ACCESSION: MSBNK-Eawag-EQ326306
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$SPLASH: splash10-0aou-7900000000-9299cc555d3fdf5892dc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.83
51.0228 C4H3+ 1 51.0229 -3.46
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 0.25
53.9974 C2NO+ 1 53.9974 -0.74
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 0.06
59.0492 C3H7O+ 1 59.0491 0.32
63.0228 C5H3+ 1 63.0229 -1.69
65.0386 C5H5+ 1 65.0386 0.05
66.0464 C5H6+ 1 66.0464 -0.18
67.0542 C5H7+ 1 67.0542 0.05
67.9893 C3O2+ 1 67.9893 -0.01
69.0335 C4H5O+ 1 69.0335 -0.16
69.0699 C5H9+ 1 69.0699 -0.24
71.0492 C4H7O+ 1 71.0491 0.26
71.0855 C5H11+ 1 71.0855 -0.8
73.0649 C4H9O+ 1 73.0648 1.35
77.0385 C6H5+ 1 77.0386 -0.99
78.0464 C6H6+ 1 78.0464 -0.15
79.0542 C6H7+ 1 79.0542 -0.21
80.0621 C6H8+ 1 80.0621 0.73
81.0699 C6H9+ 1 81.0699 0.16
83.0491 C5H7O+ 1 83.0491 -0.38
83.0855 C6H11+ 1 83.0855 -0.56
85.0647 C5H9O+ 1 85.0648 -0.96
91.0542 C7H7+ 1 91.0542 0.26
92.0621 C7H8+ 1 92.0621 0.85
93.0699 C7H9+ 1 93.0699 0.47
94.0414 C6H6O+ 1 94.0413 0.57
94.0778 C7H10+ 1 94.0777 0.73
95.0492 C6H7O+ 1 95.0491 0.2
95.0855 C7H11+ 1 95.0855 0.03
97.0648 C6H9O+ 1 97.0648 0.19
102.0465 C8H6+ 1 102.0464 0.57
103.0542 C8H7+ 1 103.0542 -0.16
104.0621 C8H8+ 1 104.0621 0.18
105.0448 C6H5N2+ 1 105.0447 0.34
105.0699 C8H9+ 1 105.0699 0.32
106.0414 C7H6O+ 1 106.0413 1.07
106.0777 C8H10+ 1 106.0777 0.27
107.0491 C7H7O+ 1 107.0491 -0.29
107.0855 C8H11+ 1 107.0855 0.03
108.057 C7H8O+ 1 108.057 0.4
108.0932 C8H12+ 1 108.0934 -0.94
109.0648 C7H9O+ 1 109.0648 0.26
109.1012 C8H13+ 1 109.1012 0.3
111.0805 C7H11O+ 1 111.0804 0.44
115.0543 C9H7+ 1 115.0542 0.29
116.0621 C9H8+ 1 116.0621 0.24
117.0699 C9H9+ 1 117.0699 0.03
118.0777 C9H10+ 1 118.0777 0.41
119.0605 C7H7N2+ 1 119.0604 0.8
119.0856 C9H11+ 1 119.0855 0.36
120.0569 C8H8O+ 1 120.057 -0.39
120.0933 C9H12+ 1 120.0934 -0.68
121.0648 C8H9O+ 1 121.0648 -0.01
121.1012 C9H13+ 1 121.1012 0.11
122.0724 C8H10O+ 1 122.0726 -1.77
123.0805 C8H11O+ 1 123.0804 0.15
123.1168 C9H15+ 1 123.1168 0.11
125.0599 C7H9O2+ 1 125.0597 1.87
125.0962 C8H13O+ 1 125.0961 0.55
128.0621 C10H8+ 1 128.0621 0.06
129.0699 C10H9+ 1 129.0699 -0.05
130.0778 C10H10+ 1 130.0777 0.6
131.0856 C10H11+ 1 131.0855 0.33
132.0571 C9H8O+ 1 132.057 0.71
132.0934 C10H12+ 1 132.0934 0.36
133.0648 C9H9O+ 1 133.0648 0.22
133.076 C8H9N2+ 1 133.076 -0.04
133.1012 C10H13+ 1 133.1012 0.02
134.0725 C9H10O+ 1 134.0726 -0.64
134.109 C10H14+ 1 134.109 -0.16
135.0804 C9H11O+ 1 135.0804 -0.08
135.1168 C10H15+ 1 135.1168 -0.5
137.0961 C9H13O+ 1 137.0961 -0.16
137.1325 C10H17+ 1 137.1325 0.17
139.1119 C9H15O+ 1 139.1117 0.92
141.0699 C11H9+ 1 141.0699 -0.19
142.0778 C11H10+ 1 142.0777 0.34
143.0856 C11H11+ 1 143.0855 0.37
144.0933 C11H12+ 1 144.0934 -0.15
145.0648 C10H9O+ 1 145.0648 0.13
145.1012 C11H13+ 1 145.1012 0.09
146.0725 C10H10O+ 1 146.0726 -0.73
146.1093 C11H14+ 1 146.109 1.9
147.0804 C10H11O+ 1 147.0804 -0.01
147.1168 C11H15+ 1 147.1168 -0.25
148.0883 C10H12O+ 1 148.0883 -0.04
149.0961 C10H13O+ 1 149.0961 0.39
151.112 C10H15O+ 1 151.1117 1.84
152.0616 C12H8+ 1 152.0621 -2.84
153.07 C12H9+ 1 153.0699 0.61
154.0778 C12H10+ 1 154.0777 0.51
155.0604 C10H7N2+ 1 155.0604 0.29
155.0855 C12H11+ 1 155.0855 -0.04
156.0934 C12H12+ 1 156.0934 0.57
157.1012 C12H13+ 1 157.1012 0.4
158.0724 C11H10O+ 1 158.0726 -1.5
158.109 C12H14+ 1 158.109 0.3
159.0806 C11H11O+ 1 159.0804 0.87
159.1168 C12H15+ 1 159.1168 0.15
160.0885 C11H12O+ 1 160.0883 1.27
160.1247 C12H16+ 1 160.1247 0.05
161.0961 C11H13O+ 1 161.0961 -0.13
161.1325 C12H17+ 1 161.1325 -0.17
163.1117 C11H15O+ 1 163.1117 -0.25
163.1476 C12H19+ 1 163.1481 -2.99
165.0699 C13H9+ 1 165.0699 0.32
166.0777 C13H10+ 1 166.0777 0.05
167.0856 C13H11+ 1 167.0855 0.2
168.0933 C13H12+ 1 168.0934 -0.37
169.1012 C13H13+ 1 169.1012 0.14
170.1091 C13H14+ 1 170.109 0.81
171.0805 C12H11O+ 1 171.0804 0.58
171.1169 C13H15+ 1 171.1168 0.19
172.0879 C12H12O+ 1 172.0883 -2.3
172.1246 C13H16+ 1 172.1247 -0.07
173.0961 C12H13O+ 1 173.0961 -0.12
173.1326 C13H17+ 1 173.1325 0.71
174.1044 C12H14O+ 1 174.1039 2.6
175.1117 C12H15O+ 1 175.1117 -0.18
175.1481 C13H19+ 1 175.1481 0.13
178.077 C14H10+ 1 178.0777 -3.77
179.0855 C14H11+ 1 179.0855 -0.04
180.0934 C14H12+ 1 180.0934 0.32
181.1011 C14H13+ 1 181.1012 -0.26
182.1091 C14H14+ 1 182.109 0.37
183.1169 C14H15+ 1 183.1168 0.4
184.1247 C14H16+ 1 184.1247 0.32
185.0959 C13H13O+ 1 185.0961 -1.2
185.1323 C14H17+ 1 185.1325 -0.79
186.1036 C13H14O+ 1 186.1039 -1.49
186.1401 C14H18+ 1 186.1403 -1.35
187.112 C13H15O+ 1 187.1117 1.43
187.1481 C14H19+ 1 187.1481 -0.09
189.1273 C13H17O+ 1 189.1274 -0.27
189.1634 C14H21+ 1 189.1638 -2.26
192.0931 C15H12+ 1 192.0934 -1.52
193.1014 C15H13+ 1 193.1012 1.21
194.1092 C15H14+ 1 194.109 1.12
195.1168 C15H15+ 1 195.1168 -0.19
196.1249 C15H16+ 1 196.1247 1.11
197.1325 C15H17+ 1 197.1325 0.02
198.1408 C15H18+ 1 198.1403 2.36
199.1116 C14H15O+ 1 199.1117 -0.56
199.1483 C15H19+ 1 199.1481 0.77
200.1193 C14H16O+ 1 200.1196 -1.18
201.1272 C14H17O+ 1 201.1274 -0.75
209.1327 C16H17+ 1 209.1325 1.07
210.1403 C16H18+ 1 210.1403 0.13
211.1486 C16H19+ 1 211.1481 2.19
213.1272 C15H17O+ 1 213.1274 -0.9
213.1641 C16H21+ 1 213.1638 1.61
215.143 C15H19O+ 1 215.143 -0.38
223.1481 C17H19+ 1 223.1481 0.01
225.1638 C17H21+ 1 225.1638 0.01
227.1429 C16H19O+ 1 227.143 -0.45
227.1797 C17H23+ 1 227.1794 1.25
235.1481 C18H19+ 1 235.1481 -0.07
237.1637 C18H21+ 1 237.1638 -0.37
PK$NUM_PEAK: 164
PK$PEAK: m/z int. rel.int.
50.0151 217007.8 6
51.0228 267405.7 8
53.0022 704657.4 22
53.0386 2557096.5 81
53.9974 55810.6 1
55.0179 946200.1 30
55.0543 11856199 379
57.0335 865754.5 27
57.0699 1233486.5 39
59.0492 823516.5 26
63.0228 50727.7 1
65.0386 3138781.2 100
66.0464 247113.4 7
67.0542 17551538 561
67.9893 167467 5
69.0335 2733104.5 87
69.0699 5220909 166
71.0492 356643 11
71.0855 40977.4 1
73.0649 93871.1 3
77.0385 1857194.5 59
78.0464 215871.8 6
79.0542 20617896 659
80.0621 305573.2 9
81.0699 19296442 616
83.0491 3912865.2 125
83.0855 978047 31
85.0647 352873.1 11
91.0542 31246766 999
92.0621 345103.6 11
93.0699 22023628 704
94.0414 163446 5
94.0778 277211.7 8
95.0492 7166420.5 229
95.0855 17251848 551
97.0648 1590325 50
102.0465 46353.1 1
103.0542 2634441.5 84
104.0621 568108.4 18
105.0448 3271904 104
105.0699 31095700 994
106.0414 91557.9 2
106.0777 726543.4 23
107.0491 1051932.9 33
107.0855 16415830 524
108.057 243543 7
108.0932 168308.6 5
109.0648 3855475 123
109.1012 3690152.8 117
111.0805 881421.2 28
115.0543 2275540 72
116.0621 1328318.2 42
117.0699 5037532 161
118.0777 421850.9 13
119.0605 1629310.6 52
119.0856 21046764 672
120.0569 71616.2 2
120.0933 517050.4 16
121.0648 3296758.8 105
121.1012 9629098 307
122.0724 273083.4 8
123.0805 1848302.6 59
123.1168 706163.4 22
125.0599 58357.2 1
125.0962 279844.3 8
128.0621 2179814.2 69
129.0699 3720124.5 118
130.0778 1569848.2 50
131.0856 7688521.5 245
132.0571 64171.5 2
132.0934 355572.6 11
133.0648 726020.5 23
133.076 622369.4 19
133.1012 7056118.5 225
134.0725 326591.8 10
134.109 83523.5 2
135.0804 8328380 266
135.1168 1243954 39
137.0961 372963 11
137.1325 63662.6 2
139.1119 270440.4 8
141.0699 1848746 59
142.0778 3295394.2 105
143.0856 4300456.5 137
144.0933 1667085.4 53
145.0648 604307.6 19
145.1012 5794007.5 185
146.0725 389997.5 12
146.1093 266832.1 8
147.0804 668857.1 21
147.1168 2405041.5 76
148.0883 72189.8 2
149.0961 5654437 180
151.112 81961.2 2
152.0616 47666.4 1
153.07 634094.1 20
154.0778 314181.8 10
155.0604 259802.8 8
155.0855 2025318.1 64
156.0934 2339929 74
157.1012 2689575.2 85
158.0724 288893.6 9
158.109 1338847.8 42
159.0806 805229.7 25
159.1168 2290121 73
160.0885 340996.8 10
160.1247 256041 8
161.0961 818942.2 26
161.1325 575296.4 18
163.1117 284469.2 9
163.1476 53512.5 1
165.0699 263494.1 8
166.0777 61998.7 1
167.0856 1125447.6 35
168.0933 486342 15
169.1012 1796565 57
170.1091 579542.9 18
171.0805 153179.8 4
171.1169 1217007.4 38
172.0879 156351.8 4
172.1246 162045.9 5
173.0961 433634.8 13
173.1326 1527937 48
174.1044 134252.4 4
175.1117 308569.2 9
175.1481 467986.9 14
178.077 50251.1 1
179.0855 265913.8 8
180.0934 160320.6 5
181.1011 1168440.6 37
182.1091 783894.6 25
183.1169 1126865.8 36
184.1247 284350.7 9
185.0959 273433.2 8
185.1323 430039 13
186.1036 69867.5 2
186.1401 39248.1 1
187.112 276497.5 8
187.1481 206993.1 6
189.1273 84378.5 2
189.1634 86320.5 2
192.0931 69428.5 2
193.1014 188848 6
194.1092 218365.8 6
195.1168 673881.9 21
196.1249 387154.1 12
197.1325 758157.9 24
198.1408 137996.5 4
199.1116 222649.4 7
199.1483 319847.6 10
200.1193 67127 2
201.1272 219962.8 7
209.1327 269226.7 8
210.1403 84852 2
211.1486 290018.9 9
213.1272 91820.9 2
213.1641 48132.1 1
215.143 229501.7 7
223.1481 296970.2 9
225.1638 47350.8 1
227.1429 68909.4 2
227.1797 37887.5 1
235.1481 69613.9 2
237.1637 52831.1 1
//
