ACCESSION: MSBNK-Eawag-EQ326356
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$FOCUSED_ION: BASE_PEAK 515.3377
MS$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$SPLASH: splash10-056r-0109000000-1bd1687c967adde80ff9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  71.0504 C4H7O- 1 71.0502 1.71
  81.0344 C5H5O- 1 81.0346 -2.08
  99.0452 C5H7O2- 1 99.0452 0.98
  107.0501 C7H7O- 1 107.0502 -1.29
  137.0971 C9H13O- 1 137.0972 -0.79
  145.0658 C10H9O- 1 145.0659 -0.75
  147.0817 C10H11O- 1 147.0815 0.83
  156.0583 C11H8O- 1 156.0581 1.52
  170.0736 C12H10O- 1 170.0737 -0.9
  171.0815 C12H11O- 1 171.0815 -0.34
  172.0893 C12H12O- 1 172.0894 -0.49
  173.0969 C12H13O- 1 173.0972 -1.49
  183.0812 C13H11O- 1 183.0815 -1.85
  184.0894 C13H12O- 1 184.0894 0.25
  185.0971 C13H13O- 1 185.0972 -0.53
  197.0969 C14H13O- 1 197.0972 -1.57
  198.1049 C14H14O- 1 198.105 -0.78
  199.113 C14H15O- 1 199.1128 0.81
  224.1208 C16H16O- 1 224.1207 0.79
  225.1283 C16H17O- 1 225.1285 -0.75
  233.1543 C15H21O2- 1 233.1547 -1.56
  237.1282 C17H17O- 1 237.1285 -1.05
  239.1443 C17H19O- 1 239.1441 0.84
  253.16 C18H21O- 1 253.1598 0.79
  283.2069 C20H27O- 1 283.2067 0.5
  287.2009 C19H27O2- 1 287.2017 -2.52
  307.2067 C22H27O- 1 307.2067 -0.19
  309.1855 C21H25O2- 1 309.186 -1.53
  321.2219 C23H29O- 1 321.2224 -1.68
  323.2015 C22H27O2- 1 323.2017 -0.57
  323.2387 C23H31O- 1 323.238 1.95
  324.2098 C22H28O2- 1 324.2095 0.9
  325.2174 C22H29O2- 1 325.2173 0.39
  337.2175 C23H29O2- 1 337.2173 0.67
  338.2253 C23H30O2- 1 338.2251 0.45
  339.2329 C23H31O2- 1 339.233 -0.13
  353.2472 C24H33O2- 1 353.2486 -3.97
  355.2643 C24H35O2- 1 355.2643 0.27
  377.2481 C26H33O2- 1 377.2486 -1.42
  377.2851 C27H37O- 1 377.285 0.19
  379.2646 C26H35O2- 1 379.2643 0.94
  391.2639 C27H35O2- 1 391.2643 -0.85
  393.2803 C27H37O2- 1 393.2799 1.11
  407.2954 C28H39O2- 1 407.2956 -0.4
  409.3106 C28H41O2- 1 409.3112 -1.57
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  71.0504 73415.2 114
  81.0344 6050.5 9
  99.0452 6945.5 10
  107.0501 5743.7 8
  137.0971 20450.3 32
  145.0658 12236.5 19
  147.0817 70563.4 110
  156.0583 4982.4 7
  170.0736 25629.9 40
  171.0815 34388.2 53
  172.0893 12174 19
  173.0969 38246 59
  183.0812 12594.3 19
  184.0894 20092.2 31
  185.0971 74233.3 116
  197.0969 7697.6 12
  198.1049 9723.1 15
  199.113 27100.4 42
  224.1208 10046.5 15
  225.1283 28658 44
  233.1543 6985 10
  237.1282 30131.8 47
  239.1443 36927.7 57
  253.16 52445.8 82
  283.2069 6349 9
  287.2009 6912.8 10
  307.2067 41096.3 64
  309.1855 77176.1 120
  321.2219 11693.1 18
  323.2015 58193.7 91
  323.2387 26247.7 41
  324.2098 69236.6 108
  325.2174 638207.1 999
  337.2175 6890 10
  338.2253 7393.6 11
  339.2329 138982 217
  353.2472 23047.3 36
  355.2643 630639.2 987
  377.2481 33676.1 52
  377.2851 7407.7 11
  379.2646 120973.3 189
  391.2639 11641.5 18
  393.2803 86894.4 136
  407.2954 6881.4 10
  409.3106 59931.9 93
//