ACCESSION: MSBNK-Eawag-EQ326355
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0a4i-0009200000-c23de15fecaedafae33d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  71.0503 C4H7O- 1 71.0502 1.15
  81.0345 C5H5O- 1 81.0346 -0.72
  99.0452 C5H7O2- 1 99.0452 -0.03
  137.0972 C9H13O- 1 137.0972 0.01
  147.0815 C10H11O- 1 147.0815 -0.33
  171.0811 C12H11O- 1 171.0815 -2.33
  185.0975 C13H13O- 1 185.0972 1.52
  198.1044 C14H14O- 1 198.105 -3.1
  199.113 C14H15O- 1 199.1128 0.86
  201.128 C14H17O- 1 201.1285 -2.23
  217.1597 C15H21O- 1 217.1598 -0.36
  233.1543 C15H21O2- 1 233.1547 -1.82
  239.1442 C17H19O- 1 239.1441 0.34
  253.1594 C18H21O- 1 253.1598 -1.65
  287.2013 C19H27O2- 1 287.2017 -1.13
  289.2174 C19H29O2- 1 289.2173 0.16
  307.2062 C22H27O- 1 307.2067 -1.69
  321.2219 C23H29O- 1 321.2224 -1.68
  323.2017 C22H27O2- 1 323.2017 0.08
  323.2379 C23H31O- 1 323.238 -0.4
  324.2094 C22H28O2- 1 324.2095 -0.12
  325.2175 C22H29O2- 1 325.2173 0.57
  337.2175 C23H29O2- 1 337.2173 0.49
  338.2256 C23H30O2- 1 338.2251 1.27
  339.233 C23H31O2- 1 339.233 0.05
  341.248 C23H33O2- 1 341.2486 -1.71
  353.2492 C24H33O2- 1 353.2486 1.57
  355.2644 C24H35O2- 1 355.2643 0.35
  377.2487 C26H33O2- 1 377.2486 0.2
  377.285 C27H37O- 1 377.285 0.11
  379.2643 C26H35O2- 1 379.2643 0.15
  391.2633 C27H35O2- 1 391.2643 -2.34
  393.2801 C27H37O2- 1 393.2799 0.4
  395.2967 C27H39O2- 1 395.2956 2.97
  407.2955 C28H39O2- 1 407.2956 -0.18
  409.3114 C28H41O2- 1 409.3112 0.36
  423.3268 C29H43O2- 1 423.3269 -0.13
  425.343 C29H45O2- 1 425.3425 1.19
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
  71.0503 25843.5 12
  81.0345 5955.2 2
  99.0452 13056.9 6
  137.0972 9008.3 4
  147.0815 49512.3 24
  171.0811 10975.8 5
  185.0975 10247.6 5
  198.1044 5619.7 2
  199.113 25644.2 12
  201.128 10222 5
  217.1597 20304.8 9
  233.1543 22218.1 10
  239.1442 24908.6 12
  253.1594 43170.6 21
  287.2013 21017.8 10
  289.2174 11486.4 5
  307.2062 24242 11
  321.2219 7175.9 3
  323.2017 49593.8 24
  323.2379 10657.3 5
  324.2094 50875.9 25
  325.2175 348546.2 171
  337.2175 10499.9 5
  338.2256 29467.4 14
  339.233 289566.8 142
  341.248 32945.9 16
  353.2492 56337.2 27
  355.2644 2032359 999
  377.2487 29781.5 14
  377.285 24356.7 11
  379.2643 245226.6 120
  391.2633 12862.9 6
  393.2801 230612.2 113
  395.2967 10065.1 4
  407.2955 72446.9 35
  409.3114 755570.4 371
  423.3268 108951.4 53
  425.343 104849.2 51
//