ACCESSION: MSBNK-Eawag-EQ326354
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 60; R=35000; [M-H]-
DATE: 2015.08.26
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 NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$FOCUSED_ION: BASE_PEAK 515.3377
MS$FOCUSED_ION: PRECURSOR_M/Z 469.3323
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$SPLASH: splash10-0a6r-0004900000-5d9468128c8fc0642c7d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  71.0504 C4H7O- 1 71.0502 2.41
  99.0451 C5H7O2- 1 99.0452 -0.13
  147.0814 C10H11O- 1 147.0815 -0.67
  185.097 C13H13O- 1 185.0972 -1.18
  201.1293 C14H17O- 1 201.1285 4.23
  217.1596 C15H21O- 1 217.1598 -0.96
  253.159 C18H21O- 1 253.1598 -3.12
  283.2068 C20H27O- 1 283.2067 0.07
  287.2015 C19H27O2- 1 287.2017 -0.71
  289.2174 C19H29O2- 1 289.2173 0.16
  299.2375 C21H31O- 1 299.238 -1.7
  323.2014 C22H27O2- 1 323.2017 -0.75
  325.2175 C22H29O2- 1 325.2173 0.48
  337.2175 C23H29O2- 1 337.2173 0.58
  339.233 C23H31O2- 1 339.233 0.05
  341.2484 C23H33O2- 1 341.2486 -0.71
  353.2488 C24H33O2- 1 353.2486 0.44
  355.2643 C24H35O2- 1 355.2643 0.27
  357.281 C24H37O2- 1 357.2799 3.21
  379.2645 C26H35O2- 1 379.2643 0.78
  391.2633 C27H35O2- 1 391.2643 -2.34
  393.2799 C27H37O2- 1 393.2799 0.09
  395.2945 C27H39O2- 1 395.2956 -2.67
  407.2951 C28H39O2- 1 407.2956 -1.24
  409.3113 C28H41O2- 1 409.3112 0.28
  423.3269 C29H43O2- 1 423.3269 0.11
  425.3427 C29H45O2- 1 425.3425 0.46
  469.3324 C30H45O4- 1 469.3323 0.25
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
  71.0504 26238.2 5
  99.0451 60329.4 11
  147.0814 13707.1 2
  185.097 7364.7 1
  201.1293 7417.5 1
  217.1596 44111.8 8
  253.159 7381.3 1
  283.2068 8909.5 1
  287.2015 13101.2 2
  289.2174 35715.6 7
  299.2375 7556.9 1
  323.2014 9623.6 1
  325.2175 88398.6 17
  337.2175 13544.3 2
  339.233 144169.2 28
  341.2484 81357.7 15
  353.2488 154002.9 30
  355.2643 4509337.5 886
  357.281 43803.8 8
  379.2645 69039.8 13
  391.2633 10031.1 1
  393.2799 176718.1 34
  395.2945 7286.3 1
  407.2951 81892.7 16
  409.3113 2493426.5 490
  423.3269 661453.6 130
  425.3427 5080447 999
  469.3324 2927101.5 575
//