ACCESSION: MSBNK-Eawag-EQ302405
RECORD_TITLE: Noscapine; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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: splash10-0a4i-0291000000-bbe1cf250f43716443dc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0385 C5H5+ 1 65.0386 -1.18
79.0542 C6H7+ 1 79.0542 -0.59
91.0541 C7H7+ 1 91.0542 -1.94
93.0697 C7H9+ 1 93.0699 -1.68
94.0649 C6H8N+ 1 94.0651 -1.97
95.049 C6H7O+ 1 95.0491 -0.96
103.0541 C8H7+ 1 103.0542 -1.33
105.0332 C7H5O+ 1 105.0335 -2.96
105.0446 C6H5N2+ 1 105.0447 -1.09
105.0696 C8H9+ 1 105.0699 -2.16
106.0408 C7H6O+ 1 106.0413 -4.68
106.065 C7H8N+ 1 106.0651 -1.56
107.0489 C7H7O+ 1 107.0491 -2.25
115.0541 C9H7+ 1 115.0542 -1.36
118.0412 C8H6O+ 1 118.0413 -1.24
118.0646 C8H8N+ 1 118.0651 -4.79
119.0489 C8H7O+ 1 119.0491 -2.11
120.0804 C8H10N+ 1 120.0808 -3.38
121.0647 C8H9O+ 1 121.0648 -1.17
121.0884 C8H11N+ 1 121.0886 -1.49
122.036 C7H6O2+ 1 122.0362 -1.65
130.0411 C9H6O+ 1 130.0413 -1.82
131.0489 C9H7O+ 1 131.0491 -1.92
133.0285 C8H5O2+ 1 133.0284 0.56
133.0521 C8H7NO+ 1 133.0522 -0.57
133.0646 C9H9O+ 1 133.0648 -1.21
134.036 C8H6O2+ 1 134.0362 -2.1
134.0601 C8H8NO+ 1 134.06 0.22
135.0438 C8H7O2+ 1 135.0441 -1.67
135.0677 C8H9NO+ 1 135.0679 -1.45
136.0518 C8H8O2+ 1 136.0519 -0.37
137.0601 C8H9O2+ 1 137.0597 2.58
145.0645 C10H9O+ 1 145.0648 -2.15
146.036 C9H6O2+ 1 146.0362 -1.51
146.06 C9H8NO+ 1 146.06 -0.14
147.044 C9H7O2+ 1 147.0441 -0.65
147.0677 C9H9NO+ 1 147.0679 -1.33
148.0755 C9H10NO+ 1 148.0757 -1.22
149.0595 C9H9O2+ 1 149.0597 -1.25
149.0832 C9H11NO+ 1 149.0835 -2.18
150.0308 C8H6O3+ 1 150.0311 -2.1
151.0389 C8H7O3+ 1 151.039 -0.14
151.0754 C9H11O2+ 1 151.0754 0.09
152.0618 C12H8+ 1 152.0621 -1.79
153.0697 C12H9+ 1 153.0699 -0.83
158.0356 C10H6O2+ 1 158.0362 -3.74
159.0678 C10H9NO+ 1 159.0679 -0.6
160.0518 C10H8O2+ 1 160.0519 -0.51
160.076 C10H10NO+ 1 160.0757 2.18
161.0597 C10H9O2+ 1 161.0597 -0.22
162.0308 C9H6O3+ 1 162.0311 -2.19
162.0543 C9H8NO2+ 1 162.055 -3.79
162.0912 C10H12NO+ 1 162.0913 -0.93
163.0388 C9H7O3+ 1 163.039 -1.17
164.0467 C9H8O3+ 1 164.0468 -0.7
165.0544 C9H9O3+ 1 165.0546 -1.09
165.0697 C13H9+ 1 165.0699 -1.25
166.0774 C13H10+ 1 166.0777 -1.82
167.0852 C13H11+ 1 167.0855 -1.96
174.0308 C10H6O3+ 1 174.0311 -1.93
174.0548 C10H8NO2+ 1 174.055 -1.12
175.0387 C10H7O3+ 1 175.039 -1.6
175.0626 C10H9NO2+ 1 175.0628 -0.8
176.0468 C10H8O3+ 1 176.0468 -0.2
176.0618 C14H8+ 1 176.0621 -1.26
176.0704 C10H10NO2+ 1 176.0706 -1.05
177.0544 C10H9O3+ 1 177.0546 -1.08
177.0698 C14H9+ 1 177.0699 -0.66
177.0782 C10H11NO2+ 1 177.0784 -1.13
178.0775 C14H10+ 1 178.0777 -1.19
179.0492 C13H7O+ 1 179.0491 0.1
179.0701 C10H11O3+ 1 179.0703 -0.84
179.085 C14H11+ 1 179.0855 -3
181.0645 C13H9O+ 1 181.0648 -1.44
182.0723 C13H10O+ 1 182.0726 -1.96
183.0799 C13H11O+ 1 183.0804 -2.96
188.0466 C11H8O3+ 1 188.0468 -1.04
188.0704 C11H10NO2+ 1 188.0706 -0.93
189.0542 C11H9O3+ 1 189.0546 -2.17
189.0696 C15H9+ 1 189.0699 -1.3
190.0496 C10H8NO3+ 1 190.0499 -1.52
190.0774 C15H10+ 1 190.0777 -1.69
190.0856 C11H12NO2+ 1 190.0863 -3.39
191.0489 C14H7O+ 1 191.0491 -1
191.0574 C10H9NO3+ 1 191.0577 -1.44
191.0703 C11H11O3+ 1 191.0703 0.31
191.085 C15H11+ 1 191.0855 -2.7
192.0566 C14H8O+ 1 192.057 -1.91
192.0648 C10H10NO3+ 1 192.0655 -3.75
193.0493 C10H9O4+ 1 193.0495 -1.11
193.0646 C14H9O+ 1 193.0648 -1.09
193.0727 C10H11NO3+ 1 193.0733 -3.18
194.0723 C14H10O+ 1 194.0726 -1.63
195.0802 C14H11O+ 1 195.0804 -1.19
196.0523 C13H8O2+ 1 196.0519 2.29
196.0879 C14H12O+ 1 196.0883 -2.02
202.0772 C16H10+ 1 202.0777 -2.43
203.0576 C11H9NO3+ 1 203.0577 -0.56
203.0857 C16H11+ 1 203.0855 0.85
204.0567 C15H8O+ 1 204.057 -1.11
204.0654 C11H10NO3+ 1 204.0655 -0.54
205.0653 C15H9O+ 1 205.0648 2.68
205.0732 C11H11NO3+ 1 205.0733 -0.85
206.0723 C15H10O+ 1 206.0726 -1.73
206.0809 C11H12NO3+ 1 206.0812 -1.21
207.0438 C14H7O2+ 1 207.0441 -1.33
207.0801 C15H11O+ 1 207.0804 -1.65
208.0519 C14H8O2+ 1 208.0519 0.09
208.088 C15H12O+ 1 208.0883 -1.14
209.0595 C14H9O2+ 1 209.0597 -0.94
209.096 C15H13O+ 1 209.0961 -0.53
210.0669 C14H10O2+ 1 210.0675 -2.86
211.075 C14H11O2+ 1 211.0754 -1.64
216.0568 C16H8O+ 1 216.057 -0.86
217.0643 C16H9O+ 1 217.0648 -2.45
218.0722 C16H10O+ 1 218.0726 -1.68
218.0816 C12H12NO3+ 1 218.0812 1.97
219.044 C15H7O2+ 1 219.0441 -0.07
219.08 C16H11O+ 1 219.0804 -1.83
219.0891 C12H13NO3+ 1 219.089 0.34
220.0517 C15H8O2+ 1 220.0519 -0.96
220.0966 C12H14NO3+ 1 220.0968 -1
221.0594 C15H9O2+ 1 221.0597 -1.43
222.0671 C15H10O2+ 1 222.0675 -1.76
223.0751 C15H11O2+ 1 223.0754 -1.01
224.0828 C15H12O2+ 1 224.0832 -1.79
225.0908 C15H13O2+ 1 225.091 -1.09
226.0621 C14H10O3+ 1 226.0624 -1.66
231.043 C16H7O2+ 1 231.0441 -4.57
231.0801 C17H11O+ 1 231.0804 -1.3
232.0514 C16H8O2+ 1 232.0519 -2.24
233.0594 C16H9O2+ 1 233.0597 -1.1
234.0673 C16H10O2+ 1 234.0675 -1.11
235.0387 C15H7O3+ 1 235.039 -1.02
235.075 C16H11O2+ 1 235.0754 -1.68
236.0471 C15H8O3+ 1 236.0468 1.08
236.0829 C16H12O2+ 1 236.0832 -1.32
237.0543 C15H9O3+ 1 237.0546 -1.35
237.091 C16H13O2+ 1 237.091 0.14
238.0624 C15H10O3+ 1 238.0624 -0.15
239.0701 C15H11O3+ 1 239.0703 -0.55
239.1066 C16H15O2+ 1 239.1067 -0.28
244.0524 C17H8O2+ 1 244.0519 2.21
245.0593 C17H9O2+ 1 245.0597 -1.57
246.0311 C16H6O3+ 1 246.0311 0.02
246.0673 C17H10O2+ 1 246.0675 -0.9
247.0387 C16H7O3+ 1 247.039 -0.93
247.0752 C17H11O2+ 1 247.0754 -0.75
248.0461 C16H8O3+ 1 248.0468 -2.68
248.0832 C17H12O2+ 1 248.0832 0.24
249.0544 C16H9O3+ 1 249.0546 -0.97
249.0911 C17H13O2+ 1 249.091 0.22
250.0622 C16H10O3+ 1 250.0624 -1.18
251.07 C16H11O3+ 1 251.0703 -1.2
252.0416 C15H8O4+ 1 252.0417 -0.56
252.0778 C16H12O3+ 1 252.0781 -1.13
253.0487 C15H9O4+ 1 253.0495 -3.5
253.0859 C16H13O3+ 1 253.0859 -0.12
254.0567 C15H10O4+ 1 254.0574 -2.52
254.0935 C16H14O3+ 1 254.0937 -0.85
255.065 C15H11O4+ 1 255.0652 -0.73
259.0391 C17H7O3+ 1 259.039 0.62
260.0465 C17H8O3+ 1 260.0468 -1.17
261.0544 C17H9O3+ 1 261.0546 -0.81
262.0623 C17H10O3+ 1 262.0624 -0.48
263.07 C17H11O3+ 1 263.0703 -0.91
264.0413 C16H8O4+ 1 264.0417 -1.59
264.0645 C16H10NO3+ 1 264.0655 -3.71
264.0777 C17H12O3+ 1 264.0781 -1.5
265.0492 C16H9O4+ 1 265.0495 -1.3
265.0858 C17H13O3+ 1 265.0859 -0.61
266.0571 C16H10O4+ 1 266.0574 -0.94
266.0806 C16H12NO3+ 1 266.0812 -2.22
266.0934 C17H14O3+ 1 266.0937 -1.26
267.0648 C16H11O4+ 1 267.0652 -1.33
267.1018 C17H15O3+ 1 267.1016 0.93
269.0804 C16H13O4+ 1 269.0808 -1.54
269.1169 C17H17O3+ 1 269.1172 -1.27
273.0543 C18H9O3+ 1 273.0546 -1.28
274.0621 C18H10O3+ 1 274.0624 -1.37
275.0703 C18H11O3+ 1 275.0703 -0.04
276.0414 C17H8O4+ 1 276.0417 -1.16
276.0777 C18H12O3+ 1 276.0781 -1.29
277.0494 C17H9O4+ 1 277.0495 -0.67
277.0852 C18H13O3+ 1 277.0859 -2.46
278.0569 C17H10O4+ 1 278.0574 -1.51
279.0648 C17H11O4+ 1 279.0652 -1.24
280.0367 C16H8O5+ 1 280.0366 0.38
280.0728 C17H12O4+ 1 280.073 -0.89
281.0806 C17H13O4+ 1 281.0808 -0.73
282.0522 C16H10O5+ 1 282.0523 -0.27
282.089 C17H14O4+ 1 282.0887 1.17
283.0596 C16H11O5+ 1 283.0601 -1.66
285.0756 C16H13O5+ 1 285.0757 -0.49
289.0494 C18H9O4+ 1 289.0495 -0.57
290.0569 C18H10O4+ 1 290.0574 -1.48
291.0648 C18H11O4+ 1 291.0652 -1.36
292.0362 C17H8O5+ 1 292.0366 -1.45
292.0727 C18H12O4+ 1 292.073 -0.99
293.0446 C17H9O5+ 1 293.0444 0.34
293.0807 C18H13O4+ 1 293.0808 -0.43
294.0523 C17H10O5+ 1 294.0523 0.02
294.0749 C17H12NO4+ 2 294.0761 -4.2
294.089 C18H14O4+ 1 294.0887 1.12
295.0598 C17H11O5+ 1 295.0601 -0.88
295.0962 C18H15O4+ 1 295.0965 -1.03
297.0754 C17H13O5+ 1 297.0757 -1.04
298.0831 C17H14O5+ 1 298.0836 -1.63
302.0572 C19H10O4+ 1 302.0574 -0.6
303.066 C19H11O4+ 1 303.0652 2.56
304.0371 C18H8O5+ 1 304.0366 1.4
304.0733 C19H12O4+ 1 304.073 0.92
305.0441 C18H9O5+ 1 305.0444 -1.15
305.0814 C19H13O4+ 1 305.0808 1.72
306.0521 C18H10O5+ 1 306.0523 -0.57
307.0598 C18H11O5+ 1 307.0601 -0.98
308.0685 C18H12O5+ 1 308.0679 1.93
308.0915 C18H14NO4+ 1 308.0917 -0.6
309.0754 C18H13O5+ 1 309.0757 -1.23
310.0835 C18H14O5+ 1 310.0836 -0.24
311.0556 C17H11O6+ 1 311.055 2.01
312.0982 C18H16O5+ 1 312.0992 -3.16
313.0713 C17H13O6+ 1 313.0707 1.87
317.0441 C19H9O5+ 1 317.0444 -1.1
319.0599 C19H11O5+ 1 319.0601 -0.6
320.0679 C19H12O5+ 1 320.0679 -0.08
320.0908 C19H14NO4+ 1 320.0917 -2.86
321.0762 C19H13O5+ 1 321.0757 1.46
322.0474 C18H10O6+ 1 322.0472 0.53
322.0833 C19H14O5+ 1 322.0836 -0.92
323.0544 C18H11O6+ 1 323.055 -1.81
323.0916 C19H15O5+ 1 323.0914 0.74
325.07 C18H13O6+ 1 325.0707 -1.95
325.1066 C19H17O5+ 1 325.1071 -1.51
335.0555 C19H11O6+ 1 335.055 1.42
336.0851 C19H14NO5+ 1 336.0866 -4.46
337.0703 C19H13O6+ 1 337.0707 -1.17
338.0792 C19H14O6+ 1 338.0785 2.1
338.102 C19H16NO5+ 1 338.1023 -1
351.0734 C19H13NO6+ 1 351.0737 -1.11
366.0967 C20H16NO6+ 1 366.0972 -1.51
PK$NUM_PEAK: 241
PK$PEAK: m/z int. rel.int.
65.0385 177799.9 2
79.0542 270416 4
91.0541 3872991.3 62
93.0697 295801.4 4
94.0649 270185.5 4
95.049 1351530.2 21
103.0541 1006809 16
105.0332 160846 2
105.0446 148784.5 2
105.0696 181694.3 2
106.0408 146160 2
106.065 210550.6 3
107.0489 293457 4
115.0541 240648.1 3
118.0412 158699.5 2
118.0646 324344.5 5
119.0489 1192939.6 19
120.0804 234605.6 3
121.0647 4199244.8 67
121.0884 637348 10
122.036 627721.2 10
130.0411 912755.3 14
131.0489 953473.9 15
133.0285 150322.9 2
133.0521 180045.1 2
133.0646 909743 14
134.036 585123.9 9
134.0601 171152.1 2
135.0438 559925.9 8
135.0677 182585.6 2
136.0518 539489.7 8
137.0601 130538.1 2
145.0645 182760.6 2
146.036 304774.1 4
146.06 301601 4
147.044 771221 12
147.0677 1761364.5 28
148.0755 2321309.5 37
149.0595 965576.7 15
149.0832 800523.5 12
150.0308 215035.5 3
151.0389 170100.3 2
151.0754 303565.1 4
152.0618 601487.7 9
153.0697 340309.5 5
158.0356 332297.9 5
159.0678 730986 11
160.0518 673042.6 10
160.076 208424.1 3
161.0597 211357.7 3
162.0308 294112.5 4
162.0543 188096.5 3
162.0912 566652.3 9
163.0388 669912.4 10
164.0467 970035.1 15
165.0544 1250145.1 20
165.0697 1279163.1 20
166.0774 312023.5 5
167.0852 189285.1 3
174.0308 1014671.2 16
174.0548 1328520.8 21
175.0387 235010.5 3
175.0626 1694642.8 27
176.0468 848648.5 13
176.0618 773782.6 12
176.0704 1655961.4 26
177.0544 2332120.8 37
177.0698 864903.8 13
177.0782 906488.3 14
178.0775 2351761 37
179.0492 189845.9 3
179.0701 2192103.6 35
179.085 655185.2 10
181.0645 2378586 38
182.0723 167122.4 2
183.0799 691822.8 11
188.0466 2719711 43
188.0704 775074.3 12
189.0542 662179 10
189.0696 1469174.3 23
190.0496 286690.2 4
190.0774 784168.4 12
190.0856 229181.1 3
191.0489 278485.8 4
191.0574 5504784.4 88
191.0703 879279.3 14
191.085 692591.7 11
192.0566 963617.5 15
192.0648 349934.6 5
193.0493 877884.9 14
193.0646 1251568.6 20
193.0727 277966.3 4
194.0723 1541387.6 24
195.0802 1603627.9 25
196.0523 208776.9 3
196.0879 283460.7 4
202.0772 244253.5 3
203.0576 2294726.2 36
203.0857 190372.2 3
204.0567 897350.3 14
204.0654 3904124.2 62
205.0653 3265114.6 52
205.0732 62281534.3 999
206.0723 1646216.1 26
206.0809 11212117.4 179
207.0438 400649.1 6
207.0801 1580834.8 25
208.0519 162282.3 2
208.088 552119 8
209.0595 3235470.8 51
209.096 332376.8 5
210.0669 275757.7 4
211.075 811274.1 13
216.0568 680755 10
217.0643 612520.2 9
218.0722 1487517.5 23
218.0816 1850172.9 29
219.044 609788.9 9
219.08 1874850.1 30
219.0891 411733.6 6
220.0517 2652439.1 42
220.0966 36208570.9 580
221.0594 4215156.7 67
222.0671 2179682.8 34
223.0751 3418640.8 54
224.0828 2190561 35
225.0908 223781 3
226.0621 177883.7 2
231.043 207594.7 3
231.0801 136414 2
232.0514 1533331.3 24
233.0594 4590227.3 73
234.0673 4618813.2 74
235.0387 553953.9 8
235.075 3913724.2 62
236.0471 1388537.8 22
236.0829 1344969.7 21
237.0543 8878330.9 142
237.091 785244.3 12
238.0624 827122 13
239.0701 1717913.7 27
239.1066 183462.5 2
244.0524 305781.1 4
245.0593 836192.8 13
246.0311 142828.7 2
246.0673 1541073.9 24
247.0387 997798.9 16
247.0752 2049986.9 32
248.0461 1464287 23
248.0832 808957 12
249.0544 8026147.6 128
249.0911 674900 10
250.0622 2582061.3 41
251.07 6605939.8 105
252.0416 306474.6 4
252.0778 3180949.7 51
253.0487 166586.1 2
253.0859 960701.7 15
254.0567 153443.9 2
254.0935 555607.5 8
255.065 917558.2 14
259.0391 465325.6 7
260.0465 704784.4 11
261.0544 4219836 67
262.0623 5135139.8 82
263.07 5719192 91
264.0413 1234713.3 19
264.0645 224006.7 3
264.0777 3086912.8 49
265.0492 14460497 231
265.0858 2165752 34
266.0571 1809812.7 29
266.0806 198799.3 3
266.0934 193497.3 3
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//
