ACCESSION: MSBNK-NaToxAq-NA003540
RECORD_TITLE: Homoharringtonine; LC-ESI-ITFT; MS2; CE: 90%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2287
CH$NAME: Homoharringtonine
CH$NAME: Omacetaxine mepesuccinate
CH$NAME: 1-O-[(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C29H39NO9
CH$EXACT_MASS: 545.2625
CH$SMILES: CC(C)(CCC[C@@](CC(=O)OC)(C(=O)O[C@H]1[C@H]2c3cc4c(cc3CCN5[C@@]2(CCC5)C=C1OC)OCO4)O)O
CH$IUPAC: InChI=1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1
CH$LINK: CAS
64131-12-0
CH$LINK: CHEBI
71019
CH$LINK: KEGG
D08956
CH$LINK: PUBCHEM
CID:285033
CH$LINK: INCHIKEY
HYFHYPWGAURHIV-JFIAXGOJSA-N
CH$LINK: CHEMSPIDER
251215
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 7.154 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 546.2694
MS$FOCUSED_ION: PRECURSOR_M/Z 546.2698
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.14.1
PK$SPLASH: splash10-0v03-0970000000-d7f09f01de862749770b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0177 C3H3O+ 1 55.0178 -2.74
59.0491 C3H7O+ 1 59.0491 -0.53
67.0542 C5H7+ 1 67.0542 0.33
69.0699 C5H9+ 1 69.0699 -0.01
70.0651 C4H8N+ 1 70.0651 -0.63
77.0386 C6H5+ 1 77.0386 0.71
79.0542 C6H7+ 1 79.0542 -0.15
81.07 C6H9+ 1 81.0699 2.11
91.0542 C7H7+ 1 91.0542 0.13
93.0699 C7H9+ 1 93.0699 0.33
94.0652 C6H8N+ 1 94.0651 1.08
95.0488 C6H7O+ 1 95.0491 -4.01
96.0809 C6H10N+ 1 96.0808 1.38
97.0648 C6H9O+ 1 97.0648 0.33
103.0542 C8H7+ 1 103.0542 0.04
105.0697 C8H9+ 1 105.0699 -1.55
106.0652 C7H8N+ 1 106.0651 0.8
107.0729 C7H9N+ 1 107.073 -0.27
107.0855 C8H11+ 1 107.0855 -0.15
108.0568 C7H8O+ 1 108.057 -1.12
108.0809 C7H10N+ 1 108.0808 1.51
109.0649 C7H9O+ 1 109.0648 1.14
110.06 C6H8NO+ 1 110.06 -0.29
111.0677 C6H9NO+ 1 111.0679 -1.79
115.0542 C9H7+ 1 115.0542 -0.09
117.0573 C8H7N+ 1 117.0573 -0.37
117.0699 C9H9+ 1 117.0699 -0.13
118.0651 C8H8N+ 1 118.0651 -0.03
119.0491 C8H7O+ 1 119.0491 -0.49
120.0806 C8H10N+ 1 120.0808 -1.22
121.0651 C8H9O+ 1 121.0648 2.69
122.0601 C7H8NO+ 1 122.06 0.27
123.0803 C8H11O+ 1 123.0804 -0.81
126.091 C7H12NO+ 1 126.0913 -2.32
128.0621 C10H8+ 1 128.0621 0.42
129.0699 C10H9+ 1 129.0699 0.54
131.0491 C9H7O+ 1 131.0491 -0.32
135.0442 C8H7O2+ 1 135.0441 0.78
135.0679 C8H9NO+ 1 135.0679 0.4
139.0542 C11H7+ 1 139.0542 -0.48
141.0574 C10H7N+ 1 141.0573 0.72
141.0699 C11H9+ 1 141.0699 0.27
142.0652 C10H8N+ 1 142.0651 0.6
143.0493 C10H7O+ 1 143.0491 1.17
143.0732 C10H9N+ 1 143.073 1.66
143.0855 C11H11+ 1 143.0855 -0.07
144.0567 C10H8O+ 1 144.057 -2.13
144.0806 C10H10N+ 1 144.0808 -1.54
145.0649 C10H9O+ 1 145.0648 0.82
146.0602 C9H8NO+ 1 146.06 1.14
147.0441 C9H7O2+ 1 147.0441 0.54
148.0521 C9H8O2+ 1 148.0519 1.25
148.0758 C9H10NO+ 1 148.0757 0.8
149.0596 C9H9O2+ 1 149.0597 -0.51
150.0914 C9H12NO+ 1 150.0913 0.16
152.0621 C12H8+ 1 152.0621 0.26
153.0698 C12H9+ 1 153.0699 -0.45
154.065 C11H8N+ 1 154.0651 -0.64
154.0772 C12H10+ 1 154.0777 -3.03
155.0491 C11H7O+ 1 155.0491 -0.4
155.0729 C11H9N+ 1 155.073 -0.54
155.0855 C12H11+ 1 155.0855 -0.26
156.0573 C11H8O+ 1 156.057 1.94
156.0808 C11H10N+ 1 156.0808 0.44
157.065 C11H9O+ 1 157.0648 1.53
159.0442 C10H7O2+ 1 159.0441 1.07
160.0521 C10H8O2+ 1 160.0519 1.16
161.0596 C10H9O2+ 1 161.0597 -0.65
164.0619 C13H8+ 1 164.0621 -0.68
165.0699 C13H9+ 1 165.0699 0.24
166.0645 C12H8N+ 1 166.0651 -3.97
167.0491 C12H7O+ 1 167.0491 -0.45
167.073 C12H9N+ 1 167.073 0.52
167.0854 C13H11+ 1 167.0855 -0.69
168.0569 C12H8O+ 1 168.057 -0.36
168.0806 C12H10N+ 1 168.0808 -0.76
169.0523 C11H7NO+ 1 169.0522 0.38
169.0648 C12H9O+ 1 169.0648 0.18
169.0887 C12H11N+ 1 169.0886 0.6
169.1006 C13H13+ 1 169.1012 -3.48
170.0602 C11H8NO+ 1 170.06 1
170.0963 C12H12N+ 1 170.0964 -0.76
171.0442 C11H7O2+ 1 171.0441 0.93
171.0799 C12H11O+ 1 171.0804 -3.22
171.1042 C12H13N+ 1 171.1043 -0.04
172.0521 C11H8O2+ 1 172.0519 1.02
172.1119 C12H14N+ 1 172.1121 -1.29
173.0464 C10H7NO2+ 1 173.0471 -4.27
173.0595 C11H9O2+ 1 173.0597 -0.93
174.0549 C10H8NO2+ 1 174.055 -0.39
175.0628 C10H9NO2+ 1 175.0628 0.05
176.0616 C14H8+ 1 176.0621 -2.59
176.0706 C10H10NO2+ 1 176.0706 0.13
177.0693 C14H9+ 1 177.0699 -3.1
178.0654 C13H8N+ 1 178.0651 1.81
178.0778 C14H10+ 1 178.0777 0.34
179.0856 C14H11+ 1 179.0855 0.17
180.0571 C13H8O+ 1 180.057 0.72
180.0808 C13H10N+ 1 180.0808 -0.08
181.0648 C13H9O+ 1 181.0648 -0.05
181.0885 C13H11N+ 1 181.0886 -0.42
181.1013 C14H13+ 1 181.1012 0.66
182.0599 C12H8NO+ 1 182.06 -0.71
182.0727 C13H10O+ 1 182.0726 0.37
182.0965 C13H12N+ 1 182.0964 0.34
183.0675 C12H9NO+ 1 183.0679 -1.79
183.0806 C13H11O+ 1 183.0804 0.7
184.0518 C12H8O2+ 1 184.0519 -0.67
184.0755 C12H10NO+ 1 184.0757 -0.95
184.112 C13H14N+ 1 184.1121 -0.17
185.0597 C12H9O2+ 1 185.0597 -0.1
186.0543 C11H8NO2+ 1 186.055 -3.61
186.0676 C12H10O2+ 1 186.0675 0.64
187.0632 C11H9NO2+ 1 187.0628 2.36
187.0753 C12H11O2+ 1 187.0754 -0.51
189.0696 C15H9+ 1 189.0699 -1.34
190.0777 C15H10+ 1 190.0777 -0.05
191.0856 C15H11+ 1 191.0855 0.26
192.081 C14H10N+ 1 192.0808 1.14
192.0936 C15H12+ 1 192.0934 1.53
193.0648 C14H9O+ 1 193.0648 0.06
193.0887 C14H11N+ 1 193.0886 0.5
194.0726 C14H10O+ 1 194.0726 -0.18
194.0967 C14H12N+ 1 194.0964 1.44
195.0805 C14H11O+ 1 195.0804 0.2
196.0526 C13H8O2+ 1 196.0519 3.59
196.0759 C13H10NO+ 1 196.0757 1.3
196.0885 C14H12O+ 1 196.0883 1.36
196.1122 C14H14N+ 1 196.1121 0.4
197.0596 C13H9O2+ 1 197.0597 -0.39
197.0842 C13H11NO+ 1 197.0835 3.22
197.0962 C14H13O+ 1 197.0961 0.34
198.055 C12H8NO2+ 1 198.055 0.39
198.0677 C13H10O2+ 1 198.0675 0.77
198.0914 C13H12NO+ 1 198.0913 0.27
199.0389 C12H7O3+ 1 199.039 -0.35
199.0628 C12H9NO2+ 1 199.0628 0.16
199.0756 C13H11O2+ 1 199.0754 1.37
200.0471 C12H8O3+ 1 200.0468 1.48
200.0708 C12H10NO2+ 1 200.0706 0.99
200.1069 C13H14NO+ 1 200.107 -0.5
201.0791 C12H11NO2+ 1 201.0784 3.4
202.0863 C12H12NO2+ 1 202.0863 0.13
206.0961 C15H12N+ 1 206.0964 -1.4
207.0806 C15H11O+ 1 207.0804 0.77
207.1043 C15H13N+ 1 207.1043 0.22
208.0757 C14H10NO+ 1 208.0757 -0.19
208.0886 C15H12O+ 1 208.0883 1.78
208.1122 C15H14N+ 1 208.1121 0.43
209.0596 C14H9O2+ 1 209.0597 -0.6
209.0971 C15H13O+ 1 209.0961 4.98
210.0678 C14H10O2+ 1 210.0675 1.35
210.0913 C14H12NO+ 1 210.0913 -0.27
211.0628 C13H9NO2+ 1 211.0628 0.27
211.0755 C14H11O2+ 1 211.0754 0.47
212.0709 C13H10NO2+ 1 212.0706 1.34
212.1072 C14H14NO+ 1 212.107 1.01
213.0544 C13H9O3+ 1 213.0546 -1.15
213.0788 C13H11NO2+ 1 213.0784 1.9
214.0863 C13H12NO2+ 1 214.0863 0.17
215.0697 C13H11O3+ 1 215.0703 -2.65
216.102 C13H14NO2+ 1 216.1019 0.3
219.0803 C16H11O+ 1 219.0804 -0.83
220.0761 C15H10NO+ 1 220.0757 1.68
221.0589 C15H9O2+ 1 221.0597 -3.55
221.0846 C15H11NO+ 1 221.0835 4.77
222.0671 C15H10O2+ 1 222.0675 -1.76
222.0914 C15H12NO+ 1 222.0913 0.42
223.0628 C14H9NO2+ 1 223.0628 -0.03
223.0755 C15H11O2+ 1 223.0754 0.5
223.1002 C15H13NO+ 1 223.0992 4.85
223.1122 C16H15O+ 1 223.1117 1.83
224.0709 C14H10NO2+ 1 224.0706 1.46
224.1071 C15H14NO+ 1 224.107 0.4
225.0548 C14H9O3+ 1 225.0546 0.93
225.0789 C14H11NO2+ 1 225.0784 2.13
225.0913 C15H13O2+ 1 225.091 1.3
226.0863 C14H12NO2+ 1 226.0863 0.09
227.0576 C13H9NO3+ 1 227.0577 -0.41
227.0858 C18H11+ 1 227.0855 1.4
228.0663 C13H10NO3+ 1 228.0655 3.27
228.102 C14H14NO2+ 1 228.1019 0.35
229.1103 C14H15NO2+ 1 229.1097 2.41
235.0753 C16H11O2+ 1 235.0754 -0.28
236.0716 C15H10NO2+ 1 236.0706 4.19
236.1069 C16H14NO+ 1 236.107 -0.37
237.0791 C15H11NO2+ 1 237.0784 2.62
237.0918 C16H13O2+ 1 237.091 3.45
238.062 C15H10O3+ 1 238.0624 -1.85
238.0862 C15H12NO2+ 1 238.0863 -0.27
238.1226 C16H16NO+ 1 238.1226 -0.05
239.0709 C15H11O3+ 1 239.0703 2.56
239.0951 C15H13NO2+ 1 239.0941 4.45
240.1018 C15H14NO2+ 1 240.1019 -0.33
242.0808 C14H12NO3+ 1 242.0812 -1.68
242.1169 C15H16NO2+ 1 242.1176 -2.66
250.0863 C16H12NO2+ 1 250.0863 -0.01
251.0945 C16H13NO2+ 1 251.0941 1.51
252.1021 C16H14NO2+ 1 252.1019 0.84
254.0813 C15H12NO3+ 1 254.0812 0.39
254.1177 C16H16NO2+ 1 254.1176 0.66
256.1322 C16H18NO2+ 1 256.1332 -3.87
264.1014 C17H14NO2+ 1 264.1019 -1.76
266.1174 C17H16NO2+ 1 266.1176 -0.47
268.0968 C16H14NO3+ 1 268.0968 -0.2
270.1135 C16H16NO3+ 1 270.1125 3.99
282.1125 C17H16NO3+ 1 282.1125 0.01
284.1275 C17H18NO3+ 1 284.1281 -2.01
PK$NUM_PEAK: 208
PK$PEAK: m/z int. rel.int.
55.0177 1664.7 16
59.0491 3078.3 30
67.0542 1909.4 19
69.0699 6012 59
70.0651 3253 32
77.0386 3545.1 35
79.0542 7754.7 77
81.07 2673.6 26
91.0542 20705.7 206
93.0699 16025.9 159
94.0652 3065.6 30
95.0488 1669.8 16
96.0809 2846.6 28
97.0648 1766 17
103.0542 14536.7 144
105.0697 2651.5 26
106.0652 2007 20
107.0729 5697 56
107.0855 8534.8 85
108.0568 3604.2 35
108.0809 1949.1 19
109.0649 6541.8 65
110.06 10145.4 101
111.0677 2220.3 22
115.0542 26182.4 260
117.0573 1853.3 18
117.0699 3538.6 35
118.0651 6086.2 60
119.0491 5813.5 57
120.0806 5471.7 54
121.0651 2744.4 27
122.0601 1616.3 16
123.0803 2569.9 25
126.091 3593.7 35
128.0621 8720.3 86
129.0699 9262.9 92
131.0491 7961.1 79
135.0442 10440.6 104
135.0679 5611.3 55
139.0542 7775 77
141.0574 2165.5 21
141.0699 14776.8 147
142.0652 6679 66
143.0493 6013.6 59
143.0732 1411.2 14
143.0855 2071.2 20
144.0567 1339.9 13
144.0806 2166.9 21
145.0649 1916.5 19
146.0602 3179.1 31
147.0441 2850 28
148.0521 1311.6 13
148.0758 3680.9 36
149.0596 10015.2 99
150.0914 82434.6 821
152.0621 24550 244
153.0698 27504.1 274
154.065 6760.9 67
154.0772 7282.4 72
155.0491 3019.2 30
155.0729 3136.1 31
155.0855 8440.7 84
156.0573 2118.1 21
156.0808 4785.8 47
157.065 5953.5 59
159.0442 10458.4 104
160.0521 2701.1 26
161.0596 2055.9 20
164.0619 1671.9 16
165.0699 54502.7 543
166.0645 2595.3 25
167.0491 7207.3 71
167.073 11021.1 109
167.0854 9420.3 93
168.0569 4930.3 49
168.0806 15740.1 156
169.0523 2887.6 28
169.0648 7833.8 78
169.0887 7555 75
169.1006 1604.1 15
170.0602 6272.7 62
170.0963 7397.1 73
171.0442 4138.8 41
171.0799 5072.8 50
171.1042 6033.6 60
172.0521 8549.1 85
172.1119 4483.8 44
173.0464 2093.4 20
173.0595 6938.5 69
174.0549 10200.5 101
175.0628 2901.5 28
176.0616 1557.3 15
176.0706 14900.6 148
177.0693 2278.1 22
178.0654 2061 20
178.0778 16261.1 162
179.0856 22642.8 225
180.0571 7978.5 79
180.0808 15319.8 152
181.0648 19555.8 194
181.0885 5759.9 57
181.1013 3444.3 34
182.0599 5399.2 53
182.0727 14661.5 146
182.0965 19986.8 199
183.0675 3801 37
183.0806 6261.5 62
184.0518 2213.2 22
184.0755 5636.2 56
184.112 2148.3 21
185.0597 16246 161
186.0543 3378.7 33
186.0676 3340.6 33
187.0632 3243.8 32
187.0753 3720.2 37
189.0696 7158.1 71
190.0777 7504.1 74
191.0856 17622.8 175
192.081 8462.7 84
192.0936 6055.3 60
193.0648 9413.2 93
193.0887 11571.7 115
194.0726 4281.5 42
194.0967 10841 108
195.0805 20497.1 204
196.0526 2650.3 26
196.0759 9337.3 93
196.0885 3413.8 34
196.1122 10889.7 108
197.0596 12102 120
197.0842 5413.7 53
197.0962 2780 27
198.055 12659.4 126
198.0677 4358.5 43
198.0914 7960.9 79
199.0389 5393.1 53
199.0628 23573.2 234
199.0756 5735.9 57
200.0471 2466.5 24
200.0708 8667.8 86
200.1069 5260.2 52
201.0791 2119 21
202.0863 3535.5 35
206.0961 5303.9 52
207.0806 8285.9 82
207.1043 5974.6 59
208.0757 6233 62
208.0886 7830.9 78
208.1122 26617.4 265
209.0596 14008.9 139
209.0971 1995.5 19
210.0678 11392.2 113
210.0913 23217.3 231
211.0628 19056.2 189
211.0755 12447.8 124
212.0709 21862.6 217
212.1072 5707.5 56
213.0544 4293.4 42
213.0788 7833.5 78
214.0863 29780.9 296
215.0697 2209.8 22
216.102 2987.4 29
219.0803 3636.9 36
220.0761 3688.6 36
221.0589 2857.6 28
221.0846 2879.3 28
222.0671 5690.1 56
222.0914 10676.3 106
223.0628 1800.2 17
223.0755 16153 161
223.1002 3749.8 37
223.1122 2113.4 21
224.0709 22532.6 224
224.1071 14802.1 147
225.0548 6939.7 69
225.0789 14420.2 143
225.0913 2611.9 26
226.0863 78961 787
227.0576 20614.1 205
227.0858 5054.2 50
228.0663 4391.4 43
228.102 20797.2 207
229.1103 8856.4 88
235.0753 3764 37
236.0716 2511.1 25
236.1069 12831.8 127
237.0791 4152.5 41
237.0918 1989.2 19
238.062 5434.8 54
238.0862 31007.1 309
238.1226 13895.9 138
239.0709 4417.9 44
239.0951 11870.1 118
240.1018 100217.2 999
242.0808 11981.2 119
242.1169 2210.1 22
250.0863 17828.3 177
251.0945 11532.6 114
252.1021 26403 263
254.0813 7211.5 71
254.1177 17562.6 175
256.1322 1466.3 14
264.1014 8226.4 82
266.1174 38982.8 388
268.0968 24223.3 241
270.1135 3038.4 30
282.1125 14946.7 148
284.1275 1932.2 19
//
