ACCESSION: MSBNK-Athens_Univ-AU280003
RECORD_TITLE: Norgestimate; LC-ESI-QTOF; MS2; CE: 30 eV; R=35000; [M+H]+
DATE: 2019.05.31
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 2800

CH$NAME: Norgestimate
CH$NAME: [(3E,8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₃H₃₁NO₃
CH$EXACT_MASS: 369.2303939
CH$SMILES: CC[C@]12CC[C@H]3[C@@H](CCC4=C\C(CC[C@H]34)=N\O)[C@@H]1CC[C@@]2(OC(C)=O)C#C
CH$IUPAC: InChI=1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1
CH$LINK: CAS 20799-27-3
CH$LINK: CHEBI 50815
CH$LINK: KEGG D05209
CH$LINK: PUBCHEM CID:6540478
CH$LINK: INCHIKEY KIQQMECNKUGGKA-NMYWJIRASA-N
CH$LINK: CHEMSPIDER 5022837
CH$LINK: COMPTOX DTXSID1046922

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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 eV
AC$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 11.952 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$FOCUSED_ION: BASE_PEAK 370.2374
MS$FOCUSED_ION: PRECURSOR_M/Z 370.2377
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$SPLASH: splash10-00di-0309000000-e374a89598e48807f8e8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  117.0692 C9H9+ 1 117.0699 -6.15
  119.0849 C9H11+ 1 119.0855 -4.93
  124.0748 C7H10NO+ 1 124.0757 -6.92
  125.0781 C6[13]CH10NO+ 1 125.0796 -11.78
  129.0691 C10H9+ 1 129.0699 -5.88
  131.0845 C10H11+ 1 131.0855 -7.73
  132.0791 C6H12O3+ 2 132.0781 7.53
  133.0997 C10H13+ 1 133.1012 -11.27
  136.0735 C8H10NO+ 1 136.0757 -15.91
  141.0685 C11H9+ 1 141.0699 -9.46
  143.0842 C11H11+ 1 143.0855 -9.55
  145.1002 C11H13+ 1 145.1012 -6.67
  146.0969 C10H12N+ 2 146.0964 3.15
  147.1155 C11H15+ 1 147.1168 -8.99
  148.1105 C7H16O3+ 2 148.1094 7.73
  150.0909 C9H12NO+ 1 150.0913 -2.73
  155.0838 C12H11+ 1 155.0855 -11.24
  157.0998 C12H13+ 1 157.1012 -9.08
  158.0949 C8H14O3+ 2 158.0937 7.61
  159.1153 C12H15+ 1 159.1168 -9.57
  160.1111 C11H14N+ 2 160.1121 -6.02
  161.1314 C12H17+ 1 161.1325 -6.42
  164.1055 C10H14NO+ 1 164.107 -8.97
  167.0846 C13H11+ 1 167.0855 -5.33
  169.1 C13H13+ 1 169.1012 -7.18
  171.1153 C13H15+ 1 171.1168 -9.09
  173.131 C13H17+ 1 173.1325 -8.51
  176.1061 C11H14NO+ 1 176.107 -5.32
  178.1213 C11H16NO+ 1 178.1226 -7.64
  181.1004 C14H13+ 1 181.1012 -4.23
  183.1156 C14H15+ 1 183.1168 -6.62
  185.1306 C14H17+ 1 185.1325 -10.02
  187.1464 C14H19+ 1 187.1481 -9.39
  190.1214 C12H16NO+ 1 190.1226 -6.4
  193.0986 C15H13+ 1 193.1012 -13.55
  195.1155 C15H15+ 1 195.1168 -6.81
  197.1308 C15H17+ 1 197.1325 -8.57
  199.147 C15H19+ 1 199.1481 -5.45
  207.1151 C16H15+ 1 207.1168 -8.56
  209.1305 C16H17+ 1 209.1325 -9.59
  211.1452 C16H19+ 1 211.1481 -14.07
  221.1311 C17H17+ 1 221.1325 -6.16
  223.147 C17H19+ 1 223.1481 -5.24
  224.1488 C16H18N+ 1 224.1434 24
  225.1615 C17H21+ 1 225.1638 -9.91
  235.1456 C18H19+ 1 235.1481 -10.85
  236.1427 C17H18N+ 2 236.1434 -2.92
  237.1616 C18H21+ 1 237.1638 -9.2
  238.1613 C17H20N+ 2 238.159 9.36
  249.165 C19H21+ 1 249.1638 5.05
  260.1993 C17H26NO+ 1 260.2009 -6.07
  264.1744 C19H22N+ 2 264.1747 -0.9
  277.1935 C21H25+ 1 277.1951 -5.57
  278.192 C20H24N+ 2 278.1903 5.85
  282.1844 C19H24NO+ 1 282.1852 -3.09
  292.2059 C21H26N+ 2 292.206 -0.34
  293.211 C18H29O3+ 2 293.2111 -0.35
  310.2161 C21H28NO+ 1 310.2165 -1.38
  311.2202 C20[13]CH28NO+ 1 311.2204 -0.73
  312.2236 C19[13]C2H28NO+ 1 312.2238 -0.59
  328.227 C21H30NO2+ 1 328.2271 -0.28
  370.2377 C23H32NO3+ 1 370.2377 0.01
  371.2407 C22[13]CH32NO3+ 1 371.2416 -2.39
  372.244 C21[13]C2H32NO3+ 1 372.2449 -2.51
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
  117.0692 2096 8
  119.0849 2420 9
  124.0748 16364 63
  125.0781 1664 6
  129.0691 4068 15
  131.0845 7356 28
  132.0791 1428 5
  133.0997 5824 22
  136.0735 1752 6
  141.0685 1868 7
  143.0842 6632 25
  145.1002 6044 23
  146.0969 1696 6
  147.1155 2696 10
  148.1105 1484 5
  150.0909 1664 6
  155.0838 3224 12
  157.0998 6616 25
  158.0949 1652 6
  159.1153 6172 23
  160.1111 2068 7
  161.1314 2140 8
  164.1055 1684 6
  167.0846 1876 7
  169.1 3312 12
  171.1153 2976 11
  173.131 2692 10
  176.1061 4504 17
  178.1213 3008 11
  181.1004 2044 7
  183.1156 4956 19
  185.1306 5064 19
  187.1464 2288 8
  190.1214 1388 5
  193.0986 1540 5
  195.1155 2192 8
  197.1308 2628 10
  199.147 2076 8
  207.1151 2224 8
  209.1305 3060 11
  211.1452 1304 5
  221.1311 1904 7
  223.147 2072 8
  224.1488 1384 5
  225.1615 1936 7
  235.1456 1424 5
  236.1427 1620 6
  237.1616 2800 10
  238.1613 1456 5
  249.165 1532 5
  260.1993 2520 9
  264.1744 3564 13
  277.1935 2016 7
  278.192 1640 6
  282.1844 3108 12
  292.2059 1744 6
  293.211 1504 5
  310.2161 43576 168
  311.2202 11360 43
  312.2236 1540 5
  328.227 5044 19
  370.2377 258364 999
  371.2407 57168 221
  372.244 9148 35
//