ACCESSION: MSBNK-Eawag-EQ01098704
RECORD_TITLE: 13-cis Retinoic acid; LC-ESI-QFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2024.06.14
AUTHORS: F. Jud [dtc], K. Arturi [dtc], J. Hollender [dtc], A. Dax [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2024
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 10987
CH$NAME: 13-cis Retinoic acid
CH$NAME: 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
CH$NAME: 3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid
CH$COMPOUND_CLASS: N/A
CH$FORMULA: C20H28O2
CH$EXACT_MASS: 300.2089301
CH$SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C
CH$IUPAC: InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)
CH$LINK: CAS 302-79-4
CH$LINK: CHEBI 26536
CH$LINK: PUBCHEM CID:5282379
CH$LINK: INCHIKEY SHGAZHPCJJPHSC-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 5337
AC$INSTRUMENT: Exploris 240 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 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-328
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 16.524 min
MS$FOCUSED_ION: BASE_PEAK 301.2161
MS$FOCUSED_ION: PRECURSOR_M/Z 301.2162
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 3.15.1.1
PK$SPLASH: splash10-05o1-3900000000-8b0313d84d3c0d71cd90
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0543 C4H7+ 1 55.0542 0.88
  57.0699 C4H9+ 1 57.0699 1.27
  67.0543 C5H7+ 1 67.0542 0.89
  69.0336 C4H5O+ 1 69.0335 1.49
  69.0699 C5H9+ 1 69.0699 0.27
  71.0492 C4H7O+ 1 71.0491 1.08
  79.0542 C6H7+ 1 79.0542 0
  81.0699 C6H9+ 1 81.0699 0.63
  83.0856 C6H11+ 1 83.0855 0.69
  85.0651 C5H9O+ 1 85.0648 3.88
  91.0542 C7H7+ 1 91.0542 -0.42
  93.0698 C7H9+ 1 93.0699 -0.32
  95.0855 C7H11+ 1 95.0855 -0.32
  105.07 C8H9+ 1 105.0699 0.78
  107.0856 C8H11+ 1 107.0855 1.08
  109.0652 C7H9O+ 1 109.0648 3.43
  109.1013 C8H13+ 1 109.1012 0.69
  117.07 C9H9+ 1 117.0699 1.33
  119.0854 C9H11+ 1 119.0855 -0.65
  121.0649 C8H9O+ 1 121.0648 0.92
  121.1009 C9H13+ 1 121.1012 -2.3
  123.1168 C9H15+ 1 123.1168 0
  129.0701 C10H9+ 1 129.0699 1.79
  131.0856 C10H11+ 1 131.0855 0.21
  133.1011 C10H13+ 1 133.1012 -0.64
  144.0932 C11H12+ 1 144.0934 -0.74
  145.0648 C10H9O+ 1 145.0648 0.31
  145.1012 C11H13+ 1 145.1012 -0.17
  146.0725 C10H10O+ 1 146.0726 -0.49
  146.109 C11H14+ 1 146.109 -0.03
  147.1171 C11H15+ 1 147.1168 1.88
  156.0935 C12H12+ 1 156.0934 1.19
  157.1012 C12H13+ 1 157.1012 0.15
  158.0727 C11H10O+ 1 158.0726 0.62
  158.1089 C12H14+ 1 158.109 -0.4
  159.1167 C12H15+ 1 159.1168 -0.56
  161.0958 C11H13O+ 1 161.0961 -1.58
  161.1323 C12H17+ 1 161.1325 -1.16
  171.0805 C12H11O+ 1 171.0804 0.47
  171.1165 C13H15+ 1 171.1168 -1.9
  172.0887 C12H12O+ 1 172.0883 2.54
  173.0965 C12H13O+ 1 173.0961 2.64
  173.1325 C13H17+ 1 173.1325 -0.06
  175.148 C13H19+ 1 175.1481 -0.87
  185.0962 C13H13O+ 1 185.0961 0.74
  187.1122 C13H15O+ 1 187.1117 2.19
  187.1482 C14H19+ 1 187.1481 0.59
  199.1123 C14H15O+ 1 199.1117 2.82
  201.1636 C15H21+ 1 201.1638 -0.67
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
  55.0543 749029.2 358
  57.0699 348950.2 167
  67.0543 588326.6 281
  69.0336 119068.1 57
  69.0699 1190573.6 570
  71.0492 80899.6 38
  79.0542 298804.3 143
  81.0699 2085816 999
  83.0856 253552.3 121
  85.0651 84263.7 40
  91.0542 412790.9 197
  93.0698 514903.2 246
  95.0855 869265.8 416
  105.07 1388255.1 664
  107.0856 669114.9 320
  109.0652 81813 39
  109.1013 606605.4 290
  117.07 365181.8 174
  119.0854 1085787.2 520
  121.0649 234016.7 112
  121.1009 350341.6 167
  123.1168 1521047.4 728
  129.0701 181200.5 86
  131.0856 1076394.1 515
  133.1011 824602.5 394
  144.0932 298290.6 142
  145.0648 103910.3 49
  145.1012 1343900.1 643
  146.0725 146125.5 69
  146.109 159737.2 76
  147.1171 319419.1 152
  156.0935 131605.7 63
  157.1012 649242.6 310
  158.0727 145785.8 69
  158.1089 100911.2 48
  159.1167 1650815.6 790
  161.0958 703278.9 336
  161.1323 556567.7 266
  171.0805 212709.3 101
  171.1165 376154.8 180
  172.0887 180380.6 86
  173.0965 195130.5 93
  173.1325 307076.7 147
  175.148 114090.8 54
  185.0962 370723.4 177
  187.1122 193243.9 92
  187.1482 406564 194
  199.1123 149413.5 71
  201.1636 229247.7 109
//
