ACCESSION: MSBNK-Eawag-EQ328402
RECORD_TITLE: Dienogest; LC-ESI-QFT; MS2; CE: 30; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Otto J, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3284

CH$NAME: Dienogest
CH$NAME: 2-[(8S,13S,14S,17R)-17-hydroxy-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]acetonitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₀H₂₅NO₂
CH$EXACT_MASS: 311.18853
CH$SMILES: C[C@]12CCC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(CC#N)O
CH$IUPAC: InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1
CH$LINK: CAS 65928-58-7
CH$LINK: KEGG D03799
CH$LINK: PUBCHEM CID:68861
CH$LINK: INCHIKEY AZFLJNIPTRTECV-FUMNGEBKSA-N
CH$LINK: CHEMSPIDER 62093
CH$LINK: COMPTOX DTXSID80891478

AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$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 35000
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 8.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 312.1959
MS$FOCUSED_ION: PRECURSOR_M/Z 312.1958
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
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 1.9.6

PK$SPLASH: splash10-03di-0109000000-aa4e4dd10536f9ed7fb4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  81.0699 C6H9+ 1 81.0699 0.04
  91.0542 C7H7+ 1 91.0542 -0.62
  93.0699 C7H9+ 1 93.0699 0.04
  105.0698 C8H9+ 1 105.0699 -0.73
  107.049 C7H7O+ 1 107.0491 -1.6
  107.0856 C8H11+ 1 107.0855 0.5
  119.0854 C9H11+ 1 119.0855 -0.64
  120.0809 C8H10N+ 1 120.0808 0.78
  131.0856 C10H11+ 1 131.0855 0.79
  132.0808 C9H10N+ 1 132.0808 0.56
  133.0648 C9H9O+ 1 133.0648 -0.09
  133.1011 C10H13+ 1 133.1012 -0.8
  134.0964 C9H12N+ 1 134.0964 -0.12
  135.0804 C9H11O+ 1 135.0804 -0.38
  141.0698 C11H9+ 1 141.0699 -0.69
  143.0857 C11H11+ 1 143.0855 1.35
  145.1012 C11H13+ 1 145.1012 0.3
  146.0964 C10H12N+ 1 146.0964 0.1
  147.0804 C10H11O+ 1 147.0804 -0.49
  148.1121 C10H14N+ 1 148.1121 0.43
  149.0961 C10H13O+ 1 149.0961 -0.01
  157.0648 C11H9O+ 1 157.0648 -0.26
  158.0965 C11H12N+ 1 158.0964 0.6
  159.0805 C11H11O+ 1 159.0804 0.31
  161.0961 C11H13O+ 1 161.0961 -0.13
  162.1037 C11H14O+ 1 162.1039 -1.4
  172.1121 C12H14N+ 1 172.1121 -0.09
  173.0961 C12H13O+ 1 173.0961 0.11
  175.112 C12H15O+ 1 175.1117 1.48
  176.1071 C11H14NO+ 1 176.107 0.45
  184.112 C13H14N+ 1 184.1121 -0.52
  195.1169 C15H15+ 1 195.1168 0.48
  211.1122 C15H15O+ 1 211.1117 2.22
  211.1478 C16H19+ 1 211.1481 -1.45
  213.1274 C15H17O+ 1 213.1274 -0.1
  225.127 C16H17O+ 1 225.1274 -1.61
  229.159 C16H21O+ 1 229.1587 1.3
  235.1481 C18H19+ 1 235.1481 -0.33
  242.1547 C16H20NO+ 1 242.1539 2.93
  251.1427 C18H19O+ 1 251.143 -1.56
  252.1746 C18H22N+ 1 252.1747 -0.18
  253.1587 C18H21O+ 1 253.1587 0.11
  254.1537 C17H20NO+ 1 254.1539 -1.07
  254.1666 C18H22O+ 1 254.1665 0.29
  266.1542 C18H20NO+ 1 266.1539 0.97
  267.1744 C19H23O+ 1 267.1743 0.33
  269.154 C18H21O2+ 1 269.1536 1.39
  271.1693 C18H23O2+ 1 271.1693 0.05
  276.1756 C20H22N+ 1 276.1747 3.2
  277.1587 C20H21O+ 1 277.1587 0.07
  294.1854 C20H24NO+ 1 294.1852 0.37
  295.1697 C20H23O2+ 1 295.1693 1.4
  312.1958 C20H26NO2+ 1 312.1958 -0.05
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
  81.0699 530574.5 1
  91.0542 592610.2 1
  93.0699 1054410.9 2
  105.0698 841285.2 1
  107.049 1360814.5 2
  107.0856 1395619.5 2
  119.0854 1022727.8 2
  120.0809 923730.2 1
  131.0856 577204.9 1
  132.0808 1501420.9 3
  133.0648 2732829.8 5
  133.1011 876434.8 1
  134.0964 2678431 5
  135.0804 9753157 19
  141.0698 499778.1 1
  143.0857 1115795.4 2
  145.1012 529604 1
  146.0964 1005053.1 2
  147.0804 1370756.4 2
  148.1121 1657699.6 3
  149.0961 811232.8 1
  157.0648 1421253.6 2
  158.0965 1206591.9 2
  159.0805 14749644 30
  161.0961 18670316 38
  162.1037 583853.2 1
  172.1121 561807.2 1
  173.0961 1561913.5 3
  175.112 937460.2 1
  176.1071 1519864.4 3
  184.112 938608.2 1
  195.1169 523988.2 1
  211.1122 818839.4 1
  211.1478 749232.3 1
  213.1274 593024.6 1
  225.127 625472.7 1
  229.159 863111.4 1
  235.1481 1451400.1 2
  242.1547 863454.6 1
  251.1427 1116951.2 2
  252.1746 521779.5 1
  253.1587 6249508.5 12
  254.1537 603357.2 1
  254.1666 923014.8 1
  266.1542 563465.9 1
  267.1744 938445.1 1
  269.154 1240627.6 2
  271.1693 3592513 7
  276.1756 1097795.2 2
  277.1587 863653.9 1
  294.1854 24391760 49
  295.1697 533734 1
  312.1958 489753376 999
//