ACCESSION: MSBNK-Eawag-EQ326357
RECORD_TITLE: Glycyrrhetinic Acid; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-00di-0921000000-be6ecff38e178ed81d85
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  71.0503 C4H7O- 1 71.0502 0.87
  107.0503 C7H7O- 1 107.0502 1.04
  130.0427 C9H6O- 1 130.0424 2.2
  137.0973 C9H13O- 1 137.0972 0.59
  145.0656 C10H9O- 1 145.0659 -1.71
  156.0577 C11H8O- 1 156.0581 -2.59
  157.0657 C11H9O- 1 157.0659 -1.39
  159.0452 C10H7O2- 1 159.0452 0.48
  169.066 C12H9O- 1 169.0659 0.66
  170.0738 C12H10O- 1 170.0737 0.8
  171.0816 C12H11O- 1 171.0815 0.18
  172.0892 C12H12O- 1 172.0894 -0.83
  173.097 C12H13O- 1 173.0972 -0.8
  183.0814 C13H11O- 1 183.0815 -0.98
  184.0888 C13H12O- 1 184.0894 -2.95
  185.0606 C12H9O2- 1 185.0608 -1.31
  185.0973 C13H13O- 1 185.0972 0.76
  195.0813 C14H11O- 1 195.0815 -1.22
  197.0602 C13H9O2- 1 197.0608 -2.81
  197.0971 C14H13O- 1 197.0972 -0.55
  221.0978 C16H13O- 1 221.0972 2.77
  223.1131 C16H15O- 1 223.1128 0.99
  224.1206 C16H16O- 1 224.1207 -0.28
  225.1284 C16H17O- 1 225.1285 -0.57
  237.1284 C17H17O- 1 237.1285 -0.21
  239.144 C17H19O- 1 239.1441 -0.75
  253.16 C18H21O- 1 253.1598 0.64
  307.2073 C22H27O- 1 307.2067 1.7
  309.1855 C21H25O2- 1 309.186 -1.73
  323.2013 C22H27O2- 1 323.2017 -1.22
  323.2376 C23H31O- 1 323.238 -1.45
  325.2179 C22H29O2- 1 325.2173 1.8
PK$NUM_PEAK: 34
PK$PEAK: m/z int. rel.int.
  71.0503 43947.9 409
  107.0503 7632.6 71
  130.0427 6877 64
  137.0973 7476.5 69
  145.0656 34377.6 320
  156.0577 6035.9 56
  157.0657 25295.5 235
  159.0452 6368.9 59
  169.066 19408.7 181
  170.0738 105489 984
  171.0816 107085.4 999
  172.0892 42921.8 400
  173.097 40556.8 378
  183.0814 55548.2 518
  184.0888 28678.5 267
  185.0606 25643.6 239
  185.0973 65028.7 606
  195.0813 8069.1 75
  197.0602 5580.1 52
  197.0971 21908.7 204
  202.0635 22011.63867 205
  209.0969 24423.99805 227
  221.0978 7551.7 70
  223.1131 23726.5 221
  224.1206 8833.3 82
  225.1284 32303.2 301
  237.1284 22333.7 208
  239.144 22506.3 209
  253.16 8096.8 75
  307.2073 6994.7 65
  309.1855 33152.2 309
  323.2013 21373.8 199
  323.2376 6178.6 57
  325.2179 46259.2 431
//