Table 2 Identification of absorbed components and metabolites in vivo after oral administration of BHGZD by UFLC-Q-TOF-MS/MS

P1

Arginine ^b

C₆H₁₄N₄O₂

175.1187 (− 1.7)

ND

175.1176[M + H]⁺, 158.0911[M + H-NH₂]⁺, 130.0952[M + H-HCOOH]⁺, 116.0683[M + H-NH₂-CH₂N₂]⁺

ND

P2

Citric acid ^b

C₆H₈O₇

ND

191.0212 (7.6)

ND

191.0211[M-H]⁻, 173.0101[M-H-H₂O]⁻, 129.0196[M-H-H₂O-COOH]⁻, 111.009[M-H-H₂O-COOH-H₂O]⁻

P3

Isoleucine ^b

C₆H₁₃NO₂

132.1016 (− 2.7)

ND

132.1012[M + H]⁺, 86.0960[M + H-HCOOH]⁺, 69.0697[M + H-HCOOH-NH₃]⁺

ND

P4

Phenylalanine ^b

C₉H₁₁NO₂

165.0789 (− 1.1)

164.0717 (5.7)

166.0847[M + H]⁺, 149.059[M + H-NH₂]⁺, 120.0797[M + H-HCOOH]⁺, 103.0531[M + H-HCOOH-NH₂]⁺

164.0706[M-H]⁻, 147.0433[M-H-NH₂]⁻, 103.0536[M-H-COOH-NH₂]⁻, 91.0522[M-H-COOH-NH₂-CH]⁻

P5

Mangiferin ^b

C₁₉H₁₈O₁₁

423.0908 (− 3.2)

421.0779 (0.8)

423.0954[M + H]⁺, 369.0638[M + H-3H₂O]⁺, 339.0489[M + H-3H₂O-CH₂O]⁺, 327.0471[M + H-C₅H₂O]⁺, 273.0394[M + H-C₅H₁₀O₅]⁺, 257.0450[M + H-C₅H₁₀O₆]⁺

421.0778[M-H]⁻, 403.0714[M-H-H₂O]⁻, 331.0470[M-H-C₃H₆O₃]⁻, 301.0353[M-H-C₄H₈O₄]⁻, 259.0229[M-H-Glc]⁻, 243.0326[M-H-Glc-OH]⁻

M5-1

Methylation of P5

C₂₀H₂₀O₁₁

437.1078 (− 4.3)

435.0933 (0.5)

437.1055[M + H]⁺, 383.0725[M + H-3H₂O]⁺, 341.0686[M + H-C₅H₂O]⁺, 287.0592[M + H-C₅H₁₀O₅]⁺,

435.0935[M-H]⁻, 345.0595[M-H-C₃H₆O₃]⁻, 315.0495[M-H-C₄H₈O₄]⁻, 272.0374[M-H-Glc]⁻

P6

7-O-Methyl Mangiferin ^b

C₂₀H₂₀O₁₁

437.1060 (− 4.3)

435.0933 (0.5)

437.1055[M + H]⁺, 419.0939[M + H-H₂0]⁺, 317.0677[M + H-C₄H₈O₄]⁺, 287.0592[M + H-C₅H₁₀O₅]⁺

435.0935[M-H]⁻, 345.0595[M-H-C₃H₆O₃]⁻, 315.0495[M-H-C₇H₆O₂]⁻, 272.0374[M-H-Glc]⁻, 259.0230[M-H-Glc-CH₃]⁻

M6-1

Glucuronidation of P6

C₂₆H₂₈O₁₇

ND

611.1254 (8.8)

ND

611.1301[M-H]⁻, 435.0978[M-H-GluA]⁻

M6-2

Sulfation of P6

C₂₀H₂₀O₁₄S

ND

515.0501 (1.3)

ND

515.0488[M-H]-, 435.0962[M-H-SO₃]-, 345.0775[M-H-SO₃-C₃H₆O₃]⁻,

315.0520[M-H-SO₃-C₇H₆O₂]⁻

M6-3

Methylation of P6

C₂₁H₂₂O₁₁

451.1235 (− 1.6)

449.1089 (1)

451.1261[M + H]⁺, 275.0899[M + H-Glc]⁺, 257.0817[M + H-Glc-H₂O]⁺

449.1107[M-H]⁻, 273.0769[M-H-Glc]⁻, 255.0714[M-H-Glc-H₂O]⁻

P7

Hydroxycinnamic acid

C₉H₈O₃

165.0546 (11)

163.0454 (4.2)

165.0546[M + H]⁺, 147.0448[M + H-H₂O]⁺, 119.0513[M + H-HCOOH]⁺, 91.0536[M + H-HCOOH-C₂H₂]⁺

163.0410[M-H]⁻, 119.0498[M-H-COOH]⁻,

93.0343[M-H-COOH-C₂H₂]⁻

P8

Liquiritin apioside ^b

C₂₆H₃₀O₁₃

568.2025 (− 2.7)

549.1782 (2.7)

568.4403[M + NH₄]⁺,

419[M + H-C₅H₉O₄]⁺,

257.0787[M + H-C₅H₉O₄-C₉H₆O₃]⁺

549.1620[M-H]⁻,

417.1096[M-H-C₅H₉O₄]⁻,

255.0671[M-H-C₅H₉O₄-C₉H₆O₃]⁻

M8-1

Glucuronidation of P8

C₃₂H₃₈O₁₉

ND

725.1928

(-0.9)

ND

725.1979[M-H]-,

549.1481[M-H-GluA]⁻

P9

Isoliquiritin ^b

C₂₁H₂₂O₉

ND

417.1187

(-0.9)

ND

417.1260[M-H]⁻,

255.0641[M-H-Glc]⁻,

135.0098[M-H-Glc-C₆H₄O-CO]⁻

M9-1

Glucuronidation of P9

C₂₇H₃₀O₁₅

ND

593.1512

(3.3)

ND

593.1561[M-H]⁻,

417.1245[M-H-GluA]⁻,

255.0666[M-H-GluA-Glc]⁻

M9-2

Sulfation of P9

C₂₁H₂₂O₁₂S

ND

497.0759

(1.7)

ND

497.0759[M-H]⁻,

417.1193[M-H-SO₃]⁻,

254.9801[M-H-SO₃-Glc]⁻

M9-3

Methylation of P9

C₂₂H₂₄O₉

ND

431.1348

(4.3)

ND

431.1336[M-H]⁻

P10

Ononin ^b

C₂₂H₂₂O₉

431.1326

(-2.4)

ND

269.0792[M + H-Glc]⁺

ND

M10-1

Methylation of P10

C₂₃H₂₄O₉

445.1493

(-5.7)

443.1348

(-1.1)

445.1391[M + H]⁺,

269.0970[M + H-Glc]⁺,

254.0726[M + H-Glc-CH₃]⁺

443.1277[M-H]⁻,

267.0825[M-H-Glc]⁻,

252.0567[M-H-Glc-CH₃]⁻

P11

Daidzein

C₁₅H₁₀O₄

255.0647

(− 2.1)

253.0516

(3.8)

255.0643[M + H]⁺,

237.0527[M + H-H₂O]⁺,

227.0708[M + H–CO]⁺

253.0514[M-H]⁻,

133.0273[M-H-C₇H₄O₂]⁻

M11-1

Glucuronidation of P11

C₂₁H₁₈O₁₀

431.0967

(− 1.3)

429.0826

(-0.2)

431.0918[M + H]⁺,

255.0652[M + H-Glc]⁺,

429.0801[M-H]⁻,

253.0508[M-H-GluA]⁻,

M11-2

Sulfation of P11

C₁₅H₁₀O₇S

ND

333.0086

(3.5)

ND

333.0051[M-H]⁻,

253.0514[M-H-SO₃]⁻

P12

Calycosin

C₁₆H₁₂O₅

285.074

(− 5)

ND

285.0755[M + H]⁺,

270.0502[M + H-CH₃]⁺

ND

M12-1

Glucuronidation of P12

C₂₂H₂₀O₁₁

461.1062

(− 3.5)

ND

461.1024[M + H]⁺,

285.0748[M + H-GluA]⁺

ND

P13

Cinnamic acid ^b

C₉H₈O₂

149.0589

(− 5.6)

147.0508

(8.7)

149.0220[M + H]⁺,

131.0481[M + H-H₂O]⁺,

103.0530[M + H-HCOOH]⁺,

77.0376[M + H-HCOOH-C₂H₂]⁺

147.0507[M-H]⁻,

103.0576[M-H-COOH]⁻,

77.0396[M-H-COOH-C₂H₂]⁻

P14

Timosaponin BIII ^b

C₄₅H₇₄O₁₈

903.4928

(− 2.2)

901.4842

(4.4)

903.4962[M + H]⁺,

741.4315[M + H-Glc]⁺,

579.3834[M + H-2Glc]⁺,

417.3382[M + H-2Glc-Gal]⁺,

399.3197[M + H-2Glc-Gal-H₂O]⁺,

273.2187[M + H-2Glc-Gal-H₂O-C₈H₁₄O]⁺,

255.2110[M + H-2Glc-Gal-H₂O-C₈H₁₅O₂]⁺

901.1910[M-H]⁻

P15

3',4',7-Trihydroxyisoflavone

C₁₅H₁₀O₅

ND

269.0469 (5.2)

ND

269.0444[M-H]⁻,

133.0306[M-H-C₇H₃O₂-H₂O]⁻

M15-1

Glucuronidation of P15

C₂₁H₁₈O₁₁

447.0907

(− 3.3)

445.0782 (1.3)

447.0908[M + H]⁺,

271.0608[M + H-GluA]⁺

445.0720[M-H]⁻,

269.0447[M-H-GluA]⁻

P16

Formononetin ^b

C₁₆H₁₂O₄

269.0808

(-− 2.9)

267.0682 (7.2)

269.0774[M + H]⁺

267.0667[M-H]⁻,

252.0415[M-H-CH₃]⁻,

223.0446[M-H-H₂O-CO]⁻

M16-1

Glucuronidation of P16

C₂₂H₂₀O₁₀

445.1129

(− 0.8)

443.0984 (3.7)

445.1095[M + H]⁺,

269.0806[M + H-GluA]⁺

443.1020[M-H]⁻,

267.0678[M-H-GluA]⁻,

252.0433[M-H-GluA-CH₃]⁻

M16-2

Sulfation of P16

C₁₆H₁₂O₇S

ND

347.0231 (2.8)

ND

347.0258[M-H]⁻,

267.0662[M-H-SO₃]⁻,

252.0447[M-H-SO₃-CH₃]⁻

P17

Glycyrrhizic acid ^b

C₄₂H₆₂O₁₆

ND

821.3997 (3.9)

ND

821.3990[M-H]⁻,

351.0582[M-H-C₃₀H₄₆O₄]⁻

P18

Timosaponin AIII ^b

C₃₉H₆₄O₁₃

ND

785.4371 (5.3)

ND

785.4400[M-H]⁻,

739.4324[M-H-HCOOH]⁻,

577.3884[M-H-HCOOH-Glc]⁻