ACCESSION: MSBNK-Eawag-EQ326304
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-0532-3910000000-88f6eeec7ebe3895522d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -2.87
53.0022 C3HO+ 1 53.0022 0.17
53.0385 C4H5+ 1 53.0386 -1.26
55.0179 C3H3O+ 1 55.0178 0.34
55.0542 C4H7+ 1 55.0542 0.06
57.0335 C3H5O+ 1 57.0335 -0.02
57.0699 C4H9+ 1 57.0699 0.06
59.0491 C3H7O+ 1 59.0491 -0.19
65.0385 C5H5+ 1 65.0386 -1.33
67.0542 C5H7+ 1 67.0542 -0.1
67.9893 C3O2+ 1 67.9893 0.43
69.0335 C4H5O+ 1 69.0335 -0.02
69.0699 C5H9+ 1 69.0699 -0.24
71.0491 C4H7O+ 1 71.0491 -0.3
71.0855 C5H11+ 1 71.0855 -0.24
73.0648 C4H9O+ 1 73.0648 -0.02
77.0384 C6H5+ 1 77.0386 -2.42
79.0542 C6H7+ 1 79.0542 -0.21
81.0699 C6H9+ 1 81.0699 0.16
83.0491 C5H7O+ 1 83.0491 -0.38
83.0855 C6H11+ 1 83.0855 -0.44
85.0648 C5H9O+ 1 85.0648 0.34
91.0542 C7H7+ 1 91.0542 0.15
93.0699 C7H9+ 1 93.0699 0.47
95.0492 C6H7O+ 1 95.0491 0.3
95.0855 C7H11+ 1 95.0855 0.03
97.0648 C6H9O+ 1 97.0648 0.3
97.1012 C7H13+ 1 97.1012 0.34
99.0804 C6H11O+ 1 99.0804 -0.22
103.0543 C8H7+ 1 103.0542 0.32
105.0699 C8H9+ 1 105.0699 0.32
107.0855 C8H11+ 1 107.0855 0.03
109.0648 C7H9O+ 1 109.0648 0.17
109.1012 C8H13+ 1 109.1012 0.21
111.0804 C7H11O+ 1 111.0804 0.08
113.0596 C6H9O2+ 1 113.0597 -0.94
113.0961 C7H13O+ 1 113.0961 -0.19
115.0541 C9H7+ 1 115.0542 -1.36
116.0621 C9H8+ 1 116.0621 0.76
117.0699 C9H9+ 1 117.0699 -0.14
118.0778 C9H10+ 1 118.0777 0.49
119.0856 C9H11+ 1 119.0855 0.36
120.0933 C9H12+ 1 120.0934 -0.1
121.0648 C8H9O+ 1 121.0648 0.15
121.1012 C9H13+ 1 121.1012 0.11
123.0804 C8H11O+ 1 123.0804 -0.09
123.1168 C9H15+ 1 123.1168 -0.22
125.0598 C7H9O2+ 1 125.0597 0.91
125.0961 C8H13O+ 1 125.0961 0.15
127.0753 C7H11O2+ 1 127.0754 -0.6
128.0616 C10H8+ 1 128.0621 -3.76
129.0699 C10H9+ 1 129.0699 -0.05
130.0778 C10H10+ 1 130.0777 0.68
131.0856 C10H11+ 1 131.0855 0.33
132.0933 C10H12+ 1 132.0934 -0.54
133.1012 C10H13+ 1 133.1012 0.17
134.1092 C10H14+ 1 134.109 1.25
135.0804 C9H11O+ 1 135.0804 -0.08
135.1168 C10H15+ 1 135.1168 -0.2
137.0961 C9H13O+ 1 137.0961 0.21
137.1325 C10H17+ 1 137.1325 0.24
139.0754 C8H11O2+ 1 139.0754 0.32
139.1118 C9H15O+ 1 139.1117 0.13
141.0698 C11H9+ 1 141.0699 -0.33
141.0909 C8H13O2+ 1 141.091 -0.54
142.0778 C11H10+ 1 142.0777 0.69
143.0856 C11H11+ 1 143.0855 0.72
144.0934 C11H12+ 1 144.0934 0.06
145.1012 C11H13+ 1 145.1012 0.23
146.0726 C10H10O+ 1 146.0726 -0.11
146.1091 C11H14+ 1 146.109 0.53
147.0805 C10H11O+ 1 147.0804 0.33
147.1168 C11H15+ 1 147.1168 0.02
149.0962 C10H13O+ 1 149.0961 0.46
149.1325 C11H17+ 1 149.1325 0.22
151.0754 C9H11O2+ 1 151.0754 0.16
151.1117 C10H15O+ 1 151.1117 -0.08
153.0908 C9H13O2+ 1 153.091 -1.02
153.1276 C10H17O+ 1 153.1274 1.17
155.0855 C12H11+ 1 155.0855 0.02
156.0934 C12H12+ 1 156.0934 0.57
157.1012 C12H13+ 1 157.1012 0.27
158.109 C12H14+ 1 158.109 -0.2
159.0804 C11H11O+ 1 159.0804 -0.45
159.1168 C12H15+ 1 159.1168 0.15
160.1247 C12H16+ 1 160.1247 0.3
161.0961 C11H13O+ 1 161.0961 -0.13
161.1325 C12H17+ 1 161.1325 0.02
163.1117 C11H15O+ 1 163.1117 -0.07
163.1481 C12H19+ 1 163.1481 -0.04
165.0694 C13H9+ 1 165.0699 -2.83
165.0913 C10H13O2+ 1 165.091 1.72
165.1274 C11H17O+ 1 165.1274 0.11
167.1066 C10H15O2+ 1 167.1067 -0.1
169.1012 C13H13+ 1 169.1012 -0.04
170.1088 C13H14+ 1 170.109 -0.89
171.1168 C13H15+ 1 171.1168 0.02
172.1246 C13H16+ 1 172.1247 -0.42
173.096 C12H13O+ 1 173.0961 -0.3
173.1326 C13H17+ 1 173.1325 0.42
174.1042 C12H14O+ 1 174.1039 1.63
174.1404 C13H18+ 1 174.1403 0.56
175.1118 C12H15O+ 1 175.1117 0.11
175.1482 C13H19+ 1 175.1481 0.19
177.1275 C12H17O+ 1 177.1274 0.39
177.1638 C13H21+ 1 177.1638 0.07
179.1066 C11H15O2+ 1 179.1067 -0.26
179.143 C12H19O+ 1 179.143 -0.51
181.1012 C14H13+ 1 181.1012 0.35
181.1218 C11H17O2+ 1 181.1223 -2.52
182.109 C14H14+ 1 182.109 0.26
183.117 C14H15+ 1 183.1168 0.78
184.125 C14H16+ 1 184.1247 1.84
185.1325 C14H17+ 1 185.1325 0.12
186.1036 C13H14O+ 1 186.1039 -1.86
187.1119 C13H15O+ 1 187.1117 1.01
187.1481 C14H19+ 1 187.1481 0.07
189.1274 C13H17O+ 1 189.1274 -0.11
189.1638 C14H21+ 1 189.1638 0.02
191.143 C13H19O+ 1 191.143 -0.27
191.1792 C14H23+ 1 191.1794 -1.03
193.1007 C15H13+ 1 193.1012 -2.68
193.1226 C12H17O2+ 1 193.1223 1.52
193.1588 C13H21O+ 1 193.1587 0.77
195.1169 C15H15+ 1 195.1168 0.43
196.1247 C15H16+ 1 196.1247 0.3
197.1325 C15H17+ 1 197.1325 0.17
198.1403 C15H18+ 1 198.1403 0.14
199.1482 C15H19+ 1 199.1481 0.22
201.1276 C14H17O+ 1 201.1274 1.04
201.1638 C15H21+ 1 201.1638 -0.04
203.1065 C13H15O2+ 1 203.1067 -0.82
203.1432 C14H19O+ 1 203.143 0.63
203.1794 C15H23+ 1 203.1794 -0.28
205.1223 C13H17O2+ 1 205.1223 0.07
205.1588 C14H21O+ 1 205.1587 0.53
207.1744 C14H23O+ 1 207.1743 0.28
209.1324 C16H17+ 1 209.1325 -0.61
210.1404 C16H18+ 1 210.1403 0.28
211.1482 C16H19+ 1 211.1481 0.58
212.1559 C16H20+ 1 212.156 -0.25
213.1638 C16H21+ 1 213.1638 0.25
215.1431 C15H19O+ 1 215.143 0.46
215.1794 C16H23+ 1 215.1794 0.01
217.1588 C15H21O+ 1 217.1587 0.36
217.195 C16H25+ 1 217.1951 -0.22
219.1383 C14H19O2+ 1 219.138 1.48
221.1537 C14H21O2+ 1 221.1536 0.42
223.148 C17H19+ 1 223.1481 -0.57
224.1558 C17H20+ 1 224.156 -0.9
225.1639 C17H21+ 1 225.1638 0.77
227.143 C16H19O+ 1 227.143 -0.32
227.1795 C17H23+ 1 227.1794 0.36
228.1875 C17H24+ 1 228.1873 0.91
229.1586 C16H21O+ 1 229.1587 -0.36
229.1951 C17H25+ 1 229.1951 0.27
231.1744 C16H23O+ 1 231.1743 0.08
233.1536 C15H21O2+ 1 233.1536 0.02
235.1489 C18H19+ 1 235.1481 3.41
235.1694 C15H23O2+ 1 235.1693 0.65
237.1635 C18H21+ 1 237.1638 -1.04
238.1716 C18H22+ 1 238.1716 0.2
239.1795 C18H23+ 1 239.1794 0.18
241.1951 C18H25+ 1 241.1951 0.22
243.1379 C16H19O2+ 1 243.138 -0.03
243.1744 C17H23O+ 1 243.1743 0.24
243.211 C18H27+ 1 243.2107 1.08
245.1536 C16H21O2+ 1 245.1536 -0.19
245.1896 C17H25O+ 1 245.19 -1.52
247.1683 C16H23O2+ 1 247.1693 -3.91
251.1791 C19H23+ 1 251.1794 -1.1
252.187 C19H24+ 1 252.1873 -0.84
253.1951 C19H25+ 1 253.1951 0.25
255.1744 C18H23O+ 1 255.1743 0.38
255.2111 C19H27+ 1 255.2107 1.5
257.1535 C17H21O2+ 1 257.1536 -0.61
257.1899 C18H25O+ 1 257.19 -0.28
259.1689 C17H23O2+ 1 259.1693 -1.18
259.2053 C18H27O+ 1 259.2056 -1.32
261.1485 C16H21O3+ 1 261.1485 0.07
263.1636 C16H23O3+ 1 263.1642 -2.32
265.1952 C20H25+ 1 265.1951 0.27
267.2108 C20H27+ 1 267.2107 0.31
271.2057 C19H27O+ 1 271.2056 0.07
273.1847 C18H25O2+ 1 273.1849 -0.87
275.1639 C17H23O3+ 1 275.1642 -0.91
275.2008 C18H27O2+ 1 275.2006 0.81
277.1807 C17H25O3+ 1 277.1798 3.1
279.2099 C21H27+ 1 279.2107 -3
281.2253 C21H29+ 1 281.2264 -3.83
283.2055 C20H27O+ 1 283.2056 -0.5
285.1857 C19H25O2+ 1 285.1849 2.78
285.2215 C20H29O+ 1 285.2213 0.69
287.1641 C18H23O3+ 1 287.1642 -0.28
287.2008 C19H27O2+ 1 287.2006 0.99
289.2165 C19H29O2+ 1 289.2162 1.01
291.1949 C18H27O3+ 1 291.1955 -1.89
293.227 C22H29+ 1 293.2264 2.23
297.2221 C21H29O+ 1 297.2213 2.82
299.2009 C20H27O2+ 1 299.2006 1.11
301.1803 C19H25O3+ 1 301.1798 1.76
303.195 C19H27O3+ 1 303.1955 -1.52
313.2162 C21H29O2+ 1 313.2162 -0.02
317.2111 C20H29O3+ 1 317.2111 -0.04
327.2321 C22H31O2+ 1 327.2319 0.74
407.3312 C29H43O+ 1 407.3308 0.95
PK$NUM_PEAK: 206
PK$PEAK: m/z int. rel.int.
51.0228 92174.5 3
53.0022 192765.5 7
53.0385 402930.7 14
55.0179 259167.2 9
55.0542 4318723.5 160
57.0335 698315.6 25
57.0699 1500363 55
59.0491 538388.6 19
65.0385 410537.6 15
67.0542 6420772.5 238
67.9893 56279.9 2
69.0335 2384632.2 88
69.0699 5354284.5 198
71.0491 766623.2 28
71.0855 211751.6 7
73.0648 99922.7 3
77.0384 387738.8 14
79.0542 5477638.5 203
81.0699 16546799 613
83.0491 6371232 236
83.0855 2716937.8 100
85.0648 848821.7 31
91.0542 4895496.5 181
93.0699 15825471 587
95.0492 2350570.2 87
95.0855 26084172 967
97.0648 2759963.2 102
97.1012 1207995.1 44
99.0804 266786.3 9
103.0543 213302.6 7
105.0699 11219196 416
107.0855 26931624 999
109.0648 3207127.2 118
109.1012 12609427 467
111.0804 2019563 74
113.0596 49203.8 1
113.0961 96227.8 3
115.0541 95920.7 3
116.0621 166546.8 6
117.0699 1070020 39
118.0778 36024.3 1
119.0856 21373758 792
120.0933 191667 7
121.0648 2867764.5 106
121.1012 23956496 888
123.0804 2764314 102
123.1168 6169593 228
125.0598 322313 11
125.0961 1282982.5 47
127.0753 63220.6 2
128.0616 164851.4 6
129.0699 627412.7 23
130.0778 214578.8 7
131.0856 4275209.5 158
132.0933 57587.5 2
133.1012 13994231 519
134.1092 78198.6 2
135.0804 8906799 330
135.1168 14492850 537
137.0961 1642359.8 60
137.1325 1284661.2 47
139.0754 235890.2 8
139.1118 2178386.8 80
141.0698 88820.6 3
141.0909 154100.5 5
142.0778 288370.1 10
143.0856 1903248.6 70
144.0934 345847.5 12
145.1012 6075653 225
146.0726 60986.1 2
146.1091 239270 8
147.0805 981876.6 36
147.1168 8693649 322
149.0962 25521112 946
149.1325 2542531 94
151.0754 83543.6 3
151.1117 1139330.4 42
153.0908 207903.8 7
153.1276 379002.3 14
155.0855 790802.3 29
156.0934 462338.8 17
157.1012 4607385 170
158.109 341949.4 12
159.0804 708308.8 26
159.1168 6186844.5 229
160.1247 463067.4 17
161.0961 2690459.2 99
161.1325 5788486.5 214
163.1117 2388732.8 88
163.1481 1254579.4 46
165.0694 44362.2 1
165.0913 174188.3 6
165.1274 366428.1 13
167.1066 374463.8 13
169.1012 1182961.5 43
170.1088 206266 7
171.1168 3720866.5 138
172.1246 251648.9 9
173.096 1034518.8 38
173.1326 9627711 357
174.1042 48065.3 1
174.1404 94161.5 3
175.1118 2173532.2 80
175.1482 7935053.5 294
177.1275 771784.3 28
177.1638 952430.2 35
179.1066 198474.9 7
179.143 69389.5 2
181.1012 77749.8 2
181.1218 43237.7 1
182.109 413051.9 15
183.117 1289332.5 47
184.125 322328.2 11
185.1325 1844498.5 68
186.1036 45755.8 1
187.1119 389731.6 14
187.1481 3105295.2 115
189.1274 1259465.5 46
189.1638 9220598 342
191.143 674244.1 25
191.1792 314183.9 11
193.1007 55953.7 2
193.1226 56432.3 2
193.1588 136686.5 5
195.1169 251352.3 9
196.1247 241966.9 8
197.1325 2589859.8 96
198.1403 205378 7
199.1482 3803434.8 141
201.1276 774990.7 28
201.1638 1203072.4 44
203.1065 72721.2 2
203.1432 604582.8 22
203.1794 254542.4 9
205.1223 191822.5 7
205.1588 213933.5 7
207.1744 95135.3 3
209.1324 390790.1 14
210.1404 192994.5 7
211.1482 2081218.9 77
212.1559 83791.8 3
213.1638 2368528.5 87
215.1431 3535087.5 131
215.1794 769492.9 28
217.1588 1690058.1 62
217.195 94947.5 3
219.1383 334968.7 12
221.1537 83701.7 3
223.148 360386.5 13
224.1558 241662.2 8
225.1639 658291.4 24
227.143 199638.6 7
227.1795 1122429.1 41
228.1875 90742.3 3
229.1586 655433.1 24
229.1951 653611.9 24
231.1744 353853.9 13
233.1536 93687.7 3
235.1489 42301.6 1
235.1694 783126.8 29
237.1635 212742.2 7
238.1716 249001.7 9
239.1795 728656.4 27
241.1951 673660.2 24
243.1379 238578.8 8
243.1744 239649.4 8
243.211 689467.4 25
245.1536 473659.8 17
245.1896 330532.6 12
247.1683 70155.6 2
251.1791 162883.2 6
252.187 91705 3
253.1951 1999770.8 74
255.1744 150913.7 5
255.2111 301221.8 11
257.1535 162838 6
257.1899 555146.6 20
259.1689 153903.2 5
259.2053 47908.9 1
261.1485 893950.6 33
263.1636 61315.3 2
265.1952 184889.5 6
267.2108 657730.4 24
271.2057 1564107.8 58
273.1847 91504.1 3
275.1639 241219.8 8
275.2008 166531 6
277.1807 51245.5 1
279.2099 65720.2 2
281.2253 59897.6 2
283.2055 49734.7 1
285.1857 143438.9 5
285.2215 189180.1 7
287.1641 54159.3 2
287.2008 88490.3 3
289.2165 54517.2 2
291.1949 65651.1 2
293.227 45672.1 1
297.2221 52306.6 1
299.2009 505523.8 18
301.1803 45278.9 1
303.195 95993.2 3
313.2162 257648.6 9
317.2111 914198.3 33
327.2321 50127.5 1
407.3312 72725.5 2
//
