ACCESSION: MSBNK-Eawag-EQ326307
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-052f-9600000000-d8ff670cd490d5459f47
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.03
51.0229 C4H3+ 1 51.0229 -0.13
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 0.63
53.9975 C2NO+ 1 53.9974 0.37
55.0179 C3H3O+ 1 55.0178 0.52
55.0543 C4H7+ 1 55.0542 0.61
57.0335 C3H5O+ 1 57.0335 0.68
57.0699 C4H9+ 1 57.0699 0.58
59.0492 C3H7O+ 1 59.0491 0.99
63.0228 C5H3+ 1 63.0229 -2.32
65.0386 C5H5+ 1 65.0386 0.21
66.0463 C5H6+ 1 66.0464 -1.08
67.0542 C5H7+ 1 67.0542 0.35
67.9893 C3O2+ 1 67.9893 -0.01
69.0335 C4H5O+ 1 69.0335 0.42
69.0699 C5H9+ 1 69.0699 0.19
71.0492 C4H7O+ 1 71.0491 1.11
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 0.36
79.0542 C6H7+ 1 79.0542 -0.08
80.062 C6H8+ 1 80.0621 -0.15
81.0335 C5H5O+ 1 81.0335 -0.26
81.0699 C6H9+ 1 81.0699 0.29
83.0491 C5H7O+ 1 83.0491 -0.02
83.0855 C6H11+ 1 83.0855 -0.2
89.0384 C7H5+ 1 89.0386 -1.76
91.0543 C7H7+ 1 91.0542 0.48
92.0621 C7H8+ 1 92.0621 0.63
93.0699 C7H9+ 1 93.0699 0.68
94.0413 C6H6O+ 1 94.0413 -0.07
94.0778 C7H10+ 1 94.0777 0.62
95.0492 C6H7O+ 1 95.0491 0.51
95.0856 C7H11+ 1 95.0855 0.35
97.0648 C6H9O+ 1 97.0648 0.5
102.0466 C8H6+ 1 102.0464 1.55
103.0542 C8H7+ 1 103.0542 0.13
104.0621 C8H8+ 1 104.0621 0.18
105.0448 C6H5N2+ 1 105.0447 0.53
105.0699 C8H9+ 1 105.0699 0.51
106.0416 C7H6O+ 1 106.0413 2.39
106.0777 C8H10+ 1 106.0777 0.36
107.0491 C7H7O+ 1 107.0491 0.08
107.0855 C8H11+ 1 107.0855 0.22
108.057 C7H8O+ 1 108.057 0.13
109.0649 C7H9O+ 1 109.0648 0.54
109.1012 C8H13+ 1 109.1012 0.12
111.0804 C7H11O+ 1 111.0804 -0.55
115.0543 C9H7+ 1 115.0542 0.38
116.0621 C9H8+ 1 116.0621 0.16
117.0699 C9H9+ 1 117.0699 0.28
118.0777 C9H10+ 1 118.0777 -0.35
119.0492 C8H7O+ 1 119.0491 0.24
119.0605 C7H7N2+ 1 119.0604 0.8
119.0856 C9H11+ 1 119.0855 0.53
120.0573 C8H8O+ 1 120.057 2.78
120.0933 C9H12+ 1 120.0934 -0.18
121.0648 C8H9O+ 1 121.0648 0.32
121.1012 C9H13+ 1 121.1012 0.11
122.0726 C8H10O+ 1 122.0726 -0.38
123.0804 C8H11O+ 1 123.0804 -0.42
127.0541 C10H7+ 1 127.0542 -1.08
128.0621 C10H8+ 1 128.0621 0.3
129.0699 C10H9+ 1 129.0699 0.1
130.0778 C10H10+ 1 130.0777 0.45
131.0491 C9H7O+ 1 131.0491 -0.24
131.0856 C10H11+ 1 131.0855 0.48
132.0571 C9H8O+ 1 132.057 0.94
132.0935 C10H12+ 1 132.0934 0.97
133.0647 C9H9O+ 1 133.0648 -0.46
133.076 C8H9N2+ 1 133.076 -0.26
133.1012 C10H13+ 1 133.1012 0.17
135.0805 C9H11O+ 1 135.0804 0.36
141.0699 C11H9+ 1 141.0699 0.09
142.0778 C11H10+ 1 142.0777 0.69
143.0856 C11H11+ 1 143.0855 0.51
144.0572 C10H8O+ 1 144.057 1.76
144.0934 C11H12+ 1 144.0934 0.47
145.0648 C10H9O+ 1 145.0648 0.06
145.1013 C11H13+ 1 145.1012 0.64
146.0726 C10H10O+ 1 146.0726 -0.45
147.0804 C10H11O+ 1 147.0804 -0.08
149.0963 C10H13O+ 1 149.0961 1.26
152.0621 C12H8+ 1 152.0621 0.58
153.0699 C12H9+ 1 153.0699 0.15
154.0778 C12H10+ 1 154.0777 0.51
155.0605 C10H7N2+ 1 155.0604 0.55
155.0855 C12H11+ 1 155.0855 0.02
156.0933 C12H12+ 1 156.0934 -0.01
157.0649 C11H9O+ 1 157.0648 0.63
157.1012 C12H13+ 1 157.1012 0.47
158.0727 C11H10O+ 1 158.0726 0.34
158.1092 C12H14+ 1 158.109 1.25
159.0806 C11H11O+ 1 159.0804 1.19
159.1168 C12H15+ 1 159.1168 -0.04
160.0884 C11H12O+ 1 160.0883 0.58
165.0699 C13H9+ 1 165.0699 0.2
166.0778 C13H10+ 1 166.0777 0.53
167.0856 C13H11+ 1 167.0855 0.62
168.0935 C13H12+ 1 168.0934 1.18
169.0644 C12H9O+ 1 169.0648 -2.14
169.1012 C13H13+ 1 169.1012 0.02
170.109 C13H14+ 1 170.109 -0.13
171.0804 C12H11O+ 1 171.0804 -0.3
171.1167 C13H15+ 1 171.1168 -0.86
178.0774 C14H10+ 1 178.0777 -1.53
179.0856 C14H11+ 1 179.0855 0.63
180.0933 C14H12+ 1 180.0934 -0.01
181.1013 C14H13+ 1 181.1012 0.57
182.109 C14H14+ 1 182.109 -0.07
183.1169 C14H15+ 1 183.1168 0.62
184.1245 C14H16+ 1 184.1247 -0.77
185.0964 C13H13O+ 1 185.0961 1.4
185.1324 C14H17+ 1 185.1325 -0.63
191.0853 C15H11+ 1 191.0855 -1.4
192.0932 C15H12+ 1 192.0934 -0.95
193.1009 C15H13+ 1 193.1012 -1.23
194.1086 C15H14+ 1 194.109 -2.07
195.1168 C15H15+ 1 195.1168 0.07
PK$NUM_PEAK: 119
PK$PEAK: m/z int. rel.int.
50.0151 498958 12
51.0229 553851.1 13
53.0022 877380.5 21
53.0386 4434414 110
53.9975 238408.9 5
55.0179 943849.7 23
55.0543 9923028 247
57.0335 263631.7 6
57.0699 380096 9
59.0492 414420.6 10
63.0228 258175.8 6
65.0386 7833332.5 195
66.0463 343586.1 8
67.0542 12496660 311
67.9893 83103.5 2
69.0335 968553.4 24
69.0699 1352091.8 33
71.0492 126654.8 3
77.0386 3649031.2 91
78.0464 922007.6 23
79.0542 20795830 519
80.062 420775.8 10
81.0335 444396.4 11
81.0699 8115885.5 202
83.0491 827245.2 20
83.0855 70729.2 1
89.0384 139677 3
91.0543 40019532 999
92.0621 757651.9 18
93.0699 7119571 177
94.0413 371978.9 9
94.0778 86129.7 2
95.0492 12444361 310
95.0856 3848477.5 96
97.0648 378002.3 9
102.0466 272310.9 6
103.0542 4945334 123
104.0621 1305652.9 32
105.0448 6231443.5 155
105.0699 17842824 445
106.0416 68102.5 1
106.0777 513491.6 12
107.0491 979246.6 24
107.0855 2673585 66
108.057 255184.2 6
109.0649 1671824.1 41
109.1012 284919.3 7
111.0804 84068.3 2
115.0543 6136524 153
116.0621 2090342.5 52
117.0699 4692399.5 117
118.0777 450286.4 11
119.0492 313519.8 7
119.0605 992307.6 24
119.0856 5735010.5 143
120.0573 127101.1 3
120.0933 68359.5 1
121.0648 1278612.8 31
121.1012 771059.1 19
122.0726 130549.7 3
123.0804 288127.1 7
127.0541 223628.2 5
128.0621 5585040 139
129.0699 4918580.5 122
130.0778 1338196.5 33
131.0491 215133.4 5
131.0856 2610042.2 65
132.0571 163806 4
132.0935 62840.8 1
133.0647 350102.3 8
133.076 148631.5 3
133.1012 909356.8 22
135.0805 1661619.1 41
141.0699 4127201.5 103
142.0778 2650893.2 66
143.0856 2492415 62
144.0572 240928 6
144.0934 445827.3 11
145.0648 826654.2 20
145.1013 1068537.1 26
146.0726 73431.6 1
147.0804 168030.3 4
149.0963 340527.4 8
152.0621 621498 15
153.0699 1508092.4 37
154.0778 722063.8 18
155.0605 602688.7 15
155.0855 1503787.9 37
156.0933 690680.4 17
157.0649 176116.3 4
157.1012 656539.4 16
158.0727 75668.1 1
158.1092 67135.1 1
159.0806 284321.7 7
159.1168 254901.3 6
160.0884 58871.3 1
165.0699 1103941.9 27
166.0778 484409.1 12
167.0856 1195807.6 29
168.0935 282602.9 7
169.0644 54724.8 1
169.1012 674694.5 16
170.109 138126.4 3
171.0804 211928.1 5
171.1167 137017.9 3
178.0774 242392 6
179.0856 446907.8 11
180.0933 177149.5 4
181.1013 495857.7 12
182.109 145451 3
183.1169 277556.9 6
184.1245 46557.9 1
185.0964 42525.6 1
185.1324 48778.9 1
191.0853 67119.1 1
192.0932 168513.2 4
193.1009 196784.1 4
194.1086 59244.5 1
195.1168 139625.8 3
//
