Skip to main content

Table 1 Complete list of metabolites

From: Disintegration of wheat aleurone structure has an impact on the bioavailability of phenolic compounds and other phytochemicals as evidenced by altered urinary metabolite profile of diet-induced obese mice

MS m/z(-)

Retention time

MS/MS m/z ES(-)

Tentative structural assignment

Molecular formula

MM

Cluster

Ref./Metlin ID

188.0023

0.63

188.0023 [M-H]- 10ev: 188.0025 [M-H]- (100), 79.9574 [SO3]- (74), 108.0456 [M-H-SO3]- (59), 80.9657 (3)

2-Aminophenol sulfate

C6H7NO4S

189.0103

Cluster 2

[15]

258.9908

0.65

258.9908 [M-H]- 20ev: 179.0351 [M-SO3]- (100), 135.0451 [M-SO3-COO]- (95), 96.9609 [HSO4]- (5), 135.0941 (2)

Caffeic acid sulfate

C9H8O7S

260.00

Cluster 3

[16]

261.0061

0.65

261.0061 [M-H]-

Unknown M- [261.0061] rt 0.65

 

262.0141

Cluster 2

N.I.

273.0074

0.65

273.0075 [M-H]- 10ev: 193.0508 [M-H-SO3]- (100), 273.0076 [M-H]- (33), 178.0266 [M-H-SO3-CH3]- (7), 149.0604 [M-H-SO3-COO]- (6), 96.9598 [HSO4]- (5), 193.1079 (5), 134.0365 (5), 229.0171 (3), 79.9571 [SO3]- (1)

Ferulic acid sulfate (3- or 4-sulfate) - FA sulfate

C10H10O7S

274.0154

Cluster 1

[16]

245.012

0.66

245.0144 [M-H]- 10ev: 245.0119 [M-H]- (100), 165.0547 [M-H-SO3]- (34), 121.065 [M-H-SO3-COO]- (10), 245.0757 (4), 79.957 [SO3]- (2)

3-or 4-Hydroxyphenylpropionic acid sulfate - HPPA-sulfate

C9H10O6S

246.02

Cluster 2

MID 4152

275.023

0.67

275.0237 [M-H]- 20ev: 195.0664 [M-H-SO3]- (100), 59.0138 (54), 79.9582 [SO3]- (31), 136.0526 (25), 275.024 [M-H]- (14), 151.0755 [M-H-SO3-COO]- (7)

Dihydroferulic acid sulfate

C10H12O7S

276.031

Cluster 2

[16]

206.0811

0.73

206.0838 [M-H]- 10ev: 74.0251 [Glycine-H]- (100), 206.0817 [M-H]- (36), 162.0925 [M-H-COO]- (9), 131.0502 [M-glycine]- (3), 126.0264 (3)

Unknown glycine conjugate M- [206.0838] rt 0.73

C11H13NO3

207.0891

Cluster 2

N.I.

273.0075

0.79

273.0075 [M-H]-10ev: 193.0508 [M-H-SO3] (100), 273.0075 [M-H]- (42), 96.9608 [HSO4]- (9), 149.0603 [M-H-SO3-COO] (9), 178.0272 (8)

Ferulic acid sulfate (3- or 4-sulfate) - FA sulfate

C10H10O7S

274.0155

Cluster 1

[16]

204.0668

0.80

204.0667 [M-H]- 10ev: 160.0768 [M-H-COO]- (100), 130.0663 [M-H-C2H4NO2]- (37), 204.0667 [M-H]- (29), 103.0552 [M-C3H3NO3]- (27), 117.0707 (8), 132.0822 (6), 82.0288 (4)

Cinnamoylglycine

C11H11NO3

205.0748

Cluster 2

MID 34534

245.0118

0.80

245.0144 [M-H]- 10ev: 245.0119 [M-H]- (100), 165.0547 [M-SO3]- (30), 121.065 [M-H-SO3-COO]- (11), 74.0241 (8), 79.957 [SO3]- (2), 201.1035 [M-H-COO]- (2)

3-or 4-Hydroxyphenylpropionic acid sulfate - HPPA-sulfate

C9H10O6S

246.0198

Cluster 2

MID 4152

275.0232

0.83

275.024 [M-H]- 10ev: 275.024 [M-H]- (100), 195.066 [M-H-SO3]- (41), 193.051 (12), 79.9582 [SO3]- (8), 59.0138 (2), 136.054 (2), 80.9653 (2), 151.076 [M-H-SO3-COO]- (1), 149.061 (1), 123.045 (1)

Dihydroferulic acid sulfate

C10H12O7S

276.0312

Cluster 2

[16]

232.9763

0.93

232.976 [M-H]- 20ev: 153.0193 [M-H-SO3]- (100), 109.0294 (90.24), 135.0446 (14.23), 96.9596 [HSO4]- (5.32), 123.0434 (2.33), 61.9895 (2.23), 232.975 [M-H]- (2.12)

2,6-Dihydroxybenzoic acid sulfate - 2,6-DHBA sulfate

C7H6O7S

233.9843

Cluster 1

[17]

246.9918

0.99

246.9918 [M-H]- 10ev: 167.0354 [M-H-SO3]- (100), 152.0118 (88), 123.0118 (41), 108.0218 (25), 96.906 [HSO4]- (9), 152.0639 (6), 79.9581 [SO3]- (4)

Vanillic acid sulfate

C8H8O7S

247.9998

Cluster 1

Manual

178.0507

1.05

178.0521 [M-H]- 10ev: 134.0612 [M-H-COO]- (100), 178.0511 [M-H]- (85.7), 77.0401 [M-H-C3H3NO3]- (41.4), 56.0147 (6.0)

Hippuric acid

C9H9NO3

179.0587

Cluster 2

MID 1301

277.0379

1.07

277.0379 [M-H]- 20ev: 197.0811 [M-H-SO3]- (100), 182.0574 [M-H-SO3-CH3]- (59), 79.9577 [SO3]- (29), 197.0453 (20), 125.0608 [C7H9O2] (20), 277.0371 [M-H]- (18), 122.036 (16),

Unknown sulfonated metabolite M- [277.0379] rt 1.071

278.0459

Cluster 2

N.I.

261.0075

1.17

261.0081 [M-H]- 20ev: 137.061 (100), 181.0504 [M-SO3]- (14), 261.0072 [M-H]- (13), 95.0504 (8), 79.9568 [SO3]- (3)

3,4- or 3,5-Dihydroxyphenylpropionic acid sulfate - DHPPA-sulfate

C9H10O7S

262.0155

Cluster 2

Unconjugated std.

305.0331

1.18

305.0343 [M-H]- 20ev: 225.0783 [M-H-SO3]- (100), 59.0147 (90), 79.9572 [SO3]- (48), 166.0626 (36), 80.9651 (13), 149.0605 (12), 165.0567 (12), 153.0552 (8), 305.0386 [M-H]- (8)

Unknown sulfated metabolite M- [305.0331]- rt 1.18

C11H14O8S

306.0411

Cluster 2

N.I.

258.9917

1.22

258.9926 [M-H]- 20ev: 179.0352 [M-H-SO3]- (100), 135.045 [M-SO3-COO]- (9), 91.0553 [C7H7]- (5), 258.9926 [M-H]- (4), 93.0357 [C6H5O]- (3)

3- or 4-Caffeic acid sulfate

C9H8O7S

259.9997

Cluster 2

[16]

252.0874

1.23

252.0896 [M-H]-10ev: 74.0255 [C2H4NO2]- (100), 252.0889 [M-H]- (74), 193.0769 [C10H9O4]- (10), 177.0554 [M-H-glycine]- (8)

Dihydroferuloylglycine

C12H15NO5

253.0954

Cluster 1

Manual

250.0711

1.32

250.0711 [M-H]- 10ev: 100.0035 (100), 149.0608 (91), 250.072 [M-H]- (80), 206.0828 [M-H-COO]- (68), 134.0377 (68), 163.0637 (29), 191.9576 (22), 175.0545 (20), 177.0545 (19)

Feruloylglycine

C12H13NO5

251.0791

Cluster 1

[16]

320.0436

1.42

320.0436 [M-H]- 20ev: 230.0134 [M-H-C3H6O3]- (100), 150.0557 [M-H-C3H6O3-SO3]- (29), 320.0453 [M-H]- (14), 79.9575 [SO3]- (11), 108.0444 [C6H6NO]- (9), 148.0406 (9), 80.9662 (6)

Sulfonated Hydroxyphenylacetamide + C3H6O3

C11H15NO8S

321.0516

Cluster 3

HPAA std.

224.0554

1.50

224.0566 [M-H]- 10ev: 100.0042 [C3H2NO3]- (100), 224.0566 [M-H]- (38), 123.0449 [C7H7O2]- (31), 74.0230 (12), 180.0646 [M-H-COO]- (9), 165.0402 [M-H-COO-CH3]- (7)

Vanilloylglycine

C10H11NO5

225.0634

Cluster 1

[18]

258.9908

1.84

258.9938 [M-H]- 10ev: 215.0026 [M-H-COO]- (100), 135.045 [M-H-COO-SO3]- (22), 240.9815 [M-H-H2O]- (7), 161.0245 (6), 258.9934 [M-H]- (0.4)

Unknown M- [258.9938] rt 1.84

C9H8O7S

259.9988

Cluster 2

N.I.

305.033

1.86

305.0354 [M-H]- 20ev: 123.0452 (100), 101.0244 (83), 163.0763 (62), 305.0354 [M-H]- (61), 207.0688 (8) [M-H2O-sulfate], 79.9573 [SO3]- (7), 96.9606 [HSO4]- (6), 287.0189 [M-H2O]- (2)

Genipin sulfate

C11H14O8S

306.041

Cluster 2

[19]

161.0449

2.02

161.0450 [M-H]- 10ev: 57.0348 [C3H5O]- (100), 99.0453 [C5H7O2]- (80), 101.0241 [M-H-C2H4O2]- (40), 161.045 [M-H]- (29), 59.0144 (11)

3-hydroxy-3-methyl-glutaricacid - HMGA

C6H10O5

162.0529

Cluster 2

MID 3793

186.0765

2.63

186.0765 [M-H]- 10ev: 114.0927 [M-H-C2CO3]- (100), 142.0866 [M-H-COO]- (54), 186.0779 [M-H]- (52), 58.03 [C2H4NO]- (39), 100.0757(37), 68.0508 [C4H6N]- (18)

Unknown N-containing metabolite M - [186.0765] rt 2.63

C8H13NO4

187.0845

Cluster 3

N.I.

229.1184

2.64

229.1184 [M-H]- 10ev: 229.1179 [M-H]- (100), 187.1077 [M-H-C2H2O]- (86), 58.0301 [C2H4NO] (13), 145.0978 [C6H13N2O2]- (12), 143.1194(12)

Unknown N-containing metabolite M - [229.118] rt 2.64

C10H18N2O4

230.1264

Cluster 3

N.I.

232.9762

2.67

232.9779 [M-H]- 20ev: 153.0195 [M-H-SO3]- (100), 109.0297 [M-H-SO3-COO]- (29), 65.0405 (21), 67.0198 (12), 232.9776 [M-H]- (4)

3,5-dihydroxybenzoic acid sulfate - 3,5-DHBA sulfate

C7H6O7S

233.9842

Cluster 3

Unconjugated std./[17]

392.1382

2.70

392.1382 [M-H]- 20ev: 124.0071 (100), 348.1493 [M-H-COO]- (54), 146.8045 (6), 79.9583 [SO3]- (3), 149.9861 (3)

Unknown metabolite M- [392.1382] rt 2.70

C16H27NO8S?

393.1462

Cluster 3

N.I.

270.9754

2.81

270.9754 [M-H]- 20ev: 96.9602 [HSO4]- (100), 97.0011 (2), 79.9562 [SO3]- (2), 112.987 (1), 270.9775 (1)

Unknown sulfate containing metabolite M- [270.9754] rt 2.8

C6H8O10S?

271.9834

Cluster 2

N.I.

202.0709

2.85

202.0709 [M-H]- 10ev: 202.0721 (M-H]- (100), 88.0405 [C3H6NO2] (80), 158.0818 [M-H-COO]- (56), 86.0615 (54), 87.0451 [C4H8NO] (43), 114.0194 (26), 184.0607 [M-H-H2O]- (24), 140.0706 [C7H10NO2]- (14), 70.6966 (7), 132.0306 (6)

Unknown N-containing metabolite M- [202.0709] rt 2.85

C8H13NO5

203.0789

Cluster 3

N.I.

246.9906

2.85

246.9931 [M-H]- 10ev: 167.0356 [M-SO3]- (100), 246.9931 [M-H]- (44), 123.0458 [M-SO3-COO]- (13), 96.9607 [HSO4]- (8), 152.0123 [M-SO3-COO-CH3]- (8), 203.0024 (7), 167.0923 (6), 79.9581 [SO3]- (3)

3,5-Dihydroxyphenyl acetic acid sulfate - 3,5-DOPAC sulfate

C8H8O7S

248.00

Cluster 3

Unconjugated std.

347.1341

2.86

347.1370 [M-H]-

Unknown glucuronidated metabolite M- [347.1370-glucuronide -- > 171.1031]

C15H24O9

348.1421

Cluster 3

N.I.

215.1028

2.91

215.1028 [M-H]- 20ev: 173.0925 [M-H-C2H2O]- (100), 58.03 [C2H4NO]- (51), 44.0145 (42), 143.1179 (24), 129.1032 (11), 126.0921 (6), 172.1036 (3)

Unknown N-containign metabolite M - [215.103] rt 2.91

C9H16N2O4

216.1108

Cluster 3

N.I.

174.0763

2.95

174.0763 [M-H]- 10ev: 74.025 [glycine]- (100), 174.0766 [M-H]- (42), 100.0758 [M-H-C2H2O3]- (12), 128.0703 (11), 112.0374 (10), 130.085 (9), 132.067 (5), 59.0132 (4)

Unknown N-containign metabolite M- [174.0763]

C7H13NO4

175.0843

Cluster 3

N.I.

334.1322

2.99

334.1322 [M-H]-

Unknown metabolite M- [334.132] rt 2.99

C14H25NO6S?

335.1402

Cluster 3

N.I.

139.9835

2.99

139.9859 [M-H]- 10ev: 95.9344 [M-H-COO]- (100), 139.9842 [M-H]- (94), 76.0225 [C2H6NS]- (5), 96.9419 (3), 95.9763 (2), 140.0336 (2)

Unknown sulfate containing metabolite M- [139.9859] rt 2.99

?

140.9915

Cluster 3

N.I.

216.0868

3.01

216.0868 [M-H]- 10ev: 128.0342 (100), 172.0965 [M-H-COO]- (90), 216.0872 [M-H]- (87), 198.0769 [M-H-H2O]- (31), 102.0566 (28), 128.1066 (26), 87.0459 (21), 86.0603 (20), 98.06 (12), 154.0854 (12)

Unknown N-containing metabolite M- [216.0868] rt 3.01

C9H15NO5

217.0948

Cluster 3

N.I.

347.1343

3.04

347.1370 [M-H]- 10ev: 113.0247 [fragment of glucuronide] (100), 171.1031 [M-glucuronide]- (85), 347.1361 [M-H]- (30), 85.0294 [fragment of glucuronide] (25), 175.0247 (23), 59.0146 (20), 95.0132 (13)

Unknown glucuronidated metabolite [m/z 171.1023 + glucuronide]

C15H24O9

348.1423

Cluster 3

N.I.

166.0169

3.13

166.0169 [M-H]- 20ev: 79.9578 [SO3]- (100), 166.0167 [M-H]- (28), 106.9804 (25), 100.0411 (13), 80.9651 (9), 58.0295 (5)

Unknown M- [166.017] rt 3.13

C4H9NO4S

167.0249

Cluster 3

N.I.

149.0446

3.14

149.0466 [M-H]-

Tentative sugar either arabinose, xylose, or ribose

C5H10O5

150.0526

Cluster 3

N.I.

144.0768

3.94

144.0790 [M-H]- 10ev: 102.0564 [M-H-CH2N2]- (100), 83.0619 (12), 84.0453 [M-H-COO-NH3]- (7), 58.0415 [C3H6O]- (6), 144.0778 [M-H]- (5), 102.099 (2)

4-Guanidinobutanoic acid

C5H11N3O2

145.0848

Cluster 2

MID 4155

202.0709

4.10

202.0733 [M-H]- 10ev: 140.0716 (100), 158.0824 [M-H-COO]- (99), 202.0724 [M-H]- (93), 58.0297 [C2H4NO]- (50), 100.0401 [C4H6NO2]- (49), 116.069 (33), 69.0364 (31), 98.0612 (31), 110.0603 (28), 75.7348 (24), 345.1717 (12), 176.0227 (12)

Unknown N-containing metabolite M- [202.071] rt 4.10

C8H13NO5

203.0789

Cluster 2

N.I.

159.0291

4.33

159.0291 [M-H]-

Unknown M- [159.0291] rt 4.33

C6H8O5

160.0371

Cluster 2

N.I.

175.0238

4.66

175.0238 [M-H]- 10ev: 157.0134 [M-H-H2O]- (100), 87.0453 [C4H7O2]- (28), 175.0249 [M-H]- (20), 132.0666 [M-H-CH3CO]- (16), 69.0346 (15)

Unknown tentative dicarboxylic acid

C6H8O6

176.0318

Cluster 2

N.I.

145.0139

4.67

145.0139 [M-H]- 10ev: 101.0246 [M-H-COO]- (100), 57.0348 [C3H5O]- (25), 145.0135 [M-H]- (16), 73.0296 [C3H5O2]- (5)

2-Oxoglutaric acid

C5H6O5

146.0219

Cluster 2

MID 119

133.014

4.70

133.014 [M-H]- 10ev: 115.0036 [M-H-H2O]- (100), 71.014 [C3H3O2]- (60), 133.014 [M-H]- (38), 72.993 [C2HO3]- (16), 89.0246 [M-H-COO]- (9), 87.0077 (2), 44.9976 (2)

Malic acid

C4H6O5

134.022

Cluster 3

MID 118

145.0135

5.05

145.0135 [M-H]- 10ev: 101.024 [M-H-COO]- (100), 57.0352 [C3H5O]- (97), 145.0116 [M-H]- (26), 82.028 (6), 127.0225 [M-H-H2O]- (6)

3-Oxoglutaric acid

C5H6O5

146.0215

Cluster 3

Manual

147.029

5.19

147.029 [M-H]-

Undientified M - [147.029]

C5H8O5

148.037

Cluster 2

 

357.0826

5.59

357.0855 [M-H]- 10ev: 357.0843 [M-H]- (100), 113.0237 [fragment of glucuronide]- (58), 181.0518 [M-H-glucuronide]- (13), 137.0596 [M-H-glucuronide-COO]- (10), 175.0238 (10), 59.0138 (10), 85.0287 [fragment of glucuronide]- (6)

Glucuronidated 3,4- or 3,5-Dihydroxyphenylpropionic acid, DHPPA-glucuronide

C15H18O10

358.0906

Cluster 2

[15]

Back to article page

Nutrition & Metabolism

ISSN: 1743-7075

Contact us