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Table 3 in The grass root endophytic fungus Flavomyces fulophazii: An abundant source of tetramic acid and chlorinated azaphilone derivatives

<p><b>Table 3</b> NMR spectroscopic data of <i>E</i> and <i>Z</i> diastereoisomers of vermelhotin (compound <b>5</b>) in chloroform- <i>d</i>, DMSO <i>d</i> 6 and methanol- <i>d</i> 4.</p><table><tbody><tr><th>No. a</th><th>chloroform- <i>d</i></th><th></th><th></th><th></th><th>DMSO <i>d</i> 6</th><th></th><th></th><th></th><th>methanol- <i>d</i> b 4</th><th></th></tr></tbody><tbody><tr><th></th><td><i>&delta;</i> H (<i>E-</i>)</td><td><i>&delta;</i> C (<i>E-</i>)</td><td><i>&delta;</i> H (<i>Z-</i>)</td><td><i>&delta;</i> C (<i>Z-</i>)</td><td><i>&delta;</i> H (<i>E-</i>)</td><td><i>&delta;</i> C (<i>E-</i>)</td><td><i>&delta;</i> H (<i>Z-</i>)</td><td><i>&delta;</i> C (<i>Z-</i>)</td><td><i>&delta;</i> H</td><td><i>&delta;</i> C</td></tr><tr><th>1 (N)</th><td>5.62, 1H, brs</td><td>&ndash;</td><td>5.50, 1H, brs</td><td>&ndash;</td><td>7.45 brs, 1H</td><td>&ndash;</td><td>7.65 brs, 1H</td><td>&ndash;</td><td>&ndash;</td><td>&ndash;</td></tr><tr><th>2</th><td>&ndash;</td><td>171.4</td><td>&ndash;</td><td>172.4</td><td>&ndash;</td><td>170.9</td><td>&ndash;</td><td>170.0</td><td>&ndash;</td><td>175.5</td></tr><tr><th>3</th><td>&ndash;</td><td>98.1</td><td>&ndash;</td><td>97.9</td><td>&ndash;</td><td>97.8</td><td>&ndash;</td><td>97.7</td><td>&ndash;</td><td>98.7</td></tr><tr><th>4</th><td></td><td>192.5</td><td></td><td>194.6</td><td>&ndash;</td><td>192.4</td><td>&ndash;</td><td>194.8</td><td>&ndash;</td><td>195.8</td></tr><tr><th>5</th><td>3.79, s, 2H</td><td>50.4</td><td>3.82, s, 2H</td><td>50.9</td><td>3.58, s, 2H</td><td>49.9</td><td>3.63, s, 2H</td><td>50.4</td><td>3.74, s, 2H</td><td>54.8</td></tr><tr><th>6</th><td>&ndash;</td><td>165.4</td><td>&ndash;</td><td>166.7</td><td>&ndash;</td><td>163.9</td><td>&ndash;</td><td>165.3</td><td>&ndash;</td><td>162.3</td></tr><tr><th>7</th><td>8.17, d (9.2), 1H</td><td>116.0</td><td>8.18, d (9.2), 1H</td><td>116.5</td><td>8.03, d (9.0), 1H</td><td>115.3</td><td>8.00, d (9.0), 1H</td><td>115.1</td><td>8.10, br, 1H</td><td>116.5</td></tr><tr><th>8</th><td>7.40, dd (9.2, 7.0),</td><td>141.5</td><td>7.41, dd (9.2, 7.0),</td><td>142.0</td><td>7.63, dd (9.0, 7.2),</td><td>142.1</td><td>7.65, dd (9.0, 7.2),</td><td>142.8</td><td>7.67 dd (9.4, 7.2),</td><td>144.7</td></tr><tr><th></th><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td></tr><tr><th>9</th><td>6.29, d (7.0), 1H</td><td>107.5</td><td>6.28, d (7.0), 1H</td><td>107.5</td><td>6.63, d (7.2), 1H</td><td>108.1</td><td>6.63 d, (7.2), 1H</td><td>108.0</td><td>6.60 d (7.2), 1H</td><td>109.9</td></tr><tr><th>10</th><td>&ndash;</td><td>158.7</td><td>&ndash;</td><td>158.8</td><td>&ndash;</td><td>157.3</td><td>&ndash;</td><td>157.4</td><td>&ndash;</td><td>160.8</td></tr><tr><th>11</th><td>6.17, dq (15.3, 1.5),</td><td>122.1</td><td>6.16, dq (15.3, 1.5),</td><td>122.1</td><td>6.38, dq (15.5, 1.5),</td><td>122.7</td><td>6.38, dq (15.5, 1.5),</td><td>122.8</td><td>6.35 dq (15.5, 1.5),</td><td>123.5</td></tr><tr><th></th><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td></tr><tr><th>12</th><td>7.42, dq (15.3, 7.1),</td><td>138.6</td><td>7.39, dq (15.3, 7.1),</td><td>139.3</td><td>7.18, dq (15.5, 7.0),</td><td>136.1</td><td>7.17 dq (15.5, 7.0),</td><td>136.5</td><td>7.35, br, 1H</td><td>139.5</td></tr><tr><th></th><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td><td>1H</td><td></td><td></td><td></td></tr><tr><th>13</th><td>2.01, dd (7.1, 1.5),</td><td>19.0</td><td>1.99, dd (7.1, 1.5),</td><td>18.9</td><td>1.97, dd (7.0, 1.5),</td><td>18.3</td><td>1.95, dd (7.0, 1.5),</td><td>18.4</td><td>1.99 dd (7.2, 1.5),</td><td>18.8</td></tr><tr><th></th><td>3H</td><td></td><td>3H</td><td></td><td>3H</td><td></td><td>3H</td><td></td><td>3H</td><td></td></tr></tbody></table><p><sup>a</sup> Corresponding numbered molecular structure is found in Fig. 2.</p><p><sup>b</sup> Diastereoisomers <i>E</i> and <i>Z</i> vermelhotin could not be separately detected in methanol- <i>d</i>.</p>

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8
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4
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0
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