ACCESSION: MSBNK-Eawag-EQ326308
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-05ox-9500000000-a827a9a1610bcf535b96
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.97
51.023 C4H3+ 1 51.0229 0.66
52.0307 C4H4+ 1 52.0308 -1.57
53.0022 C3HO+ 1 53.0022 0.92
53.0386 C4H5+ 1 53.0386 1.01
53.9975 C2NO+ 1 53.9974 0.55
55.0179 C3H3O+ 1 55.0178 0.89
55.0543 C4H7+ 1 55.0542 0.79
57.0335 C3H5O+ 1 57.0335 0.86
57.0699 C4H9+ 1 57.0699 0.58
59.0491 C3H7O+ 1 59.0491 -0.02
62.0151 C5H2+ 1 62.0151 -0.67
63.0229 C5H3+ 1 63.0229 0.21
65.0386 C5H5+ 1 65.0386 0.67
66.0464 C5H6+ 1 66.0464 -0.02
67.0543 C5H7+ 1 67.0542 0.5
67.9893 C3O2+ 1 67.9893 -0.16
68.9971 C3HO2+ 1 68.9971 0.35
69.0335 C4H5O+ 1 69.0335 0.42
69.0699 C5H9+ 1 69.0699 0.19
75.023 C6H3+ 1 75.0229 0.45
76.0306 C6H4+ 1 76.0308 -1.47
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 0.36
79.0542 C6H7+ 1 79.0542 0.3
80.0621 C6H8+ 1 80.0621 0.23
81.0335 C5H5O+ 1 81.0335 0.36
81.0699 C6H9+ 1 81.0699 0.53
83.0492 C5H7O+ 1 83.0491 1.07
89.0386 C7H5+ 1 89.0386 0.04
90.0464 C7H6+ 1 90.0464 -0.46
91.0543 C7H7+ 1 91.0542 0.7
92.0621 C7H8+ 1 92.0621 0.63
93.07 C7H9+ 1 93.0699 1
94.0413 C6H6O+ 1 94.0413 0.25
94.0778 C7H10+ 1 94.0777 0.73
95.0492 C6H7O+ 1 95.0491 0.62
97.0647 C6H9O+ 1 97.0648 -0.53
102.0465 C8H6+ 1 102.0464 0.96
103.0543 C8H7+ 1 103.0542 0.42
104.0621 C8H8+ 1 104.0621 0.37
105.0448 C6H5N2+ 1 105.0447 0.81
105.07 C8H9+ 1 105.0699 0.7
106.0778 C8H10+ 1 106.0777 1.11
107.0491 C7H7O+ 1 107.0491 0.08
107.0856 C8H11+ 1 107.0855 1.06
108.0572 C7H8O+ 1 108.057 2.16
109.0649 C7H9O+ 1 109.0648 1.27
115.0543 C9H7+ 1 115.0542 0.72
116.0621 C9H8+ 1 116.0621 0.67
117.07 C9H9+ 1 117.0699 0.63
118.0777 C9H10+ 1 118.0777 -0.18
119.0493 C8H7O+ 1 119.0491 0.91
119.0604 C7H7N2+ 1 119.0604 0.21
119.0857 C9H11+ 1 119.0855 1.2
120.0573 C8H8O+ 1 120.057 2.45
121.0649 C8H9O+ 1 121.0648 1.15
126.0465 C10H6+ 1 126.0464 0.46
127.0543 C10H7+ 1 127.0542 0.66
128.0621 C10H8+ 1 128.0621 0.53
129.0699 C10H9+ 1 129.0699 0.41
130.0778 C10H10+ 1 130.0777 0.83
131.0491 C9H7O+ 1 131.0491 -0.01
131.0855 C10H11+ 1 131.0855 0.02
132.0571 C9H8O+ 1 132.057 1.16
133.0649 C9H9O+ 1 133.0648 1.12
133.1011 C10H13+ 1 133.1012 -0.28
135.0806 C9H11O+ 1 135.0804 1.54
139.0543 C11H7+ 1 139.0542 0.82
141.0699 C11H9+ 1 141.0699 0.31
142.0778 C11H10+ 1 142.0777 0.55
143.0858 C11H11+ 1 143.0855 2.05
144.0571 C10H8O+ 1 144.057 1.07
145.0649 C10H9O+ 1 145.0648 0.4
145.1013 C11H13+ 1 145.1012 0.64
147.0803 C10H11O+ 1 147.0804 -0.96
152.0622 C12H8+ 1 152.0621 0.84
153.07 C12H9+ 1 153.0699 0.67
154.0777 C12H10+ 1 154.0777 0.18
155.0604 C10H7N2+ 1 155.0604 0.1
155.0856 C12H11+ 1 155.0855 0.21
157.0649 C11H9O+ 1 157.0648 0.44
165.07 C13H9+ 1 165.0699 0.57
166.0777 C13H10+ 1 166.0777 0.23
167.0857 C13H11+ 1 167.0855 0.8
168.0933 C13H12+ 1 168.0934 -0.07
169.0646 C12H9O+ 1 169.0648 -0.9
169.1011 C13H13+ 1 169.1012 -0.57
178.0778 C14H10+ 1 178.0777 0.72
179.086 C14H11+ 1 179.0855 2.53
180.0933 C14H12+ 1 180.0934 -0.45
189.0699 C15H9+ 1 189.0699 0.18
191.0859 C15H11+ 1 191.0855 1.95
193.1017 C15H13+ 1 193.1012 2.76
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
50.0151 1587293.1 50
51.023 1863845.5 59
52.0307 40267.8 1
53.0022 1374148 43
53.0386 5971235.5 190
53.9975 297710.8 9
55.0179 793214.1 25
55.0543 5992875.5 191
57.0335 130094.7 4
57.0699 65118.9 2
59.0491 216609.9 6
62.0151 40882.4 1
63.0229 488459.8 15
65.0386 13329867 426
66.0464 513883.9 16
67.0543 6426236 205
67.9893 173480 5
68.9971 48561.5 1
69.0335 351906.8 11
69.0699 364120.8 11
75.023 67643.7 2
76.0306 43041.4 1
77.0386 4623325.5 147
78.0464 1870286.1 59
79.0542 13461682 430
80.0621 308155.3 9
81.0335 581587.6 18
81.0699 2321289.5 74
83.0492 52641.2 1
89.0386 465533.3 14
90.0464 56677.9 1
91.0543 31250306 999
92.0621 503345.6 16
93.07 1649747.8 52
94.0413 525347.3 16
94.0778 40271.4 1
95.0492 14998127 479
97.0647 51242.3 1
102.0465 566761.4 18
103.0543 4653497 148
104.0621 1043817.6 33
105.0448 7644647.5 244
105.07 6369724.5 203
106.0778 166878.8 5
107.0491 558597.8 17
107.0856 268335.6 8
108.0572 59957.3 1
109.0649 447000.4 14
115.0543 9537265 304
116.0621 1246847.1 39
117.07 2329827.2 74
118.0777 77429 2
119.0493 209009.1 6
119.0604 177007.1 5
119.0857 963542.5 30
120.0573 55265.2 1
121.0649 233311.5 7
126.0465 124651.4 3
127.0543 605274.4 19
128.0621 7771993 248
129.0699 3092749.5 98
130.0778 446094.9 14
131.0491 327447.8 10
131.0855 468904.3 14
132.0571 32342.2 1
133.0649 77579.2 2
133.1011 62926.7 2
135.0806 70764.9 2
139.0543 50028.6 1
141.0699 3993712 127
142.0778 975796.9 31
143.0858 515270.9 16
144.0571 144210.8 4
145.0649 632062.5 20
145.1013 174399.4 5
147.0803 33574.9 1
152.0622 1347256.5 43
153.07 1565394.8 50
154.0777 384053 12
155.0604 1093158.8 34
155.0856 618530.6 19
157.0649 185039 5
165.07 1857742.1 59
166.0777 396818.8 12
167.0857 489812.9 15
168.0933 42073.1 1
169.0646 151296.1 4
169.1011 58712.1 1
178.0778 699312.2 22
179.086 367264.5 11
180.0933 49204.2 1
189.0699 68722.8 2
191.0859 63546.1 2
193.1017 43051.7 1
//
