ACCESSION: MSBNK-Eawag-EQ302403
RECORD_TITLE: Noscapine; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, 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 3024
CH$NAME: Noscapine
CH$NAME: (-)-Noscapine
CH$NAME: 6,7-dimethoxy-3-(4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxol[4,5-g]isoquinolin-5-yl)phthalide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H23NO7
CH$EXACT_MASS: 413.14745
CH$SMILES: CN1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3
CH$IUPAC: InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
CH$LINK: CAS
6035-40-1
CH$LINK: PUBCHEM
CID:275196
CH$LINK: INCHIKEY
AKNNEGZIBPJZJG-MSOLQXFVSA-N
CH$LINK: CHEMSPIDER
242139
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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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 5.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 414.1545
MS$FOCUSED_ION: PRECURSOR_M/Z 414.1547
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
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: splash10-00di-0095000000-da9f07f22cfbc8de1589
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
91.0541 C7H7+ 1 91.0542 -1.72
119.0491 C8H7O+ 1 119.0491 -0.51
121.0647 C8H9O+ 1 121.0648 -1.17
133.0644 C9H9O+ 1 133.0648 -3.24
149.0598 C9H9O2+ 1 149.0597 0.43
151.0752 C9H11O2+ 1 151.0754 -0.77
161.0593 C10H9O2+ 1 161.0597 -2.27
162.0912 C10H12NO+ 1 162.0913 -0.93
164.0465 C9H8O3+ 1 164.0468 -1.74
165.0544 C9H9O3+ 1 165.0546 -1.28
177.0546 C10H9O3+ 1 177.0546 0.11
179.0701 C10H11O3+ 1 179.0703 -1.01
189.0543 C11H9O3+ 1 189.0546 -1.64
190.0624 C11H10O3+ 1 190.0624 -0.5
190.0856 C11H12NO2+ 1 190.0863 -3.39
191.0572 C10H9NO3+ 1 191.0577 -2.54
191.0702 C11H11O3+ 1 191.0703 -0.63
193.0493 C10H9O4+ 1 193.0495 -1.48
203.0578 C11H9NO3+ 1 203.0577 0.37
204.0654 C11H10NO3+ 1 204.0655 -0.64
205.0732 C11H11NO3+ 1 205.0733 -0.8
206.081 C11H12NO3+ 1 206.0812 -0.68
209.0957 C15H13O+ 1 209.0961 -1.78
217.0496 C12H9O4+ 1 217.0495 0.16
218.0717 C16H10O+ 1 218.0726 -4.29
218.081 C12H12NO3+ 1 218.0812 -0.59
219.089 C12H13NO3+ 1 219.089 0.21
220.0966 C12H14NO3+ 1 220.0968 -0.82
221.0962 C16H13O+ 1 221.0961 0.45
222.0674 C15H10O2+ 1 222.0675 -0.81
223.0752 C15H11O2+ 1 223.0754 -0.74
224.083 C15H12O2+ 1 224.0832 -0.81
234.0675 C16H10O2+ 1 234.0675 -0.09
235.075 C16H11O2+ 1 235.0754 -1.6
237.0543 C15H9O3+ 1 237.0546 -1.48
237.0911 C16H13O2+ 1 237.091 0.35
239.1061 C16H15O2+ 1 239.1067 -2.37
246.0673 C17H10O2+ 1 246.0675 -0.94
247.0753 C17H11O2+ 1 247.0754 -0.02
249.0544 C16H9O3+ 1 249.0546 -0.77
249.0908 C17H13O2+ 1 249.091 -0.67
250.0625 C16H10O3+ 1 250.0624 0.18
251.07 C16H11O3+ 1 251.0703 -1.2
252.0783 C16H12O3+ 1 252.0781 0.69
261.0542 C17H9O3+ 1 261.0546 -1.53
262.0623 C17H10O3+ 1 262.0624 -0.63
263.0698 C17H11O3+ 1 263.0703 -1.87
264.0778 C17H12O3+ 1 264.0781 -1.12
265.0493 C16H9O4+ 1 265.0495 -0.85
265.0855 C17H13O3+ 1 265.0859 -1.62
266.0942 C17H14O3+ 1 266.0937 1.86
267.065 C16H11O4+ 1 267.0652 -0.81
267.1014 C17H15O3+ 1 267.1016 -0.79
269.1179 C17H17O3+ 1 269.1172 2.41
274.0619 C18H10O3+ 1 274.0624 -1.88
275.0703 C18H11O3+ 1 275.0703 0.25
276.0423 C17H8O4+ 1 276.0417 2.03
276.0783 C18H12O3+ 1 276.0781 0.56
277.05 C17H9O4+ 1 277.0495 1.68
277.0857 C18H13O3+ 1 277.0859 -0.87
278.0576 C17H10O4+ 1 278.0574 0.93
278.0934 C18H14O3+ 1 278.0937 -1.35
279.0653 C17H11O4+ 1 279.0652 0.45
279.1017 C18H15O3+ 1 279.1016 0.28
280.0729 C17H12O4+ 1 280.073 -0.39
281.081 C17H13O4+ 1 281.0808 0.73
282.0886 C17H14O4+ 1 282.0887 -0.25
289.0495 C18H9O4+ 1 289.0495 -0.12
290.057 C18H10O4+ 1 290.0574 -1.24
291.0649 C18H11O4+ 1 291.0652 -1.01
292.0726 C18H12O4+ 1 292.073 -1.27
293.0441 C17H9O5+ 1 293.0444 -1.33
293.0806 C18H13O4+ 1 293.0808 -0.94
294.0884 C18H14O4+ 1 294.0887 -0.95
295.0605 C17H11O5+ 1 295.0601 1.39
295.0962 C18H15O4+ 1 295.0965 -0.9
296.104 C18H16O4+ 1 296.1043 -1.15
297.0753 C17H13O5+ 1 297.0757 -1.48
297.1117 C18H17O4+ 1 297.1121 -1.3
302.0572 C19H10O4+ 1 302.0574 -0.6
303.0653 C19H11O4+ 1 303.0652 0.41
304.0729 C19H12O4+ 1 304.073 -0.4
305.0449 C18H9O5+ 1 305.0444 1.54
305.0803 C19H13O4+ 1 305.0808 -1.69
306.0519 C18H10O5+ 1 306.0523 -1.22
306.0886 C19H14O4+ 1 306.0887 -0.13
307.0597 C18H11O5+ 1 307.0601 -1.2
307.0962 C19H15O4+ 1 307.0965 -0.93
308.0675 C18H12O5+ 1 308.0679 -1.31
308.1041 C19H16O4+ 1 308.1043 -0.59
309.0755 C18H13O5+ 1 309.0757 -0.87
310.0832 C18H14O5+ 1 310.0836 -1.34
311.0913 C18H15O5+ 1 311.0914 -0.42
312.0987 C18H16O5+ 1 312.0992 -1.55
313.1068 C18H17O5+ 1 313.1071 -0.89
317.0446 C19H9O5+ 1 317.0444 0.47
319.0599 C19H11O5+ 1 319.0601 -0.5
320.0675 C19H12O5+ 1 320.0679 -1.23
321.0756 C19H13O5+ 1 321.0757 -0.62
322.0835 C19H14O5+ 1 322.0836 -0.26
323.0912 C19H15O5+ 1 323.0914 -0.56
324.0988 C19H16O5+ 1 324.0992 -1.19
325.1067 C19H17O5+ 1 325.1071 -0.92
327.122 C19H19O5+ 1 327.1227 -2.05
332.0677 C20H12O5+ 1 332.0679 -0.56
333.0753 C20H13O5+ 1 333.0757 -1.41
334.0835 C20H14O5+ 1 334.0836 -0.25
334.1058 C17H18O7+ 2 334.1047 3.37
335.0549 C19H11O6+ 1 335.055 -0.43
335.0905 C20H15O5+ 1 335.0914 -2.81
337.0706 C19H13O6+ 1 337.0707 -0.22
337.1068 C20H17O5+ 1 337.1071 -0.68
338.0784 C19H14O6+ 1 338.0785 -0.15
338.1008 C19H16NO5+ 1 338.1023 -4.58
340.0935 C19H16O6+ 1 340.0941 -2.03
348.0862 C20H14NO5+ 1 348.0866 -1.23
349.0712 C20H13O6+ 1 349.0707 1.59
349.1075 C21H17O5+ 1 349.1071 1.29
350.0784 C20H14O6+ 1 350.0785 -0.4
350.0997 C17H18O8+ 2 350.0996 0.2
352.0936 C20H16O6+ 1 352.0941 -1.5
352.1178 C20H18NO5+ 1 352.1179 -0.45
353.1016 C20H17O6+ 1 353.102 -1.06
355.1175 C20H19O6+ 1 355.1176 -0.46
363.1098 C21H17NO5+ 1 363.1101 -0.78
365.1025 C21H17O6+ 1 365.102 1.38
366.0971 C20H16NO6+ 1 366.0972 -0.39
378.1327 C22H20NO5+ 1 378.1336 -2.35
380.113 C21H18NO6+ 1 380.1129 0.25
381.1202 C21H19NO6+ 1 381.1207 -1.2
383.113 C21H19O7+ 1 383.1125 1.12
396.1436 C22H22NO6+ 1 396.1442 -1.55
414.1547 C22H24NO7+ 1 414.1547 0.05
PK$NUM_PEAK: 134
PK$PEAK: m/z int. rel.int.
91.0541 891672.9 4
119.0491 839991.1 4
121.0647 2731223.1 14
133.0644 256307.3 1
149.0598 1007181.3 5
151.0752 281082.5 1
161.0593 627467 3
162.0912 213936.1 1
164.0465 217125.1 1
165.0544 1802057.1 9
177.0546 291610.8 1
179.0701 15163325.5 80
189.0543 1032176.3 5
190.0624 266265.1 1
190.0856 298571.3 1
191.0572 259246.8 1
191.0702 943449.8 5
193.0493 1936952.6 10
203.0578 489082 2
204.0654 1187040.1 6
205.0732 19178722.7 102
206.081 17479211.7 93
209.0957 210859.1 1
217.0496 292378.7 1
218.0717 214236.1 1
218.081 3692888.7 19
219.089 3933330.6 20
220.0966 187334922.7 999
221.0962 244793.1 1
222.0674 227429.1 1
223.0752 330147.5 1
224.083 297890.2 1
234.0675 794431.1 4
235.075 692360.9 3
237.0543 270184.3 1
237.0911 658227.1 3
239.1061 330356.5 1
246.0673 605078.6 3
247.0753 1033979.6 5
249.0544 546717.2 2
249.0908 1182731.9 6
250.0625 264191.3 1
251.07 1204087.3 6
252.0783 1165356.5 6
261.0542 654605.9 3
262.0623 1503658 8
263.0698 3323705.6 17
264.0778 2872758.8 15
265.0493 1220989.1 6
265.0855 1982736.9 10
266.0942 324416.9 1
267.065 354060.9 1
267.1014 1290858.1 6
269.1179 247792.2 1
274.0619 1226183.9 6
275.0703 1221100.4 6
276.0423 193864.3 1
276.0783 2674396.6 14
277.05 1068809.7 5
277.0857 2519670.5 13
278.0576 327611.1 1
278.0934 594693.9 3
279.0653 2194335.7 11
279.1017 1096842.7 5
280.0729 8859841.9 47
281.081 1398840 7
282.0886 913415 4
289.0495 629241.3 3
290.057 877702.4 4
291.0649 3261468.1 17
292.0726 4288483.7 22
293.0441 623648.8 3
293.0806 3274861 17
294.0884 2082251.8 11
295.0605 1962932.5 10
295.0962 12846454.2 68
296.104 805993.4 4
297.0753 825584.4 4
297.1117 693898.8 3
302.0572 1390273.9 7
303.0653 1424914.2 7
304.0729 2083528 11
305.0449 397930.4 2
305.0803 4147788.3 22
306.0519 4270404.6 22
306.0886 915718.2 4
307.0597 7354643.3 39
307.0962 3448573.1 18
308.0675 3397586.1 18
308.1041 751140.9 4
309.0755 3913364.1 20
310.0832 6001656.2 32
311.0913 624875.3 3
312.0987 2027250.7 10
313.1068 250655.3 1
317.0446 235955.8 1
319.0599 3435406.3 18
320.0675 1701881.2 9
321.0756 3404343.5 18
322.0835 9824189.2 52
323.0569 2272741.362 12
323.0912 28022915.8 149
324.0988 3838236.4 20
325.1067 10613144.2 56
327.122 991702.4 5
332.0677 1990487.2 10
333.0753 330675.4 1
334.0835 6704207.6 35
334.1058 522853.6 2
335.0549 3171748.4 16
335.0905 1629441 8
337.0706 3360508.4 17
337.1068 686259.4 3
338.0784 6456001.1 34
338.1008 654922.4 3
340.0935 207895.6 1
348.0862 574617.2 3
349.0712 322782.6 1
349.1075 213329.1 1
350.0784 11085174.7 59
350.0997 622103.9 3
352.0936 3471869.7 18
352.1178 2520018.8 13
353.1016 32424037.2 172
355.1175 740482.4 3
363.1098 311112.6 1
365.1025 3851785.5 20
366.0971 5356192.9 28
378.1327 313131.2 1
380.113 236825.5 1
381.1202 2748810 14
383.113 207819.5 1
396.1436 569503 3
414.1547 312276.6 1
//
