ACCESSION: MSBNK-Eawag-EQ326305
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0aov-5900000000-cfb3d85c2586cee5d0bf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -2.63
51.0228 C4H3+ 1 51.0229 -1.89
52.0305 C4H4+ 1 52.0308 -3.87
53.0022 C3HO+ 1 53.0022 -0.02
53.0386 C4H5+ 1 53.0386 -0.12
55.0179 C3H3O+ 1 55.0178 0.16
55.0543 C4H7+ 1 55.0542 0.42
57.0335 C3H5O+ 1 57.0335 0.33
57.0699 C4H9+ 1 57.0699 0.23
59.0492 C3H7O+ 1 59.0491 0.32
63.0229 C5H3+ 1 63.0229 -0.74
65.0386 C5H5+ 1 65.0386 -0.25
66.0464 C5H6+ 1 66.0464 -0.78
67.0542 C5H7+ 1 67.0542 0.05
67.9892 C3O2+ 1 67.9893 -1.33
69.0335 C4H5O+ 1 69.0335 -0.16
69.0699 C5H9+ 1 69.0699 -0.24
71.0491 C4H7O+ 1 71.0491 -0.44
71.0856 C5H11+ 1 71.0855 0.47
73.0648 C4H9O+ 1 73.0648 -0.57
77.0385 C6H5+ 1 77.0386 -0.86
78.0463 C6H6+ 1 78.0464 -1.3
79.0542 C6H7+ 1 79.0542 -0.08
80.062 C6H8+ 1 80.0621 -0.52
81.0699 C6H9+ 1 81.0699 0.16
83.0491 C5H7O+ 1 83.0491 -0.14
83.0855 C6H11+ 1 83.0855 -0.08
85.0648 C5H9O+ 1 85.0648 -0.13
91.0543 C7H7+ 1 91.0542 0.48
92.0621 C7H8+ 1 92.0621 0.09
93.0699 C7H9+ 1 93.0699 0.57
94.0412 C6H6O+ 1 94.0413 -1.13
94.0778 C7H10+ 1 94.0777 1.15
95.0492 C6H7O+ 1 95.0491 0.2
95.0855 C7H11+ 1 95.0855 0.14
97.0648 C6H9O+ 1 97.0648 0.3
97.1012 C7H13+ 1 97.1012 0.24
99.0804 C6H11O+ 1 99.0804 -0.52
103.0542 C8H7+ 1 103.0542 -0.06
104.062 C8H8+ 1 104.0621 -0.21
105.0448 C6H5N2+ 1 105.0447 0.91
105.0699 C8H9+ 1 105.0699 0.41
106.0777 C8H10+ 1 106.0777 -0.2
107.0855 C8H11+ 1 107.0855 0.22
108.0567 C7H8O+ 1 108.057 -2.19
108.0934 C8H12+ 1 108.0934 0.35
109.0648 C7H9O+ 1 109.0648 0.26
109.1012 C8H13+ 1 109.1012 0.3
111.0804 C7H11O+ 1 111.0804 -0.01
115.0542 C9H7+ 1 115.0542 0.12
116.0621 C9H8+ 1 116.0621 0.33
117.0699 C9H9+ 1 117.0699 0.2
118.0777 C9H10+ 1 118.0777 0.41
119.0856 C9H11+ 1 119.0855 0.53
120.0933 C9H12+ 1 120.0934 -0.1
121.0648 C8H9O+ 1 121.0648 0.15
121.1012 C9H13+ 1 121.1012 0.27
122.0724 C8H10O+ 1 122.0726 -1.94
123.0804 C8H11O+ 1 123.0804 0.07
123.1168 C9H15+ 1 123.1168 -0.06
125.0598 C7H9O2+ 1 125.0597 0.83
125.0961 C8H13O+ 1 125.0961 -0.01
128.0621 C10H8+ 1 128.0621 0.3
129.0699 C10H9+ 1 129.0699 -0.05
130.0778 C10H10+ 1 130.0777 0.45
131.0856 C10H11+ 1 131.0855 0.33
132.0934 C10H12+ 1 132.0934 0.29
133.0649 C9H9O+ 1 133.0648 0.59
133.1012 C10H13+ 1 133.1012 0.17
134.0726 C9H10O+ 1 134.0726 -0.05
134.1087 C10H14+ 1 134.109 -2.18
135.0805 C9H11O+ 1 135.0804 0.06
135.1168 C10H15+ 1 135.1168 -0.2
137.0961 C9H13O+ 1 137.0961 0.35
137.1326 C10H17+ 1 137.1325 0.82
139.0753 C8H11O2+ 1 139.0754 -0.55
139.1118 C9H15O+ 1 139.1117 0.35
141.0699 C11H9+ 1 141.0699 0.02
142.0778 C11H10+ 1 142.0777 0.69
143.0856 C11H11+ 1 143.0855 0.58
144.0934 C11H12+ 1 144.0934 0.61
145.1012 C11H13+ 1 145.1012 0.3
146.0727 C10H10O+ 1 146.0726 0.85
146.109 C11H14+ 1 146.109 -0.22
147.0805 C10H11O+ 1 147.0804 0.33
147.1168 C11H15+ 1 147.1168 0.02
149.0962 C10H13O+ 1 149.0961 0.59
151.1117 C10H15O+ 1 151.1117 -0.41
153.0699 C12H9+ 1 153.0699 0.28
153.1275 C10H17O+ 1 153.1274 0.38
154.0775 C12H10+ 1 154.0777 -1.05
155.0855 C12H11+ 1 155.0855 -0.04
156.0934 C12H12+ 1 156.0934 0.37
157.1012 C12H13+ 1 157.1012 0.47
158.0729 C11H10O+ 1 158.0726 1.54
158.1091 C12H14+ 1 158.109 0.62
159.0805 C11H11O+ 1 159.0804 0.31
159.1169 C12H15+ 1 159.1168 0.27
160.0882 C11H12O+ 1 160.0883 -0.54
160.1246 C12H16+ 1 160.1247 -0.32
161.0961 C11H13O+ 1 161.0961 -0.13
161.1326 C12H17+ 1 161.1325 0.58
163.1117 C11H15O+ 1 163.1117 -0.13
163.1482 C12H19+ 1 163.1481 0.45
167.0855 C13H11+ 1 167.0855 -0.28
168.0933 C13H12+ 1 168.0934 -0.61
169.1012 C13H13+ 1 169.1012 0.31
170.109 C13H14+ 1 170.109 -0.01
171.1168 C13H15+ 1 171.1168 -0.1
172.0882 C12H12O+ 1 172.0883 -0.27
172.1248 C13H16+ 1 172.1247 0.92
173.0961 C12H13O+ 1 173.0961 0.28
173.1326 C13H17+ 1 173.1325 0.54
174.1037 C12H14O+ 1 174.1039 -1.07
174.1403 C13H18+ 1 174.1403 -0.24
175.1118 C12H15O+ 1 175.1117 0.33
175.1481 C13H19+ 1 175.1481 0.13
177.1276 C12H17O+ 1 177.1274 1.18
179.0859 C14H11+ 1 179.0855 2.36
181.101 C14H13+ 1 181.1012 -0.92
182.1089 C14H14+ 1 182.109 -0.28
183.117 C14H15+ 1 183.1168 0.89
184.1247 C14H16+ 1 184.1247 0.1
185.0963 C13H13O+ 1 185.0961 1.07
185.1325 C14H17+ 1 185.1325 0.12
186.1037 C13H14O+ 1 186.1039 -1.06
186.1407 C14H18+ 1 186.1403 2.03
187.112 C13H15O+ 1 187.1117 1.22
187.1481 C14H19+ 1 187.1481 -0.04
189.1276 C13H17O+ 1 189.1274 1.05
189.1639 C14H21+ 1 189.1638 0.6
191.1429 C13H19O+ 1 191.143 -0.58
193.1008 C15H13+ 1 193.1012 -1.74
194.1089 C15H14+ 1 194.109 -0.37
195.1171 C15H15+ 1 195.1168 1.55
196.1247 C15H16+ 1 196.1247 0.4
197.1326 C15H17+ 1 197.1325 0.73
198.1403 C15H18+ 1 198.1403 -0.21
199.1117 C14H15O+ 1 199.1117 -0.06
199.1481 C15H19+ 1 199.1481 0.12
200.1196 C14H16O+ 1 200.1196 -0.08
201.1276 C14H17O+ 1 201.1274 1.14
201.1638 C15H21+ 1 201.1638 0.16
203.1429 C14H19O+ 1 203.143 -0.55
205.1218 C13H17O2+ 1 205.1223 -2.42
209.1326 C16H17+ 1 209.1325 0.78
210.1402 C16H18+ 1 210.1403 -0.39
211.1483 C16H19+ 1 211.1481 0.72
212.1558 C16H20+ 1 212.156 -0.48
213.1272 C15H17O+ 1 213.1274 -1.13
213.1636 C16H21+ 1 213.1638 -0.83
215.1431 C15H19O+ 1 215.143 0.18
215.1789 C16H23+ 1 215.1794 -2.26
217.1586 C15H21O+ 1 217.1587 -0.61
223.148 C17H19+ 1 223.1481 -0.39
224.156 C17H20+ 1 224.156 0.12
225.1638 C17H21+ 1 225.1638 -0.08
227.1431 C16H19O+ 1 227.143 0.08
227.1792 C17H23+ 1 227.1794 -0.82
229.1588 C16H21O+ 1 229.1587 0.52
229.1957 C17H25+ 1 229.1951 2.5
237.1639 C18H21+ 1 237.1638 0.35
238.1715 C18H22+ 1 238.1716 -0.51
239.1787 C18H23+ 1 239.1794 -3.04
243.1373 C16H19O2+ 1 243.138 -2.62
243.1751 C17H23O+ 1 243.1743 2.99
251.1798 C19H23+ 1 251.1794 1.44
253.1952 C19H25+ 1 253.1951 0.48
261.1491 C16H21O3+ 1 261.1485 2.29
PK$NUM_PEAK: 169
PK$PEAK: m/z int. rel.int.
50.015 45816.8 2
51.0228 72956.1 3
52.0305 40086.6 1
53.0022 481760.1 22
53.0386 992109.1 46
55.0179 516502.7 24
55.0543 6907461 326
57.0335 701641.1 33
57.0699 1177420.6 55
59.0492 541473.7 25
63.0229 47807.2 2
65.0386 1218038.1 57
66.0464 45260.9 2
67.0542 10671104 504
67.9892 88594.6 4
69.0335 2449292.8 115
69.0699 5417576 255
71.0491 480659.3 22
71.0856 54305.4 2
73.0648 143906.7 6
77.0385 738727.2 34
78.0463 54855.1 2
79.0542 10735701 507
80.062 47367.2 2
81.0699 16490060 778
83.0491 4548871.5 214
83.0855 1708279.4 80
85.0648 359882.9 16
91.0543 12683779 599
92.0621 88190.6 4
93.0699 18662886 881
94.0412 45657.2 2
94.0778 65209 3
95.0492 3068506.8 144
95.0855 20395008 963
97.0648 1787619 84
97.1012 588585.2 27
99.0804 73503.2 3
103.0542 814202.1 38
104.062 156199.9 7
105.0448 954627.1 45
105.0699 17702816 836
106.0777 348163.9 16
107.0855 21151292 999
108.0567 44759.9 2
108.0934 43336 2
109.0648 3341828 157
109.1012 6643286.5 313
111.0804 1187573.2 56
115.0542 668386 31
116.0621 380285 17
117.0699 2427097 114
118.0777 166305 7
119.0856 20373486 962
120.0933 269952.7 12
121.0648 3306983.5 156
121.1012 15767750 744
122.0724 79587 3
123.0804 2150084.2 101
123.1168 2095429.6 98
125.0598 83750.3 3
125.0961 562406.2 26
128.0621 614275.1 29
129.0699 1525096.1 72
130.0778 713546.6 33
131.0856 5938284 280
132.0934 174728.8 8
133.0649 517077.1 24
133.1012 10267097 484
134.0726 86569.2 4
134.1087 79232.8 3
135.0805 8667072 409
135.1168 4180782.8 197
137.0961 865203.1 40
137.1326 289966.1 13
139.0753 63488.7 2
139.1118 666497.2 31
141.0699 340371.6 16
142.0778 1412623.1 66
143.0856 2889193.2 136
144.0934 1039761.4 49
145.1012 6002550.5 283
146.0727 157046 7
146.109 304705.2 14
147.0805 1034077.6 48
147.1168 4586838 216
149.0962 11463894 541
151.1117 324425 15
153.0699 171880.1 8
153.1275 53090.4 2
154.0775 89727.8 4
155.0855 1094274.9 51
156.0934 1332773.9 62
157.1012 3496549 165
158.0729 58182.8 2
158.1091 1066295 50
159.0805 885667.2 41
159.1169 4066960.5 192
160.0882 301524.2 14
160.1246 437917.2 20
161.0961 1404057.6 66
161.1326 1835860 86
163.1117 879359.2 41
163.1482 166673.5 7
167.0855 278191.8 13
168.0933 314300.8 14
169.1012 1620346.8 76
170.109 508340.5 24
171.1168 2359991.8 111
172.0882 173378.2 8
172.1248 265278.8 12
173.0961 713473 33
173.1326 4004486.5 189
174.1037 60001.2 2
174.1403 203466.7 9
175.1118 817123.7 38
175.1481 1777136.6 83
177.1276 227610.3 10
179.0859 170741.6 8
181.101 489922.4 23
182.1089 816989.6 38
183.117 1161909.4 54
184.1247 557605.4 26
185.0963 144682.6 6
185.1325 761416.9 35
186.1037 82663.2 3
186.1407 64823.3 3
187.112 335773.1 15
187.1481 1021540.9 48
189.1276 301434.6 14
189.1639 1403505.9 66
191.1429 184691.6 8
193.1008 71663.2 3
194.1089 69016.8 3
195.1171 448472.6 21
196.1247 441114.3 20
197.1326 1390332.1 65
198.1403 245885.8 11
199.1117 82530.8 3
199.1481 1283467.5 60
200.1196 185415.5 8
201.1276 342688.8 16
201.1638 298425.5 14
203.1429 78927.8 3
205.1218 47122.1 2
209.1326 405672.6 19
210.1402 147355.6 6
211.1483 816817.8 38
212.1558 54832.2 2
213.1272 60214.7 2
213.1636 540476.2 25
215.1431 687566.6 32
215.1789 82357.3 3
217.1586 87440.1 4
223.148 250340.9 11
224.156 92058.5 4
225.1638 267864.7 12
227.1431 82723.8 3
227.1792 192187.1 9
229.1588 147685.4 6
229.1957 46372.2 2
237.1639 201307.3 9
238.1715 162347.1 7
239.1787 158682.3 7
243.1373 54389.6 2
243.1751 49631.1 2
251.1798 68110.2 3
253.1952 84853.9 4
261.1491 61567.2 2
//
