ACCESSION: MSBNK-Athens_Univ-AU229305
RECORD_TITLE: 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP); LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2019.04.05
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2293

CH$NAME: 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)
CH$NAME: 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
CH$NAME: 1-methyl-6-phenylimidazo[4,5-b]pyridin-2-amine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₃H₁₂N₄
CH$EXACT_MASS: 224.1061964
CH$SMILES: CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1
CH$IUPAC: InChI=1S/C13H12N4/c1-17-11-7-10(9-5-3-2-4-6-9)8-15-12(11)16-13(17)14/h2-8H,1H3,(H2,14,15,16)
CH$LINK: CAS 106105-17-3
CH$LINK: CHEBI 76290
CH$LINK: KEGG C16038
CH$LINK: PUBCHEM CID:1530
CH$LINK: INCHIKEY UQVKZNNCIHJZLS-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 1476
CH$LINK: COMPTOX DTXSID3037628

AC$INSTRUMENT: Bruker maXis Impact
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.714 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 225.1128
MS$FOCUSED_ION: PRECURSOR_M/Z 225.1135
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1

PK$SPLASH: splash10-08gl-0940000000-ee94544f7476eba05f45
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  113.038 C9H5+ 1 113.0386 -4.69
  114.0456 C9H6+ 1 114.0464 -7.03
  115.0535 C9H7+ 1 115.0542 -6.37
  116.0568 C8[13]CH7+ 1 116.0581 -11.57
  117.0559 C8H7N+ 1 117.0573 -12.05
  126.0452 C10H6+ 1 126.0464 -9.84
  127.0529 C10H7+ 1 127.0542 -10.51
  128.0482 C9H6N+ 1 128.0495 -9.81
  128.06 C10H8+ 1 128.0621 -15.76
  129.0558 C9H7N+ 1 129.0573 -11.65
  130.064 C9H8N+ 1 130.0651 -8.57
  131.0677 C8[13]CH8N+ 1 131.069 -9.9
  132.0422 C6H4N4+ 1 132.043 -6.77
  139.0406 C10H5N+ 1 139.0417 -7.86
  139.0525 C11H7+ 1 139.0542 -12.22
  140.0483 C10H6N+ 1 140.0495 -8.2
  141.0556 C10H7N+ 1 141.0573 -12.05
  142.0628 C10H8N+ 1 142.0651 -16.29
  143.0711 C10H9N+ 1 143.073 -13.18
  144.0754 C9[13]CH9N+ 1 144.0769 -10.29
  145.0632 C8H7N3+ 1 145.0634 -1.55
  146.059 C7H6N4+ 1 146.0587 2.08
  147.0647 C7H7N4+ 1 147.0665 -12.26
  152.0476 C11H6N+ 1 152.0495 -12.33
  153.0555 C11H7N+ 1 153.0573 -11.97
  154.0636 C11H8N+ 1 154.0651 -9.62
  155.0591 C10H7N2+ 1 155.0604 -7.92
  156.0656 C10H8N2+ 1 156.0682 -16.53
  157.0506 C8H5N4+ 1 157.0509 -2.03
  157.0741 C10H9N2+ 1 157.076 -12.03
  158.0812 C10H10N2+ 1 158.0838 -16.74
  165.0431 C11H5N2+ 1 165.0447 -9.99
  166.0511 C11H6N2+ 1 166.0525 -8.57
  167.0588 C11H7N2+ 1 167.0604 -9.29
  168.0668 C11H8N2+ 1 168.0682 -8.6
  169.0733 C11H9N2+ 1 169.076 -16.06
  170.0596 C9H6N4+ 1 170.0587 5.43
  170.0789 C10[13]CH9N2+ 1 170.0799 -6.31
  179.0589 C12H7N2+ 1 179.0604 -8.14
  181.0743 C12H9N2+ 1 181.076 -9.47
  182.0698 C11H8N3+ 1 182.0713 -8.06
  183.0776 C11H9N3+ 1 183.0791 -8.09
  184.0818 C10[13]CH9N3+ 1 184.083 -6.71
  192.0542 C12H6N3+ 1 192.0556 -7.31
  193.0616 C12H7N3+ 1 193.0634 -9.38
  194.0688 C12H8N3+ 1 194.0713 -12.88
  196.0857 C12H10N3+ 1 196.0869 -6.07
  208.0848 C13H10N3+ 1 208.0869 -9.98
  209.0811 C12H9N4+ 1 209.0822 -5
  210.0889 C12H10N4+ 1 210.09 -5.03
  211.0917 C11[13]CH10N4+ 1 211.0939 -10.6
  212.0934 C10[13]C2H10N4+ 1 212.0973 -18.04
  223.097 C13H11N4+ 1 223.0978 -3.75
  225.1124 C13H13N4+ 1 225.1135 -4.8
  226.115 C12[13]CH13N4+ 1 226.1174 -10.61
PK$NUM_PEAK: 55
PK$PEAK: m/z int. rel.int.
  113.038 3932 8
  114.0456 11980 25
  115.0535 43016 92
  116.0568 6064 12
  117.0559 8548 18
  126.0452 4276 9
  127.0529 18840 40
  128.0482 19468 41
  128.06 10036 21
  129.0558 17616 37
  130.064 67008 143
  131.0677 6644 14
  132.0422 2420 5
  139.0406 2776 5
  139.0525 2348 5
  140.0483 181632 389
  141.0556 88924 190
  142.0628 31664 67
  143.0711 24136 51
  144.0754 3444 7
  145.0632 11592 24
  146.059 8196 17
  147.0647 6620 14
  152.0476 3704 7
  153.0555 5976 12
  154.0636 22564 48
  155.0591 130176 278
  156.0656 38360 82
  157.0506 3316 7
  157.0741 30248 64
  158.0812 10000 21
  165.0431 5628 12
  166.0511 11124 23
  167.0588 57252 122
  168.0668 151820 325
  169.0733 51488 110
  170.0596 3584 7
  170.0789 7700 16
  179.0589 3544 7
  181.0743 8984 19
  182.0698 70196 150
  183.0776 125436 268
  184.0818 18404 39
  192.0542 4636 9
  193.0616 8028 17
  194.0688 3392 7
  196.0857 3452 7
  208.0848 5836 12
  209.0811 105556 226
  210.0889 466420 999
  211.0917 57104 122
  212.0934 3564 7
  223.097 7660 16
  225.1124 25268 54
  226.115 3848 8
//