ACCESSION: MSBNK-Athens_Univ-AU280006
RECORD_TITLE: Norgestimate; LC-ESI-QTOF; MS2; CE: Ramp 23.0-34.5 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$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 23.0-34.5 eV
AC$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 11.807 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$FOCUSED_ION: BASE_PEAK 102.1284
MS$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$SPLASH: splash10-00di-0209000000-168e2f63170af6169223
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  98.0604 C5H8NO+ 1 98.06 3.6
  117.0692 C9H9+ 1 117.0699 -5.86
  119.085 C9H11+ 1 119.0855 -4.22
  124.075 C7H10NO+ 1 124.0757 -5.63
  129.0688 C10H9+ 1 129.0699 -7.98
  131.0846 C10H11+ 1 131.0855 -7.12
  133.1 C10H13+ 1 133.1012 -8.53
  143.0838 C11H11+ 1 143.0855 -12.03
  145.0998 C11H13+ 1 145.1012 -9.75
  147.1144 C11H15+ 1 147.1168 -16.73
  155.0834 C12H11+ 1 155.0855 -13.91
  157.1003 C12H13+ 1 157.1012 -5.31
  159.1159 C12H15+ 1 159.1168 -5.6
  164.1061 C10H14NO+ 1 164.107 -5.59
  167.0852 C13H11+ 1 167.0855 -1.66
  169.0993 C13H13+ 1 169.1012 -11.35
  171.1151 C13H15+ 1 171.1168 -10.09
  173.1314 C13H17+ 1 173.1325 -6.11
  176.1067 C11H14NO+ 1 176.107 -1.77
  178.1192 C11H16NO+ 1 178.1226 -19.14
  181.0997 C14H13+ 1 181.1012 -7.96
  183.1155 C14H15+ 1 183.1168 -7.49
  185.1312 C14H17+ 1 185.1325 -7.09
  195.1151 C15H15+ 1 195.1168 -8.88
  197.1302 C15H17+ 1 197.1325 -11.48
  199.1473 C15H19+ 1 199.1481 -4.27
  209.1322 C16H17+ 1 209.1325 -1.42
  221.1306 C17H17+ 1 221.1325 -8.32
  225.1631 C17H21+ 1 225.1638 -2.99
  237.1628 C18H21+ 1 237.1638 -4.22
  260.1991 C17H26NO+ 1 260.2009 -6.87
  264.1743 C19H22N+ 2 264.1747 -1.61
  282.1855 C19H24NO+ 1 282.1852 0.93
  310.2163 C21H28NO+ 1 310.2165 -0.65
  311.2209 C20[13]CH28NO+ 1 311.2204 1.62
  328.2276 C21H30NO2+ 1 328.2271 1.52
  370.2381 C23H32NO3+ 1 370.2377 1.29
  371.2409 C22[13]CH32NO3+ 1 371.2416 -1.79
  372.2434 C21[13]C2H32NO3+ 1 372.2449 -4.17
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  98.0604 1064 6
  117.0692 1216 7
  119.085 1404 8
  124.075 9484 58
  129.0688 1928 11
  131.0846 3364 20
  133.1 2792 17
  143.0838 3296 20
  145.0998 3160 19
  147.1144 868 5
  155.0834 892 5
  157.1003 3132 19
  159.1159 3092 19
  164.1061 1128 6
  167.0852 1088 6
  169.0993 1028 6
  171.1151 1996 12
  173.1314 1248 7
  176.1067 1772 10
  178.1192 840 5
  181.0997 1180 7
  183.1155 2088 12
  185.1312 2252 13
  195.1151 1464 9
  197.1302 1408 8
  199.1473 832 5
  209.1322 1100 6
  221.1306 884 5
  225.1631 1028 6
  237.1628 968 5
  260.1991 984 6
  264.1743 2136 13
  282.1855 1204 7
  310.2163 15648 96
  311.2209 4592 28
  328.2276 1560 9
  370.2381 162468 999
  371.2409 45072 277
  372.2434 5608 34
//