ACCESSION: MSBNK-Antwerp_Univ-METOX_P101902_EF88
RECORD_TITLE: GUANOSINEDIPHOSPHATEMANNOSE; LC-ESI-QTOF; MS2; CE: 20eV; R=5000; [M+H]+
DATE: 2021.12.23
AUTHORS: da Silva KM, Iturrospe E, van de Lavoir M, Robeyns R, University of Antwerp, Belgium
LICENSE: CC BY
COPYRIGHT: Copyright (c) 2021 by Toxicological Center, University of Antwerp, Wilrijk, Belgium
COMMENT: CONFIDENCE Standard compound
COMMENT: INTERNAL_ID 1019

CH$NAME: GUANOSINEDIPHOSPHATEMANNOSE
CH$NAME: CID 18396
CH$NAME: [[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C₁₆H₂₅N₅O₁₆P₂
CH$EXACT_MASS: 605.0772
CH$SMILES: NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C(=O)N1
CH$IUPAC: InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1
CH$LINK: CAS 3123-67-9
CH$LINK: CHEBI 15820
CH$LINK: KEGG C00096
CH$LINK: PUBCHEM CID:18396
CH$LINK: INCHIKEY MVMSCBBUIHUTGJ-GDJBGNAASA-N
CH$LINK: CHEMSPIDER 17372

AC$INSTRUMENT: Agilent 6530 QTOF
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 20 eV
AC$MASS_SPECTROMETRY: RESOLUTION 5000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 41-999
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.324 min
AC$CHROMATOGRAPHY: SOLVENT A 90/10 water with 10mM ammonium formate + 0.1% formic acid/methanol
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile

MS$FOCUSED_ION: BASE_PEAK 121.0508
MS$FOCUSED_ION: PRECURSOR_M/Z 606.0844
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 25520
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 3.4.0

PK$SPLASH: splash10-0udi-0900200000-275690638c397cb74f5e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  71.0324 H7O4+ 1 71.0339 -21.39
  95.1279 CH19O4+ 2 95.1278 1.34
  95.1565 C2H24OP+ 3 95.1559 6.3
  99.9487 C2NP2+ 1 99.95 -13.89
  105.9693 CHNO3P+ 2 105.9689 4.03
  115.0412 C8H5N+ 6 115.0417 -3.5
  115.1097 H20O4P+ 6 115.1094 2.92
  135.0271 C2H5N3O4+ 5 135.0275 -2.72
  152.0577 C7H8N2O2+ 8 152.058 -2.01
  153.1636 C11H21+ 4 153.1638 -1.23
  153.9313 N2O4P2+ 1 153.9328 -9.34
  154.0885 C2H20O3P2+ 9 154.0882 1.79
  156.1114 H19N3O4P+ 10 156.1108 4.16
  160.1743 H24N4O5+ 4 160.1741 1.31
  176.1329 C5H24NOP2+ 11 176.1328 0.85
  188.0252 C4H8N5P2+ 15 188.0249 1.25
  190.0969 CH22NO5P2+ 13 190.0968 0.69
  214.9142 C2HO8P2+ 1 214.9141 0.46
  215.0113 C13HN3O+ 19 215.0114 -0.38
  232.0109 CH14O9P2+ 25 232.0108 0.83
  238.0688 H20N2O8P2+ 23 238.0689 -0.43
  252.1572 C11H24O6+ 14 252.1567 1.91
  290.2068 C16H26N4O+ 1 290.2101 -11.4
  318.9062 C3N2O14P+ 7 318.9082 -6.23
  321.0862 C3H19N3O14+ 35 321.0862 0.13
  332.9614 C16H3N2O3P2+ 32 332.9613 0.28
  334.0901 C5H24N2O10P2+ 37 334.0901 0.11
  392.0561 C7H21O16P+ 33 392.0562 -0.08
  394.1547 C10H26N4O12+ 6 394.1542 1.44
  405.1627 C15H25N4O9+ 2 405.1616 2.58
  444.0312 C14H13N4O11P+ 25 444.0313 -0.3
  444.167 C13H26N5O12+ 1 444.1572 21.97
  444.923 C13H5NO13P2+ 16 444.9231 -0.04
  445.0279 C15H14N2O12P+ 24 445.0279 0.1
  464.975 C16H9N3O10P2+ 18 464.9758 -1.65
  466.9147 C9H3N5O14P2+ 12 466.9146 0.06
  472.8879 C7HN5O16P2+ 4 472.8888 -2.01
  561.9462 C15H8N4O16P2+ 2 561.9405 10.15
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
  71.0324 4 2
  95.1279 16 11
  95.1565 6 4
  99.9487 7.1 4
  105.9693 4.1 2
  115.0412 56.2 38
  115.1097 41 28
  135.0271 84.4 58
  152.0577 1441.5 999
  153.1636 4 2
  153.9313 2 1
  154.0885 6.1 4
  156.1114 84.1 58
  160.1743 13.1 9
  176.1329 9 6
  188.0252 25.1 17
  190.0969 7.2 4
  214.9142 96.1 66
  215.0113 7 4
  232.0109 31.2 21
  238.0688 29.1 20
  252.1572 5.3 3
  290.2068 13.3 9
  318.9062 2.2 1
  321.0862 13 9
  332.9614 5 3
  334.0901 5.2 3
  392.0561 5.3 3
  394.1547 15.1 10
  405.1627 33.7 23
  444.0312 411.9 285
  444.167 21 14
  444.923 43.7 30
  445.0279 42.9 29
  464.975 8.1 5
  466.9147 4.1 2
  472.8879 4.1 2
  561.9462 16.1 11
//