Skip to main content
. 2022 May 6;27(9):2979. doi: 10.3390/molecules27092979

Table 3.

List of compounds tentatively identified in P. granatum L. (‘Wonderful, ‘Acco’, and ‘Herskawitz’) peel extracts showing retention times, detected [M − H]− ion, elemental composition, MSE fragments, and UV absorbance.

No. Experimental m/z [M − H]− Retention Time (min) Elemental Formula MSE Fragments UV (nm) Tentative Identity ‘Wonderful’ ‘Acco’ ‘Herskawitz’ References
1 169.0146 4.72 C7H5O5 169.014, 125.025, 124.017 270; 259 Gallic acid * √ √ √ Std
2 300.9969 14.24 C14H5O8 213.597, 137.983, 49.474 254; 364 Ellagic acid * √ √ √ Std
3 463.0539 11.06 C20H15O13 463.053, 300.989, 165.021,114.6995 None Ellagic acid hexoside √ √ √ [35,36]
4 433.0307 13.59 C19H13O12 433.038, 303.7598, 300.995, 299.997, 201.556, 126.237 254; 361 Ellagic acid pentoside √ √ √ [12,35,36]
5 447.0945 16.48 C21H19O11 447.074, 346.019, 327.124, 285.044, 284.025, 220.820, 143.011, 127.056, 51.022 230; 360 Ellagic acid rhamnoside × √ √ [11,36]
6 191.0198 2.52 C5H7O7 191.0198, 173.008, 111.008,87.008, 67.017 None Citric acid * √ √ √ Std
7 289.0733 8.31 C15H13O6 289.071, 245.082, 203.072, 109.028 None (+)-Catechin * √ √ √ Std
8 289.0733 10.19 C15H13O6 289.071, 245.082, 203.072, 109.028 None (−)-Epicatechin * √ √ √ Std
9 431.1906 11.07 C20H20O10 161.041, 153.091 253; 361 Apigenin-7-O-glucoside √ √ √ [12,35]
10 593.1494 15.95 C27H29O15 593.142, 523.421, 440.063, 316.023, 300.998, 285.033, 211.911, 125.025, 101.031, 80.779 275; 360 Kaempferol-3-O-rutinoside √ √ √ [35,37]
11 781.0506 4.99 C34H21O22 781.022, 779.000,783.055, 784.065 270; 259 Punicalin α and β * √ √ √ Std
12 1083.0547 6.46 C48H27O30 1083.060, 781.035, 600.986, 541.027, 300.997 258; 378 α Punicalagin * √ √ √ Std
13 1083.0558 7.69 C48H27O30 1083.060, 781.035, 600.986, 541.027, 300.997 258; 378 β Punicalagin * √ √ √ Std
14 1083.0547 5.31 C48H27O30 1083.060, 781.035, 600.986, 541.027, 300.997 258; 378 Punicalagin isomer √ √ √ Std
15 541.0341 6.44 - 541.027, 300.997 258; 378 Punicalagin derivative √ √ √ [35,38]
16 951.0479 6.83 C52 H23O19 951.042, 907.087, 820.125, 783.062, 300.997, 275.021, 249.035, 102.241 255; 230 Galloyl-HHDP-DHHDP-hexoside √ √ √ [12,35,38]
17 951.071 12.43 C52 H23O19 951.044, 933.079,915.9995, 763.081, 614.803, 464.044, 341.011, 302.006, 300.999, 273.002, 169.013, 1233.011 273 Galloyl-HHDP-DHHDP-hexoside (Granatin B) √ √ √ [12,35,38]
18 799.0454 8.34 C34H23O23 799.0454, 800.0641, 802.0781 None Granatin A √ √ √ [10,11,35]
19 801.0732 8.60 C41H21O18 801.073, 781.3245 Digalloyl-HHDP-gluconic acid (punigluconin) √ √ √ [10,35]
20 785.0775 9.37 C34H25O22 785.021, 781.795, 635.099, 483.122, 419.050, 345.086, 301.995, 300.9982, 275.032, 165.021, 125.132 264; 370 Digalloyl-HHDP-hexoside (Pedunculagin II) √ √ √ [11,35,36,38]
21 633.0686 9.76 C27H22O18 633.075, 597.082, 464.051, 301.9998, 275.0219, 125.024 260;360 Galloyl-HHDP-hexoside √ √ √ [35,38,39]
22 1085.0889 9.99 C48H29O30 933.081, 783.088, 633.0696, 540.536, 450.989, 301.996, 300.997, 275.014, 257; 370 Digalloyl-gallagyl-hexoside √ √ √ [35,36,39]
23 783.0746 8.83 C34H23O22 783.567, 635.087, 541.022, 453.103, 392.036, 291.016, 203.0396 260; 370 Bis-HHDP-hexoside (pedunculagin I) √ √ √ [35,36,38]
24 615.0828 13.01 C23H19O20 C28H24O16 615.056, 508.782, 324.158, 302.004, 301.000, 299.981, 190.991, 67.024 254; 230 Dehydro-galloyl-HHDP-hexoside × √ √ [12,39]
25 217.0461 1.58 C12H9O4 217.042, 191.0211, 173.006 None Unknown a √ √ √ [35]
26 353.0731 2.37 C12H17O12 353.0742, 191.0211, 173.0062 None Unknown b √ √ √ [35]
27 219.0497 6.43 C8H11O7 123.005, 111.009, 67.010 None Unknown c × √ √ -
28 539.2146 12.81 C26H35O12 541.038, 492.1699, 405.014, 328.021, 302.001, 300.998, 222.005, 169.011, 52.256 254; 230 Unknown d × √ √ -
29 491.0756 15.27 C22H19O13 491.085, 357.434, 328.016, 312.996, 300.9995, 297.984, 211.149, 197.990, 55.027 None Unknown e √ √ √ [35]
30 187.1024 16.71 C9H15O4 100.092, 52.055 None Unknown f × √ √ -

√ = present; × = not detected and * = confirmed using a pure chemical standard; - = unknown or no records in literature sources to our knowledge; literature sources and *standards were used to corroborate existing observations. MSE fragments in bold refer to the base peak (the highest peak) [35].