ACCESSION: MSBNK-Eawag-EQ01119902
RECORD_TITLE: Afidopyropen; LC-ESI-QFT; MS2; CE: 30%; R=17500; [M+H]+
DATE: 2023.04.27
AUTHORS: B. Beck [dtc,com], J. Hollender [dtc]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2023
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11199

CH$NAME: Afidopyropen
CH$NAME: [5-(cyclopropanecarbonyloxy)-9,18-dihydroxy-2,6,10-trimethyl-16-oxo-14-pyridin-3-yl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-6-yl]methyl cyclopropanecarboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₃₃H₃₉NO₉
CH$EXACT_MASS: 593.2625
CH$SMILES: CC12CCC(C(C1CC(C3(C2C(C4=C(O3)C=C(OC4=O)C5=CN=CC=C5)O)C)O)(C)COC(=O)C6CC6)OC(=O)C7CC7
CH$IUPAC: InChI=1S/C33H39NO9/c1-31-11-10-24(42-29(38)18-8-9-18)32(2,16-40-28(37)17-6-7-17)22(31)14-23(35)33(3)27(31)26(36)25-21(43-33)13-20(41-30(25)39)19-5-4-12-34-15-19/h4-5,12-13,15,17-18,22-24,26-27,35-36H,6-11,14,16H2,1-3H3
CH$LINK: PUBCHEM CID:71510327
CH$LINK: INCHIKEY LRZWFURXIMFONG-UHFFFAOYSA-N

AC$INSTRUMENT: Exploris 240 Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 62-627
AC$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 8.509 min

MS$FOCUSED_ION: BASE_PEAK 594.2694
MS$FOCUSED_ION: PRECURSOR_M/Z 594.2698
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 3.11.0.1

PK$SPLASH: splash10-0006-0110090000-613a64b1057c7ca67a67
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  69.0335 C4H5O+ 1 69.0335 -0.37
  106.0289 C6H4NO+ 1 106.0287 1.38
  107.0853 C8H11+ 1 107.0855 -2.28
  119.0852 C9H11+ 1 119.0855 -2.44
  121.1011 C9H13+ 1 121.1012 -0.87
  122.0596 C7H8NO+ 1 122.06 -4
  133.1011 C10H13+ 1 133.1012 -0.55
  135.1167 C10H15+ 1 135.1168 -0.96
  145.1012 C11H13+ 1 145.1012 -0.09
  148.0392 C8H6NO2+ 1 148.0393 -0.52
  157.1004 C12H13+ 1 157.1012 -4.69
  159.117 C12H15+ 1 159.1168 1.05
  161.0959 C11H13O+ 1 161.0961 -1.06
  171.1166 C13H15+ 1 171.1168 -1.3
  173.1317 C13H17+ 1 173.1325 -4.44
  175.1477 C13H19+ 1 175.1481 -2.18
  185.1325 C14H17+ 1 185.1325 0.13
  187.1483 C14H19+ 1 187.1481 0.73
  189.1276 C13H17O+ 1 189.1274 0.88
  190.0497 C10H8NO3+ 1 190.0499 -1.01
  197.132 C15H17+ 1 197.1325 -2.49
  202.0498 C11H8NO3+ 1 202.0499 -0.1
  202.1346 C14H18O+ 1 202.1352 -3.22
  203.143 C14H19O+ 1 203.143 0.04
  215.1433 C15H19O+ 1 215.143 1.25
  216.0656 C12H10NO3+ 1 216.0655 0.51
  239.1432 C17H19O+ 1 239.143 0.68
  240.0657 C14H10NO3+ 1 240.0655 0.71
  242.0805 C14H12NO3+ 1 242.0812 -2.79
  257.1529 C17H21O2+ 1 257.1536 -2.65
  265.1221 C18H17O2+ 1 265.1223 -0.97
  268.0973 C16H14NO3+ 1 268.0968 1.92
  270.077 C15H12NO4+ 1 270.0761 3.21
  280.0962 C17H14NO3+ 1 280.0968 -2.37
  283.1336 C18H19O3+ 1 283.1329 2.48
  296.0914 C17H14NO4+ 1 296.0917 -1.21
  310.1072 C18H16NO4+ 1 310.1074 -0.54
  318.1132 C20H16NO3+ 1 318.1125 2.39
  336.1232 C20H18NO4+ 1 336.123 0.45
  344.1275 C22H18NO3+ 1 344.1281 -1.91
  386.1756 C25H24NO3+ 1 386.1751 1.36
  422.1979 C25H28NO5+ 1 422.1962 3.99
  576.2604 C33H38NO8+ 1 576.2592 2.02
  594.2698 C33H40NO9+ 1 594.2698 0.09
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  69.0335 3353290.2 16
  106.0289 869958.4 4
  107.0853 592424.2 2
  119.0852 1062062.5 5
  121.1011 349948.5 1
  122.0596 828228.7 3
  133.1011 789997.1 3
  135.1167 501168.8 2
  145.1012 1340881.8 6
  148.0392 5443280.5 26
  157.1004 370905.4 1
  159.117 441901.3 2
  161.0959 1116609 5
  171.1166 1271817.4 6
  173.1317 450098.9 2
  175.1477 1164893.4 5
  185.1325 2533210.8 12
  187.1483 1476638.8 7
  189.1276 605855.1 2
  190.0497 1982070.8 9
  197.132 1157357.8 5
  202.0498 19329640 92
  202.1346 1253472.1 5
  203.143 4337976.5 20
  215.1433 1642374 7
  216.0656 1141099.9 5
  239.1432 4191486.8 20
  240.0657 730385.8 3
  242.0805 942425.4 4
  257.1529 1240827.2 5
  265.1221 2474499 11
  268.0973 391490 1
  270.077 1319486 6
  280.0962 900048.9 4
  283.1336 1407906.5 6
  296.0914 627953.7 3
  310.1072 1076289.5 5
  318.1132 1730454.5 8
  336.1232 916447.7 4
  344.1275 825176.4 3
  386.1756 6614489 31
  422.1979 2430043.2 11
  576.2604 2631745 12
  594.2698 208985744 999
//