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Table 2 Summary of compounds separated and identified in Cameroonian propolis by UHPLC-ESI-HRMS analysis in the negative ion mode. Rt, [M-H], [2 M-H], EC and RDBeq information are given together with main fragments at MS/MS level

From: Ethanol-extracted Cameroonian propolis exerts estrogenic effects and alleviates hot flushes in ovariectomized Wistar rats

Pick N°

Tr (min)

[M-H]

(m/z)

[2 M-H] (m/z)

EC

Mass errors (ppm)

RDBeq

Fragment ions (m/z)

Tentative identification

References

1

2.30

311.0768

 

C14H15O8

0.3

7.5

137.0236

93.0335

caffeic acid 4-O-pentoside

[33]

2

2.38

311.0768

 

C14H15O8

0.6

7.5

137.0236

93.0346

caffeic acid 4-O-pentosside

[33]

3

2.60

341.0868

 

C15H17O9

1.5

7.5

167.0317

Caffeic acid 4-O-glucoside

[33]

4

2.80

353.0878

 

C16H17O9

1.4

8.5

191.0558

173.0451

caffeoylquinic acid

[34]

5

3.71

163.0386

 

C9H7O3

−5.5

6.5

 

Coumaric acid

[14]

6

6.21

207.0656

 

C11H11O4

−0.5

6.5

 

3.4-Dimethyl caffeic acid (DMCA)

[33]

7

6.26

165.0543

 

C9H9O3

−5.5

5.5

 

Phloretic acid

[34]

8

10.332

477.3204

 

C28H45O6

−2.5

6.5

431.3155

415.2839

Terpenoid derivative

 

9

12.36

503.3375

 

C30H47O6

0.4

7.5

487.3423

441.3373

Triterpenoid

 

10

12.42

487.3424

 

C30H47O5

0.2

7.5

 

Triterpenoid

 

11

13.503

473.3275

 

C29H45O5

1.7

7.5

411.3252

325.1831

Triterpenoid

 

12

13.7

469.3315

 

C30H45O4

−0.6

8.5

415.3215

325.1845

Triterpenoid

 

13

13.82

487.3419

 

C30H47O5

−0.8

7.5

425.3147

Triterpenoid

 

14

14.399

485.3278

 

C30H45O5

2.3

8.5

471.3471

441.3362

Triterpenoid

 

15

14.57

487.3427

 

C30H47O5

0.8

7.5

459.347

Triterpenoid

 

16

15.01

485.3278

 

C30H45O5

0

8.5

433.3362

325.1843

Triterpenoid

 

17

15.07

471.3468

 

C30H47O4

0.5

7.5

453.3362

427.357

Maslinic or corosolic or cycloanostoic acid derivatives

[13, 38]

18

15.374

469.3315

 

C30H45O4

−0.6

8.5

425.3418

Triterpenoid

 

19

15.857

299.2596

 

C18H35O3

0.3

1.5

 

3-hydroxystearic acid

 

20

16.2

431.3159

 

C27H43O4

−0.5

6.5

369.3164

Terpenoid derivative

 

21

16.40

455.3513

911.7104

C30H47O3 C60H95O6

−2.4 -2.7

7.5

13.5

 

Mangiferolic or isomangiferolic acids

 

22

16.42

501.3576

 

C31H49O5

−0.8

7.5

 

Triterpenoid

 

23

16.46

469.3313

939.6696

C30H45O4 C60H91O8

−1.1

−2.7

8.5

13.5

 

Ambolic acid

 

24

16.63

453.3368

907.6818

C30H45O3 C60H91O6

−0.2

−0.2

8.5

15.5

 

Mangiferonic acid

 

25

16.91

471.347

943.7007

C30H47O4 C60H95O8

−0.8

−2.1

7.5

13.5

409.3465

Maslinic or corosolic or cycloanostoic acid derivatives

[13, 38]

26

17.17

471.3467

 

C30H47O4

−0.4

7.5

455.3512

393.3148

Maslinic or corosolic or cycloanostoic acid derivatives

[13, 38]

27

17.38

471.3467

 

C30H47O4

−0.8

7.5

409.347

393.3148

Maslinic or corosolic or cycloanostoic acid derivatives

[13, 38]

28

17.96

455.3525

 

C30H47O3

−2

7.5

 

Mangiferolic or isomangiferolic acids

 

29

18.02

457.3676

915.7413

C30H49O3 C60H99O6

−1.3

−2.1

6.5

11.5

457.3644

Ocotillone isomer

[38]