ACCESSION: MSBNK-Eawag-EQ326309
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 180; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (nominal)
AC$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$SPLASH: splash10-016u-9400000000-bacb5be6a57582272680
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0151 C4H2+ 1 50.0151 0.97
  51.023 C4H3+ 1 51.0229 0.85
  52.0308 C4H4+ 1 52.0308 0.16
  53.0022 C3HO+ 1 53.0022 0.73
  53.0386 C4H5+ 1 53.0386 0.82
  53.9975 C2NO+ 1 53.9974 0.37
  55.0179 C3H3O+ 1 55.0178 0.34
  55.0543 C4H7+ 1 55.0542 0.61
  57.0335 C3H5O+ 1 57.0335 1.03
  57.0698 C4H9+ 1 57.0699 -2.05
  59.0492 C3H7O+ 1 59.0491 1.5
  62.0151 C5H2+ 1 62.0151 0.62
  63.0229 C5H3+ 1 63.0229 0.21
  65.0386 C5H5+ 1 65.0386 0.36
  66.0464 C5H6+ 1 66.0464 0.13
  67.0542 C5H7+ 1 67.0542 0.35
  67.9893 C3O2+ 1 67.9893 0.43
  68.9971 C3HO2+ 1 68.9971 -0.52
  69.0336 C4H5O+ 1 69.0335 1.14
  69.0699 C5H9+ 1 69.0699 0.19
  75.0229 C6H3+ 1 75.0229 -0.62
  76.0307 C6H4+ 1 76.0308 -0.28
  77.0386 C6H5+ 1 77.0386 -0.35
  78.0464 C6H6+ 1 78.0464 0.24
  79.0542 C6H7+ 1 79.0542 0.04
  80.0621 C6H8+ 1 80.0621 0.23
  81.0335 C5H5O+ 1 81.0335 0.23
  81.0699 C6H9+ 1 81.0699 0.16
  83.0492 C5H7O+ 1 83.0491 0.71
  89.0386 C7H5+ 1 89.0386 0.15
  90.0464 C7H6+ 1 90.0464 -0.35
  91.0543 C7H7+ 1 91.0542 0.59
  92.062 C7H8+ 1 92.0621 -0.13
  93.0699 C7H9+ 1 93.0699 0.47
  94.0414 C6H6O+ 1 94.0413 0.78
  95.0492 C6H7O+ 1 95.0491 0.62
  102.0464 C8H6+ 1 102.0464 0.47
  103.0543 C8H7+ 1 103.0542 0.32
  104.0621 C8H8+ 1 104.0621 0.46
  105.0448 C6H5N2+ 1 105.0447 0.62
  105.0699 C8H9+ 1 105.0699 0.41
  106.0416 C7H6O+ 1 106.0413 3.05
  107.0492 C7H7O+ 1 107.0491 0.64
  109.0647 C7H9O+ 1 109.0648 -0.56
  115.0543 C9H7+ 1 115.0542 0.55
  116.0621 C9H8+ 1 116.0621 0.42
  117.0699 C9H9+ 1 117.0699 0.46
  119.0493 C8H7O+ 1 119.0491 1.67
  119.0858 C9H11+ 1 119.0855 2.13
  126.0465 C10H6+ 1 126.0464 0.86
  127.0542 C10H7+ 1 127.0542 0.18
  128.0621 C10H8+ 1 128.0621 0.38
  129.0699 C10H9+ 1 129.0699 0.34
  130.0778 C10H10+ 1 130.0777 0.91
  131.0492 C9H7O+ 1 131.0491 0.68
  131.0859 C10H11+ 1 131.0855 2.77
  133.0649 C9H9O+ 1 133.0648 0.89
  139.0542 C11H7+ 1 139.0542 -0.05
  141.0699 C11H9+ 1 141.0699 0.09
  142.0777 C11H10+ 1 142.0777 -0.08
  143.0853 C11H11+ 1 143.0855 -1.31
  145.0649 C10H9O+ 1 145.0648 0.68
  152.0621 C12H8+ 1 152.0621 0.58
  153.07 C12H9+ 1 153.0699 0.61
  154.0778 C12H10+ 1 154.0777 0.31
  155.0604 C10H7N2+ 1 155.0604 0.1
  155.0856 C12H11+ 1 155.0855 0.41
  157.0648 C11H9O+ 1 157.0648 0.25
  165.07 C13H9+ 1 165.0699 0.5
  166.0777 C13H10+ 1 166.0777 -0.01
  167.0855 C13H11+ 1 167.0855 -0.28
  169.065 C12H9O+ 1 169.0648 1.47
  178.0778 C14H10+ 1 178.0777 0.27
  179.0858 C14H11+ 1 179.0855 1.8
  189.0696 C15H9+ 1 189.0699 -1.68
  191.0856 C15H11+ 1 191.0855 0.54
PK$NUM_PEAK: 76
PK$PEAK: m/z int. rel.int.
  50.0151 2887483.2 136
  51.023 4888117.5 230
  52.0308 65838.6 3
  53.0022 1851044.8 87
  53.0386 5763154 271
  53.9975 414132.2 19
  55.0179 576375.3 27
  55.0543 3016626.5 142
  57.0335 45743.2 2
  57.0698 39157.2 1
  59.0492 60856.3 2
  62.0151 200239.5 9
  63.0229 1429258.2 67
  65.0386 16442513 774
  66.0464 643202.1 30
  67.0542 2736816.8 128
  67.9893 116493.7 5
  68.9971 29379 1
  69.0336 74877.3 3
  69.0699 69804.3 3
  75.0229 275589.5 12
  76.0307 74927.6 3
  77.0386 4830508.5 227
  78.0464 2620164.2 123
  79.0542 7390232 348
  80.0621 132690.8 6
  81.0335 483245.9 22
  81.0699 618514.5 29
  83.0492 40429.6 1
  89.0386 1366522.2 64
  90.0464 32482.1 1
  91.0543 21205634 999
  92.062 161474.4 7
  93.0699 320474.9 15
  94.0414 461142.8 21
  95.0492 13750648 647
  102.0464 1291252.6 60
  103.0543 3521826 165
  104.0621 533463.1 25
  105.0448 6965743 328
  105.0699 2026023.5 95
  106.0416 51551.5 2
  107.0492 419008.3 19
  109.0647 64150.7 3
  115.0543 12092715 569
  116.0621 918917.7 43
  117.0699 912035.1 42
  119.0493 155607.5 7
  119.0858 160049.6 7
  126.0465 391676.9 18
  127.0542 828018.2 39
  128.0621 7204767 339
  129.0699 1603966.6 75
  130.0778 70038.1 3
  131.0492 208288.8 9
  131.0859 36093.8 1
  133.0649 32395.6 1
  139.0542 321530.5 15
  141.0699 2642958.5 124
  142.0777 283941.3 13
  143.0853 116409.6 5
  145.0649 621028.9 29
  152.0621 2183233.5 102
  153.07 978706.4 46
  154.0778 129099.7 6
  155.0604 1117211.9 52
  155.0856 79119.5 3
  157.0648 62298.5 2
  165.07 2128681.5 100
  166.0777 147684.2 6
  167.0855 138540.1 6
  169.065 344753.5 16
  178.0778 507270.6 23
  179.0858 57228.8 2
  189.0696 120440.7 5
  191.0856 33883.4 1
//