ACCESSION: MSBNK-Eawag-EQ326303
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3263
CH$NAME: Glycyrrhetinic Acid
CH$NAME: 18-beta-Glycyrrhetin acid
CH$NAME: (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C30H46O4
CH$EXACT_MASS: 470.33961
CH$SMILES: C[C@]1([C@H](CC[C@]2([C@H]1CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@](CC5)(C(=O)O)C)C)C)C)C)O)C
CH$IUPAC: InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
CH$LINK: CAS
471-53-4
CH$LINK: CHEBI
30853
CH$LINK: KEGG
C02283
CH$LINK: LIPIDMAPS
LMPR0106150014
CH$LINK: PUBCHEM
CID:10114
CH$LINK: INCHIKEY
MPDGHEJMBKOTSU-YKLVYJNSSA-N
CH$LINK: CHEMSPIDER
9710
CH$LINK: COMPTOX
DTXSID9020669
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 16.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 471.3465
MS$FOCUSED_ION: PRECURSOR_M/Z 471.3469
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-000j-1930000000-343ddde7e823744e33f7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -2.87
53.0385 C4H5+ 1 53.0386 -2.01
55.0542 C4H7+ 1 55.0542 -1.21
57.0335 C3H5O+ 1 57.0335 -0.2
57.0699 C4H9+ 1 57.0699 -0.47
59.0491 C3H7O+ 1 59.0491 -0.02
65.0384 C5H5+ 1 65.0386 -2.41
67.0542 C5H7+ 1 67.0542 -0.4
69.0335 C4H5O+ 1 69.0335 -0.45
69.0698 C5H9+ 1 69.0699 -0.68
71.0491 C4H7O+ 1 71.0491 -0.3
71.0854 C5H11+ 1 71.0855 -1.36
73.0646 C4H9O+ 1 73.0648 -2.07
77.0384 C6H5+ 1 77.0386 -2.42
79.0541 C6H7+ 1 79.0542 -1.1
81.0699 C6H9+ 1 81.0699 -0.08
83.0491 C5H7O+ 1 83.0491 -0.62
83.0855 C6H11+ 1 83.0855 -0.68
85.0647 C5H9O+ 1 85.0648 -0.6
91.0542 C7H7+ 1 91.0542 -0.73
93.0699 C7H9+ 1 93.0699 0.25
95.0491 C6H7O+ 1 95.0491 -0.12
95.0855 C7H11+ 1 95.0855 -0.18
97.0648 C6H9O+ 1 97.0648 0.19
97.1012 C7H13+ 1 97.1012 0.03
99.0804 C6H11O+ 1 99.0804 -0.32
105.0699 C8H9+ 1 105.0699 -0.06
107.0855 C8H11+ 1 107.0855 -0.06
109.0648 C7H9O+ 1 109.0648 0.35
109.1012 C8H13+ 1 109.1012 0.03
111.0804 C7H11O+ 1 111.0804 -0.19
111.1168 C8H15+ 1 111.1168 -0.06
113.0595 C6H9O2+ 1 113.0597 -1.56
113.0961 C7H13O+ 1 113.0961 -0.01
117.0697 C9H9+ 1 117.0699 -1.42
119.0855 C9H11+ 1 119.0855 0.2
120.0931 C9H12+ 1 120.0934 -1.76
121.0648 C8H9O+ 1 121.0648 -0.01
121.1012 C9H13+ 1 121.1012 -0.06
123.0804 C8H11O+ 1 123.0804 -0.5
123.1168 C9H15+ 1 123.1168 -0.3
125.0598 C7H9O2+ 1 125.0597 0.83
125.0961 C8H13O+ 1 125.0961 -0.33
127.0753 C7H11O2+ 1 127.0754 -0.28
127.1119 C8H15O+ 1 127.1117 1.17
129.0695 C10H9+ 1 129.0699 -3
131.0856 C10H11+ 1 131.0855 0.25
133.1012 C10H13+ 1 133.1012 0.02
135.0804 C9H11O+ 1 135.0804 -0.16
135.1168 C10H15+ 1 135.1168 -0.35
137.0961 C9H13O+ 1 137.0961 -0.01
137.1325 C10H17+ 1 137.1325 0.02
139.0753 C8H11O2+ 1 139.0754 -0.26
139.1117 C9H15O+ 1 139.1117 -0.08
141.091 C8H13O2+ 1 141.091 -0.18
141.1271 C9H17O+ 1 141.1274 -2
143.0856 C11H11+ 1 143.0855 0.37
145.1012 C11H13+ 1 145.1012 0.09
146.1085 C11H14+ 1 146.109 -3.71
147.0805 C10H11O+ 1 147.0804 0.13
147.1168 C11H15+ 1 147.1168 -0.05
149.0961 C10H13O+ 1 149.0961 0.26
149.1325 C11H17+ 1 149.1325 0.09
151.0752 C9H11O2+ 1 151.0754 -0.77
151.1118 C10H15O+ 1 151.1117 0.32
151.1481 C11H19+ 1 151.1481 -0.44
153.0908 C9H13O2+ 1 153.091 -1.02
153.1274 C10H17O+ 1 153.1274 -0.08
155.0856 C12H11+ 1 155.0855 0.15
156.0932 C12H12+ 1 156.0934 -1.04
157.1012 C12H13+ 1 157.1012 0.02
159.0808 C11H11O+ 1 159.0804 2
159.1168 C12H15+ 1 159.1168 -0.04
161.0961 C11H13O+ 1 161.0961 0.05
161.1325 C12H17+ 1 161.1325 -0.11
163.1117 C11H15O+ 1 163.1117 -0.32
163.1481 C12H19+ 1 163.1481 -0.23
165.0913 C10H13O2+ 1 165.091 1.54
165.1274 C11H17O+ 1 165.1274 0.17
165.164 C12H21+ 1 165.1638 1.23
167.1068 C10H15O2+ 1 167.1067 0.74
169.1012 C13H13+ 1 169.1012 0.02
171.1168 C13H15+ 1 171.1168 -0.27
173.0959 C12H13O+ 1 173.0961 -1.05
173.1325 C13H17+ 1 173.1325 0.25
175.1118 C12H15O+ 1 175.1117 0.16
175.1481 C13H19+ 1 175.1481 0.13
177.1274 C12H17O+ 1 177.1274 -0.01
177.1638 C13H21+ 1 177.1638 -0.1
179.1066 C11H15O2+ 1 179.1067 -0.09
179.1429 C12H19O+ 1 179.143 -0.68
181.1221 C11H17O2+ 1 181.1223 -1.08
183.1169 C14H15+ 1 183.1168 0.62
184.1248 C14H16+ 1 184.1247 0.97
185.1325 C14H17+ 1 185.1325 0.34
187.1119 C13H15O+ 1 187.1117 1.06
187.1481 C14H19+ 1 187.1481 -0.04
189.1274 C13H17O+ 1 189.1274 -0.17
189.1638 C14H21+ 1 189.1638 -0.04
191.1429 C13H19O+ 1 191.143 -0.58
191.1794 C14H23+ 1 191.1794 -0.35
193.1224 C12H17O2+ 1 193.1223 0.69
193.1589 C13H21O+ 1 193.1587 1.03
195.1166 C15H15+ 1 195.1168 -1.27
197.1324 C15H17+ 1 197.1325 -0.19
199.1481 C15H19+ 1 199.1481 -0.19
201.1273 C14H17O+ 1 201.1274 -0.7
201.1637 C15H21+ 1 201.1638 -0.33
203.1066 C13H15O2+ 1 203.1067 -0.08
203.143 C14H19O+ 1 203.143 -0.11
203.1795 C15H23+ 1 203.1794 0.36
205.1222 C13H17O2+ 1 205.1223 -0.71
205.1588 C14H21O+ 1 205.1587 0.67
207.1379 C13H19O2+ 1 207.138 -0.22
207.1744 C14H23O+ 1 207.1743 0.33
209.1324 C16H17+ 1 209.1325 -0.61
209.1895 C14H25O+ 1 209.19 -2.54
211.1482 C16H19+ 1 211.1481 0.3
213.1638 C16H21+ 1 213.1638 0.2
215.1431 C15H19O+ 1 215.143 0.46
215.1795 C16H23+ 1 215.1794 0.25
217.1587 C15H21O+ 1 217.1587 0.22
217.1946 C16H25+ 1 217.1951 -1.97
219.1381 C14H19O2+ 1 219.138 0.79
219.1743 C15H23O+ 1 219.1743 -0.05
221.1536 C14H21O2+ 1 221.1536 -0.21
223.148 C17H19+ 1 223.1481 -0.66
225.1637 C17H21+ 1 225.1638 -0.25
227.1433 C16H19O+ 1 227.143 1.01
227.1794 C17H23+ 1 227.1794 -0.21
228.187 C17H24+ 1 228.1873 -0.89
229.1587 C16H21O+ 1 229.1587 0.17
229.1951 C17H25+ 1 229.1951 -0.03
231.1745 C16H23O+ 1 231.1743 0.64
231.2111 C17H27+ 1 231.2107 1.79
233.1537 C15H21O2+ 1 233.1536 0.23
233.1903 C16H25O+ 1 233.19 1.24
235.1693 C15H23O2+ 1 235.1693 0.14
237.1636 C18H21+ 1 237.1638 -0.87
237.1844 C15H25O2+ 1 237.1849 -2.14
239.1795 C18H23+ 1 239.1794 0.14
241.195 C18H25+ 1 241.1951 -0.15
243.1382 C16H19O2+ 1 243.138 0.92
243.1746 C17H23O+ 1 243.1743 0.98
243.2107 C18H27+ 1 243.2107 0.09
245.1536 C16H21O2+ 1 245.1536 0.18
245.19 C17H25O+ 1 245.19 0.07
247.1693 C16H23O2+ 1 247.1693 0.22
249.1497 C15H21O3+ 1 249.1485 4.69
249.1849 C16H25O2+ 1 249.1849 0.13
251.1798 C19H23+ 1 251.1794 1.44
252.1875 C19H24+ 1 252.1873 0.9
253.195 C19H25+ 1 253.1951 -0.23
255.1742 C18H23O+ 1 255.1743 -0.52
255.2106 C19H27+ 1 255.2107 -0.3
257.1539 C17H21O2+ 1 257.1536 1.14
257.1898 C18H25O+ 1 257.19 -0.55
257.2264 C19H29+ 1 257.2264 0.13
259.1691 C17H23O2+ 1 259.1693 -0.45
259.2058 C18H27O+ 1 259.2056 0.8
261.1485 C16H21O3+ 1 261.1485 0.07
261.185 C17H25O2+ 1 261.1849 0.51
263.1642 C16H23O3+ 1 263.1642 0.22
265.1948 C20H25+ 1 265.1951 -1.01
267.2106 C20H27+ 1 267.2107 -0.36
269.1901 C19H25O+ 1 269.19 0.36
269.2257 C20H29+ 1 269.2264 -2.37
271.2056 C19H27O+ 1 271.2056 -0.15
273.1849 C18H25O2+ 1 273.1849 -0.1
273.2211 C19H29O+ 1 273.2213 -0.67
275.1641 C17H23O3+ 1 275.1642 -0.26
275.2004 C18H27O2+ 1 275.2006 -0.71
277.1801 C17H25O3+ 1 277.1798 0.9
277.2163 C18H29O2+ 1 277.2162 0.19
279.2114 C21H27+ 1 279.2107 2.45
281.2267 C21H29+ 1 281.2264 1.29
283.2054 C20H27O+ 1 283.2056 -0.71
285.1855 C19H25O2+ 1 285.1849 2.22
285.2209 C20H29O+ 1 285.2213 -1.23
287.1644 C18H23O3+ 1 287.1642 0.9
287.2004 C19H27O2+ 1 287.2006 -0.51
287.2363 C20H31O+ 1 287.2369 -2.34
289.18 C18H25O3+ 1 289.1798 0.62
289.2163 C19H29O2+ 1 289.2162 0.15
291.1955 C18H27O3+ 1 291.1955 0
293.2264 C22H29+ 1 293.2264 -0.06
297.2219 C21H29O+ 1 297.2213 2.08
299.2005 C20H27O2+ 1 299.2006 -0.22
299.2369 C21H31O+ 1 299.2369 -0.14
301.1799 C19H25O3+ 1 301.1798 0.16
301.2163 C20H29O2+ 1 301.2162 0.31
303.1954 C19H27O3+ 1 303.1955 -0.23
303.232 C20H31O2+ 1 303.2319 0.44
311.2007 C21H27O2+ 1 311.2006 0.56
311.2375 C22H31O+ 1 311.2369 1.7
313.2162 C21H29O2+ 1 313.2162 0.07
313.2528 C22H33O+ 1 313.2526 0.73
315.1955 C20H27O3+ 1 315.1955 0.06
315.2323 C21H31O2+ 1 315.2319 1.28
317.2112 C20H29O3+ 1 317.2111 0.19
319.2421 C24H31+ 1 319.242 0.1
323.236 C23H31O+ 1 323.2369 -2.82
325.2165 C22H29O2+ 1 325.2162 0.9
327.2325 C22H31O2+ 1 327.2319 1.87
327.2676 C23H35O+ 1 327.2682 -1.99
329.2112 C21H29O3+ 1 329.2111 0.15
329.2468 C22H33O2+ 1 329.2475 -2.12
331.2267 C21H31O3+ 1 331.2268 -0.31
337.2528 C24H33O+ 1 337.2526 0.74
339.232 C23H31O2+ 1 339.2319 0.33
341.2474 C23H33O2+ 1 341.2475 -0.34
343.227 C22H31O3+ 1 343.2268 0.67
345.2422 C22H33O3+ 1 345.2424 -0.61
351.2677 C25H35O+ 1 351.2682 -1.63
355.2636 C24H35O2+ 1 355.2632 1.22
357.2423 C23H33O3+ 1 357.2424 -0.37
359.2571 C23H35O3+ 1 359.2581 -2.62
365.2479 C25H33O2+ 1 365.2475 1.13
368.2706 C25H36O2+ 1 368.271 -0.96
379.263 C26H35O2+ 1 379.2632 -0.49
379.3361 C28H43+ 1 379.3359 0.35
383.2576 C25H35O3+ 1 383.2581 -1.31
389.3202 C29H41+ 1 389.3203 -0.25
407.331 C29H43O+ 1 407.3308 0.29
425.3414 C29H45O2+ 1 425.3414 0.01
435.3259 C30H43O2+ 1 435.3258 0.26
453.3366 C30H45O3+ 1 453.3363 0.53
471.347 C30H47O4+ 1 471.3469 0.26
PK$NUM_PEAK: 228
PK$PEAK: m/z int. rel.int.
51.0228 43452.7 1
53.0385 194513.5 6
55.0542 1279412.1 45
57.0335 411018.9 14
57.0699 938433.3 33
59.0491 378907.5 13
65.0384 46902.3 1
67.0542 1987292 70
69.0335 984541.7 35
69.0698 2810297.2 100
71.0491 486805.6 17
71.0854 249690.6 8
73.0646 156334.6 5
77.0384 254113.5 9
79.0541 1165912.8 41
81.0699 9141947 326
83.0491 3893021 139
83.0855 2169735.2 77
85.0647 1007489.9 35
91.0542 1054515.2 37
93.0699 6453717 230
95.0491 1926463.2 68
95.0855 21018038 750
97.0648 2074689.4 74
97.1012 1470361.1 52
99.0804 428317.4 15
105.0699 3914165.2 139
107.0855 16359955 584
109.0648 2050998.5 73
109.1012 12038744 429
111.0804 1846383.8 65
111.1168 583154.1 20
113.0595 59732.6 2
113.0961 355175.4 12
117.0697 229839.1 8
119.0855 13155084 469
120.0931 58708.8 2
121.0648 1945468.8 69
121.1012 18450996 658
123.0804 2495028.5 89
123.1168 9011090 321
125.0598 295414.2 10
125.0961 1571144.4 56
127.0753 69243.6 2
127.1119 192730 6
129.0695 38305 1
131.0856 1509852.1 53
133.1012 9962343 355
135.0804 5063802 180
135.1168 24128274 861
137.0961 1479274.8 52
137.1325 2744849 98
139.0753 723807.4 25
139.1117 3168855 113
141.091 553296.7 19
141.1271 68686 2
143.0856 768566.1 27
145.1012 3422933.5 122
146.1085 56198.9 2
147.0805 592671.8 21
147.1168 6907204 246
149.0961 21033890 751
149.1325 5733590.5 204
151.0752 169777.8 6
151.1118 1522248.9 54
151.1481 324594 11
153.0908 274254.1 9
153.1274 1324276.1 47
155.0856 84284.9 3
156.0932 43612.7 1
157.1012 2645215 94
159.0808 313857.5 11
159.1168 4747527.5 169
161.0961 2639167.5 94
161.1325 8471110 302
163.1117 2138472.2 76
163.1481 3611807.8 128
165.0913 302934.5 10
165.1274 908750.8 32
165.164 189018.8 6
167.1068 1032879.9 36
169.1012 485733.2 17
171.1168 2762817.5 98
173.0959 421387.4 15
173.1325 8044312 287
175.1118 2059043.2 73
175.1481 15608374 557
177.1274 1364713.2 48
177.1638 7350643.5 262
179.1066 1108940.2 39
179.1429 1407865.2 50
181.1221 331566.3 11
183.1169 679573.6 24
184.1248 81150.6 2
185.1325 1474121.6 52
187.1119 431869.9 15
187.1481 3941140.2 140
189.1274 1831352.8 65
189.1638 27973320 999
191.1429 954063.6 34
191.1794 2981712 106
193.1224 643822.8 22
193.1589 832784.7 29
195.1166 69930.1 2
197.1324 1905456.1 68
199.1481 5360202 191
201.1273 731185.4 26
201.1637 2890880.8 103
203.1066 100342.4 3
203.143 1106436.5 39
203.1795 785973.3 28
205.1222 542283.6 19
205.1588 560875.1 20
207.1379 345334.3 12
207.1744 1357771.6 48
209.1324 215627.1 7
209.1895 59577.6 2
211.1482 1446995.9 51
213.1638 3558989 127
215.1431 4951916 176
215.1795 2031389.2 72
217.1587 10164135 362
217.1946 581757.8 20
219.1381 1251124.6 44
219.1743 522809.5 18
221.1536 1778133.2 63
223.148 89599.3 3
225.1637 927759.6 33
227.1433 263192.6 9
227.1794 2828564.5 101
228.187 56771 2
229.1587 1507136 53
229.1951 1548473.5 55
231.1745 1558316.6 55
231.2111 156918 5
233.1537 543400.8 19
233.1903 226428.2 8
235.1693 13753084 491
237.1636 256663.6 9
237.1844 68270.4 2
239.1795 796253.6 28
241.195 1913241.4 68
243.1382 284576.6 10
243.1746 510232.9 18
243.2107 1580334.8 56
245.1536 2400179 85
245.19 3004010.2 107
247.1693 216973.4 7
249.1497 372024.2 13
249.1849 61396.8 2
251.1798 169484.8 6
252.1875 50926.8 1
253.195 4300925 153
255.1742 217386.5 7
255.2106 1073888.4 38
257.1539 338045.2 12
257.1898 2214769.5 79
257.2264 202252.4 7
259.1691 824319.6 29
259.2058 586072.5 20
261.1485 3589885 128
261.185 330189.6 11
263.1642 3101241.8 110
265.1948 427758.8 15
267.2106 2021497.4 72
269.1901 276194.6 9
269.2257 482017.8 17
271.2056 10032956 358
273.1849 1155167.8 41
273.2211 435862 15
275.1641 645122.7 23
275.2004 730196.2 26
277.1801 1000706.9 35
277.2163 100908.7 3
279.2114 297050.5 10
281.2267 380477.7 13
283.2054 453334.8 16
285.1855 557456.1 19
285.2209 1405494.2 50
287.1644 58082 2
287.2004 697989.4 24
287.2363 76487.1 2
289.18 555966.7 19
289.2163 1153390.8 41
291.1955 1611589.9 57
293.2264 281611.7 10
297.2219 288426.4 10
299.2005 2875269 102
299.2369 261974.2 9
301.1799 95843.7 3
301.2163 813428.3 29
303.1954 1119612.9 39
303.232 438733.2 15
311.2007 232314.6 8
311.2375 494181.4 17
313.2162 1228032 43
313.2528 63893.8 2
315.1955 102442 3
315.2323 425539.9 15
317.2112 19319510 689
319.2421 166234.4 5
323.236 60416.3 2
325.2165 235337.3 8
327.2325 443641.6 15
327.2676 215940.1 7
329.2112 962235.6 34
329.2468 96773.6 3
331.2267 1099347.5 39
337.2528 85696.5 3
339.232 245930.3 8
341.2474 274800.7 9
343.227 208590.8 7
345.2422 93613.7 3
351.2677 266345.7 9
355.2636 175433 6
357.2423 196824.8 7
359.2571 80697.5 2
365.2479 199152.2 7
368.2706 74887.4 2
379.263 232815.7 8
379.3361 62493.5 2
383.2576 68274.8 2
389.3202 1314468.8 46
407.331 4510415 161
425.3414 3317804.8 118
435.3259 1386206 49
453.3366 1362758.1 48
471.347 12277888 438
//
