/MS spectrum of the different constituents of the essential oil extracted from cumin (2017) by hydrodistillation</title></caption><table><tbody><thead><tr><th align="center" valign="middle" >Peak</th><th align="center" valign="middle" >Retention time (min)</th><th align="center" valign="middle" >Area %</th><th align="center" valign="middle" >Compound Name</th></tr></thead><tr><td align="center" valign="middle" >1</td><td align="center" valign="middle" >4.695</td><td align="center" valign="middle" >0.19</td><td align="center" valign="middle" >α-Phyllanderene</td></tr><tr><td align="center" valign="middle" >2</td><td align="center" valign="middle" >4.834</td><td align="center" valign="middle" >0.42</td><td align="center" valign="middle" >α-Pinene</td></tr><tr><td align="center" valign="middle" >3</td><td align="center" valign="middle" >5.565</td><td align="center" valign="middle" >0.77</td><td align="center" valign="middle" >Bicyclo(3.1.0)hexane,4-ethylene-1-(1-m</td></tr><tr><td align="center" valign="middle" >4</td><td align="center" valign="middle" >5.647</td><td align="center" valign="middle" >6.80</td><td align="center" valign="middle" >Bicyclo(3.1.1)heptane6-6 dimethyl 1-2 methylene (β-Pinene)</td></tr><tr><td align="center" valign="middle" >5</td><td align="center" valign="middle" >5.855</td><td align="center" valign="middle" >0.72</td><td align="center" valign="middle" >β-myrecene</td></tr><tr><td align="center" valign="middle" >6</td><td align="center" valign="middle" >6.162</td><td align="center" valign="middle" >0.97</td><td align="center" valign="middle" >β-Phyllanderene</td></tr><tr><td align="center" valign="middle" >7</td><td align="center" valign="middle" >6.282</td><td align="center" valign="middle" >0.03</td><td align="center" valign="middle" >β-ocimene</td></tr><tr><td align="center" valign="middle" >8</td><td align="center" valign="middle" >6.404</td><td align="center" valign="middle" >0.22</td><td align="center" valign="middle" >(+)-2-careen</td></tr><tr><td align="center" valign="middle" >9</td><td align="center" valign="middle" >6.509</td><td align="center" valign="middle" >0.21</td><td align="center" valign="middle" >Cyclohexane-1-methyle-4(1-methleethyle)-</td></tr><tr><td align="center" valign="middle" >10</td><td align="center" valign="middle" >6.571</td><td align="center" valign="middle" >2.59</td><td align="center" valign="middle" >Benzene, 1-methyl-2-(1-ethylethyl)-) (O-Cymene)</td></tr><tr><td align="center" valign="middle" >11</td><td align="center" valign="middle" >6.658</td><td align="center" valign="middle" >0.57</td><td align="center" valign="middle" >D-limonene</td></tr><tr><td align="center" valign="middle" >12</td><td align="center" valign="middle" >6.728</td><td align="center" valign="middle" >0.24</td><td align="center" valign="middle" >Eucalyptal</td></tr><tr><td align="center" valign="middle" >13</td><td align="center" valign="middle" >7.282</td><td align="center" valign="middle" >10.17</td><td align="center" valign="middle" >1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-(γ-terpinene)</td></tr><tr><td align="center" valign="middle" >14</td><td align="center" valign="middle" >7.485</td><td align="center" valign="middle" >0.11</td><td align="center" valign="middle" >Bicyclo(3-1-0)hexane-2-ol,2methyl1-5 (1-me</td></tr><tr><td align="center" valign="middle" >15</td><td align="center" valign="middle" >7.903</td><td align="center" valign="middle" >0.05</td><td align="center" valign="middle" >Cyclohexane-1-methyle-4(1-methleethyle)-</td></tr><tr><td align="center" valign="middle" >16</td><td align="center" valign="middle" >8.131</td><td align="center" valign="middle" >0.45</td><td align="center" valign="middle" >1-6-octadien-3-ol,3-7dimethyl 1-</td></tr><tr><td align="center" valign="middle" >17</td><td align="center" valign="middle" >8.645</td><td align="center" valign="middle" >0.06</td><td align="center" valign="middle" >2 Cyclohexane-1-methyle-4(1-methleethyle)-</td></tr><tr><td align="center" valign="middle" >18</td><td align="center" valign="middle" >9.041</td><td align="center" valign="middle" >0.15</td><td align="center" valign="middle" >P-Menth-8-en-1-ol steroisomer</td></tr><tr><td align="center" valign="middle" >19</td><td align="center" valign="middle" >9.256</td><td align="center" valign="middle" >0.03</td><td align="center" valign="middle" >Cyclo hexane, 3 butyl</td></tr><tr><td align="center" valign="middle" >20</td><td align="center" valign="middle" >9.397</td><td align="center" valign="middle" >0.03</td><td align="center" valign="middle" >2-Decyn-1-ol</td></tr><tr><td align="center" valign="middle" >21</td><td align="center" valign="middle" >9.565</td><td align="center" valign="middle" >0.04</td><td align="center" valign="middle" >3-cyclohexane-1-carboxaldehyde,134-tri</td></tr><tr><td align="center" valign="middle" >22</td><td align="center" valign="middle" >9.621</td><td align="center" valign="middle" >0.05</td><td align="center" valign="middle" >2,6-dimethyle-357-octatriene-2-ol,E,E</td></tr><tr><td align="center" valign="middle" >23</td><td align="center" valign="middle" >9.854</td><td align="center" valign="middle" >0.23</td><td align="center" valign="middle" >Terpinene-4-ol</td></tr><tr><td align="center" valign="middle" >24</td><td align="center" valign="middle" >10.191</td><td align="center" valign="middle" >4.73</td><td align="center" valign="middle" >1,3-cyclohexadine-1-methanol,4(1-methethyle)-(α-Terpinene)</td></tr><tr><td align="center" valign="middle" >25</td><td align="center" valign="middle" >11.238</td><td align="center" valign="middle" >20.60</td><td align="center" valign="middle" >4-Isopropylbenzaldehyd (cumin aldehyde)</td></tr><tr><td align="center" valign="middle" >26</td><td align="center" valign="middle" >11.757</td><td align="center" valign="middle" >0.13</td><td align="center" valign="middle" >Santolinatriene</td></tr><tr><td align="center" valign="middle" >27</td><td align="center" valign="middle" >11.937</td><td align="center" valign="middle" >0.40</td><td align="center" valign="middle" >1-cyclohexane-1-carboxaldehyde, 4(1-meth)</td></tr><tr><td align="center" valign="middle" >28</td><td align="center" valign="middle" >12.155</td><td align="center" valign="middle" >15.28</td><td align="center" valign="middle" >7,7-dimethylbicyclo (4.1.0) hept-3-ene-4-carbaldehyde (3-caren-10-al)</td></tr><tr><td align="center" valign="middle" >29</td><td align="center" valign="middle" >12.318</td><td align="center" valign="middle" >31.03</td><td align="center" valign="middle" >4-isopropylbenzyl alcohol (cuminol )</td></tr><tr><td align="center" valign="middle" >30</td><td align="center" valign="middle" >12.519</td><td align="center" valign="middle" >0.16</td><td align="center" valign="middle" >2,3,5-trimythlanizol</td></tr><tr><td align="center" valign="middle" >31</td><td align="center" valign="middle" >13.015</td><td align="center" valign="middle" >1.47</td><td align="center" valign="middle" >1,4-cyclohexadine-1-methanol,4(1-methylethyle)-(p-Mentha-1,4-dien-7-ol)</td></tr><tr><td align="center" valign="middle" >32</td><td align="center" valign="middle" >13.237</td><td align="center" valign="middle" >0.13</td><td align="center" valign="middle" >Bicyclo(311)hepta-2-ene-2-carboxaldehyde</td></tr><tr><td align="center" valign="middle" >33</td><td align="center" valign="middle" >14.097</td><td align="center" valign="middle" >0.21</td><td align="center" valign="middle" >2-Propionic acid3-phenyl-,methyl ester</td></tr><tr><td align="center" valign="middle" >34</td><td align="center" valign="middle" >15.374</td><td align="center" valign="middle" >0.05</td><td align="center" valign="middle" >(E)-beta Famesene</td></tr><tr><td align="center" valign="middle" >35</td><td align="center" valign="middle" >15.884</td><td align="center" valign="middle" >0.37</td><td align="center" valign="middle" >Spiro(45)dec-7-ene,1,8-dimethyl1-4(1-methylethyle)-</td></tr><tr><td align="center" valign="middle" >36</td><td align="center" valign="middle" >18.159</td><td align="center" valign="middle" >0.26</td><td align="center" valign="middle" >Carotol</td></tr><tr><td align="center" valign="middle" >37</td><td align="center" valign="middle" >18.875</td><td align="center" valign="middle" >0.04</td><td align="center" valign="middle" >Gama-Muurolene</td></tr><tr><td align="center" valign="middle" >38</td><td align="center" valign="middle" >19.367</td><td align="center" valign="middle" >0.04</td><td align="center" valign="middle" >Cyclo hexane methanol,4-ethenyl-alpha</td></tr></tbody></table></table-wrap><table-wrap id="table3" ><label><xref ref-type="table" rid="table3">Table 3</xref></label><caption><title> The results of the analysis of the GC_MS spectrum of the different constituents of the essential oil extracted from cumin (2016) by hydrodistillation</title></caption><table><tbody><thead><tr><th align="center" valign="middle" >Peak</th><th align="center" valign="middle" >Retention time (min)</th><th align="center" valign="middle" >Area %</th><th align="center" valign="middle" >Compound Name</th></tr></thead><tr><td align="center" valign="middle" >1</td><td align="center" valign="middle" >4.699</td><td align="center" valign="middle" >0.18</td><td align="center" valign="middle" >α-Phyllanderene</td></tr><tr><td align="center" valign="middle" >2</td><td align="center" valign="middle" >4.838</td><td align="center" valign="middle" >0.38</td><td align="center" valign="middle" >α-Pinene</td></tr><tr><td align="center" valign="middle" >3</td><td align="center" valign="middle" >5.570</td><td align="center" valign="middle" >0.75</td><td align="center" valign="middle" >Bicyclo(3.1.0)hexane,4-ethylene-1-(1-m</td></tr><tr><td align="center" valign="middle" >4</td><td align="center" valign="middle" >5.653</td><td align="center" valign="middle" >6.56</td><td align="center" valign="middle" >Bicyclo(3.1.1)heptane6-6 dimethyl 1-2 methylene (β-Pinene)</td></tr><tr><td align="center" valign="middle" >5</td><td align="center" valign="middle" >5.861</td><td align="center" valign="middle" >0.71</td><td align="center" valign="middle" >β-myrecene</td></tr><tr><td align="center" valign="middle" >6</td><td align="center" valign="middle" >6.167</td><td align="center" valign="middle" >0.95</td><td align="center" valign="middle" >β-Phyllanderene</td></tr><tr><td align="center" valign="middle" >7</td><td align="center" valign="middle" >6.288</td><td align="center" valign="middle" >0.03</td><td align="center" valign="middle" >β-ocimene</td></tr><tr><td align="center" valign="middle" >8</td><td align="center" valign="middle" >6.410</td><td align="center" valign="middle" >0.22</td><td align="center" valign="middle" >(+)-2-careen</td></tr><tr><td align="center" valign="middle" >9</td><td align="center" valign="middle" >6.513</td><td align="center" valign="middle" >0.20</td><td align="center" valign="middle" >Cyclohexane-1-methyle-4(1-methleethyle)-</td></tr><tr><td align="center" valign="middle" >10</td><td align="center" valign="middle" >6.577</td><td align="center" valign="middle" >2.64</td><td align="center" valign="middle" >Benzene, 1-methyl-2-(1-ethylethyl)-) (O-Cymene)</td></tr><tr><td align="center" valign="middle" >11</td><td align="center" valign="middle" >6.664</td><td align="center" valign="middle" >0.54</td><td align="center" valign="middle" >D-limonene</td></tr><tr><td align="center" valign="middle" >12</td><td align="center" valign="middle" >6.734</td><td align="center" valign="middle" >0.26</td><td align="center" valign="middle" >Eucalyptal</td></tr><tr><td align="center" valign="middle" >13</td><td align="center" valign="middle" >7.290</td><td align="center" valign="middle" >9.92</td><td align="center" valign="middle" >1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-(γ-terpinene)</td></tr><tr><td align="center" valign="middle" >14</td><td align="center" valign="middle" >7.492</td><td align="center" valign="middle" >0.12</td><td align="center" valign="middle" >Bicyclo(3-1-0)hexane-2-ol,2methyl1-(1-methylethyl)-</td></tr><tr><td align="center" valign="middle" >15</td><td align="center" valign="middle" >7.908</td><td align="center" valign="middle" >0.05</td><td align="center" valign="middle" >Cyclohexane-1-methyle-4(1-methleethyle)-</td></tr><tr><td align="center" valign="middle" >16</td><td align="center" valign="middle" >8.140</td><td align="center" valign="middle" >0.48</td><td align="center" valign="middle" >1-6-octadien-3-ol,3-7 dimethyl 1-</td></tr><tr><td align="center" valign="middle" >17</td><td align="center" valign="middle" >8.650</td><td align="center" valign="middle" >0.06</td><td align="center" valign="middle" >2 Cyclohexane-1-methyle-4(1-methleethyle)-</td></tr><tr><td align="center" valign="middle" >18</td><td align="center" valign="middle" >9.046</td><td align="center" valign="middle" >0.14</td><td align="center" valign="middle" >P-Menth-8-en-1-ol steroisomer</td></tr><tr><td align="center" valign="middle" >19</td><td align="center" valign="middle" >9.261</td><td align="center" valign="middle" >0.04</td><td align="center" valign="middle" >Cyclo hexane, 3 butyl</td></tr><tr><td align="center" valign="middle" >20</td><td align="center" valign="middle" >9.626</td><td align="center" valign="middle" >0.06</td><td align="center" valign="middle" >2,6-dimethyle-357-octatriene-2-ol,E,E</td></tr><tr><td align="center" valign="middle" >21</td><td align="center" valign="middle" >9.857</td><td align="center" valign="middle" >0.24</td><td align="center" valign="middle" >Terpinene-4-ol</td></tr><tr><td align="center" valign="middle" >22</td><td align="center" valign="middle" >10.196</td><td align="center" valign="middle" >4.88</td><td align="center" valign="middle" >1,3-cyclohexadine-1-methanol,4(1-methethyle)-(α-Terpinene)</td></tr><tr><td align="center" valign="middle" >23</td><td align="center" valign="middle" >11.063</td><td align="center" valign="middle" >0.06</td><td align="center" valign="middle" >Phenol,3-(1-methyl ethyl)</td></tr><tr><td align="center" valign="middle" >24</td><td align="center" valign="middle" >11.244</td><td align="center" valign="middle" >20.66</td><td align="center" valign="middle" >4-Isopropylbenzaldehyd (cumin aldehyde)</td></tr><tr><td align="center" valign="middle" >25</td><td align="center" valign="middle" >11.763</td><td align="center" valign="middle" >0.14</td><td align="center" valign="middle" >Santolinatriene</td></tr><tr><td align="center" valign="middle" >26</td><td align="center" valign="middle" >11.941</td><td align="center" valign="middle" >0.46</td><td align="center" valign="middle" >1-cyclohexane-1-carboxaldehyde, 4(1-methyethyle)-</td></tr><tr><td align="center" valign="middle" >27</td><td align="center" valign="middle" >12.162</td><td align="center" valign="middle" >15.41</td><td align="center" valign="middle" >7,7-dimethylbicyclo (4.1.0) hept-3-ene-4-carbaldehyde(3-caren-10-al)</td></tr><tr><td align="center" valign="middle" >28</td><td align="center" valign="middle" >12.328</td><td align="center" valign="middle" >30.99</td><td align="center" valign="middle" >4-isopropylbenzyl alcohol (cuminol )</td></tr><tr><td align="center" valign="middle" >29</td><td align="center" valign="middle" >12.522</td><td align="center" valign="middle" >0.13</td><td align="center" valign="middle" >2,3,5-trimythlanizol</td></tr><tr><td align="center" valign="middle" >30</td><td align="center" valign="middle" >13.018</td><td align="center" valign="middle" >1.56</td><td align="center" valign="middle" >1,4-cyclohexadine-1-methanol,4(1-methylethyle)-(p-Mentha-1,4-dien-7-ol)</td></tr><tr><td align="center" valign="middle" >31</td><td align="center" valign="middle" >13.240</td><td align="center" valign="middle" >0.14</td><td align="center" valign="middle" >Bicyclo(311)hepta-2-ene-2-carboxaldehyde</td></tr><tr><td align="center" valign="middle" >32</td><td align="center" valign="middle" >14.017</td><td align="center" valign="middle" >0.03</td><td align="center" valign="middle" >Naphthalene, 124a, 568a-hexahydro-47</td></tr><tr><td align="center" valign="middle" >33</td><td align="center" valign="middle" >14.100</td><td align="center" valign="middle" >0.24</td><td align="center" valign="middle" >2-Propionic acid3-phenyl-,methyl ester</td></tr><tr><td align="center" valign="middle" >34</td><td align="center" valign="middle" >15.377</td><td align="center" valign="middle" >0.05</td><td align="center" valign="middle" >(E)-beta Famesene</td></tr><tr><td align="center" valign="middle" >35</td><td align="center" valign="middle" >15.886</td><td align="center" valign="middle" >0.39</td><td align="center" valign="middle" >Spiro(45)dec-7-ene,1,8-dimethyl1-4-(1-methylethyle)_</td></tr><tr><td align="center" valign="middle" >36</td><td align="center" valign="middle" >18.160</td><td align="center" valign="middle" >0.25</td><td align="center" valign="middle" >Carotol</td></tr><tr><td align="center" valign="middle" >37</td><td align="center" valign="middle" >18.877</td><td align="center" valign="middle" >0.04</td><td align="center" valign="middle" >Gama-Muurolene</td></tr><tr><td align="center" valign="middle" >38</td><td align="center" valign="middle" >19.370</td><td align="center" valign="middle" >0.04</td><td align="center" valign="middle" >Cyclo hexane methanol,4-ethenyl-alpha</td></tr></tbody></table></table-wrap><table-wrap id="table4" ><label><xref ref-type="table" rid="table4">Table 4</xref></label><caption><title> Major effective compounds of Sudanese cumin essential oil, their molecular weight and their chemical structure</title></caption><table><tbody><thead><tr><th align="center" valign="middle" ></th><th align="center" valign="middle" >Compound</th><th align="center" valign="middle" >Formula</th><th align="center" valign="middle" >Molecular weight</th><th align="center" valign="middle" >Chemical structure</th><th align="center" valign="middle" >Liberary</th></tr></thead><tr><td align="center" valign="middle" >1</td><td align="center" valign="middle" >Bicyclo(3.1.1)heptane6-6 dimethyl 1-2 methylene (β-Pinene)</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>16</sub></td><td align="center" valign="middle" >136</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x4.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >NIST PUBCHEM ChemSpider</td></tr><tr><td align="center" valign="middle" >2</td><td align="center" valign="middle" >Benzene, 1-methyl-2-(1-ethylethyl)-) (O-Cymene)</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>14</sub></td><td align="center" valign="middle" >134</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x5.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >NIST</td></tr><tr><td align="center" valign="middle" >3</td><td align="center" valign="middle" >1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-) γ-terpinene</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>16</sub></td><td align="center" valign="middle" >136</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x6.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >NIST</td></tr><tr><td align="center" valign="middle" >4</td><td align="center" valign="middle" >1,3-cyclohexadine-1-methanol,4(1-methethyle)-(α-terpinene)</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>16</sub></td><td align="center" valign="middle" >136</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x7.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >NIST PUBCHEM ChemSpider</td></tr><tr><td align="center" valign="middle" >5</td><td align="center" valign="middle" >4-Isopropylbenzaldehyd (cumin aldehyde)</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>12</sub>O</td><td align="center" valign="middle" >148</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x8.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >PUBCHEM ChemSpider</td></tr><tr><td align="center" valign="middle" >6</td><td align="center" valign="middle" >7,7-dimethylbicyclo (4.1.0) hept-3-ene-4-carbaldehyde (3-caren-10-al)</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>14</sub>O</td><td align="center" valign="middle" >150</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x9.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >PUBCHEM</td></tr><tr><td align="center" valign="middle" >7</td><td align="center" valign="middle" >4-isopropylbenzyl alcohol (cuminol)</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>14</sub>O</td><td align="center" valign="middle" >150</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x10.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >PUBCHEM ChemSpider</td></tr><tr><td align="center" valign="middle" >8</td><td align="center" valign="middle" >1,4-cyclohexadine-1-methanol,4(1-methylethyle)- (p-Mentha-1,4-dien-7-ol)</td><td align="center" valign="middle" >C<sub>10</sub>H<sub>16</sub>O</td><td align="center" valign="middle" >152</td><td align="center" valign="middle" ><inline-formula><inline-graphic xlink:href="/html.scirp.org/file/2-1550076x11.png" xlink:type="simple"/></inline-formula></td><td align="center" valign="middle" >PUBCHEM</td></tr></tbody></table></table-wrap><p>compounds isolated by [<xref ref-type="bibr" rid="scirp.91093-ref10">10</xref>] . There were some differences in some components between 2016 and 2017 samples (compounds No.20 and 21 2-Decyn-1-ol and 3-cyclohexane-1-carboxaldehyde, 134-tri in <xref ref-type="table" rid="table2">Table 2</xref> and No. 23 and 32 Phenol, 3-(1-methyl ethyl)-and Naphthalene, 124a, 568a-hexahydro-47 in <xref ref-type="table" rid="table3">Table 3</xref> each of them were absent in the other table). Major effective components of cumin seeds volatile oil were; 4-isopropylbenzyl alcohol known as cuminal (31.03%), 4-Isopropylbenzaldehyd known as cumin aldehyde (20.60%), 7,7-dimethylbicyclo (4.1.0) hept-3-ene-4-carbaldehyde known as 3-caren-10-al (15.28%), 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-known as γ-terpinene (10.17%), Bicyclo (3.1.1) heptanes 6-6 dimethyl 1-2 methylene known as β-pinene, (6.80%) 1,3-cyclohexadine-1-methanol, 4(1-methethyle)-known as α-terpinene (4.73%), Benzene, 1-methyl-2-(1-methylethyl)-known as o-cymene (2.59%) and 1,4-cyclohexadine-1-methanol, 4(1-methylethyle)-known as p-mentha-1,4-dien-7-ol (1.47%) obtained from 2017 sample. However, in 2016 major effective components were, 4-isopropylbenzyl alcohol known as cuminal (30.99%) 4-Isopropylbenzaldehyd known as cumin aldehyde (20.66%), 7,7-dimethylbicyclo (4.1.0) hept-3-ene-4-carbaldehyde known as 3-caren-10-al, (15.41%), 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-known as γ-terpinene (9.92%), Bicyclo (3.1.1) heptane 6-6 dimethyl 1-2 methylene known as β-pinene (6.56%), 1,3-cyclohexadine-1-methanol, 4(1-methethyle)-known as α-terpinene (4.88%), Benzene, 1-methyl-2-(1-methylethyl)-known as o-cymene (2.64.), and 1,4-cyclohexadine-1-methanol, 4(1-methylethyle)-known as p-mentha-1,4-dien-7-ol (1.56%). Results obtained were comparable to that obtained by [<xref ref-type="bibr" rid="scirp.91093-ref11">11</xref>] . Major compounds and their molecular weight, formula and chemical structure were presented in <xref ref-type="table" rid="table4">Table 4</xref>. Most cited literature refer to the fact that cuminaldehyde considered the major compound followed by alpha or gamma terpinene [<xref ref-type="bibr" rid="scirp.91093-ref12">12</xref>] [<xref ref-type="bibr" rid="scirp.91093-ref13">13</xref>] [<xref ref-type="bibr" rid="scirp.91093-ref14">14</xref>] . Many researchers stated that the composition and characteristics of herb essential oil differ according to many factors among them cultivar, growing condition, harvesting method and time, storage condition and finally oil extraction technique [<xref ref-type="bibr" rid="scirp.91093-ref15">15</xref>] [<xref ref-type="bibr" rid="scirp.91093-ref16">16</xref>] [<xref ref-type="bibr" rid="scirp.91093-ref17">17</xref>] [<xref ref-type="bibr" rid="scirp.91093-ref18">18</xref>] . Differences between the sample season wise were very minor with respect to percentage and type of volatile components.</p></sec><sec id="s4"><title>4. 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