ACCESSION: MSBNK-NaToxAq-NA003541
RECORD_TITLE: Homoharringtonine; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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$SPLASH: splash10-0uxu-0960000000-655d5ee04235ad96f8a9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
59.0491 C3H7O+ 1 59.0491 0.12
67.0542 C5H7+ 1 67.0542 -1.04
68.0493 C4H6N+ 1 68.0495 -3.11
69.0699 C5H9+ 1 69.0699 0.32
70.065 C4H8N+ 1 70.0651 -1.72
77.0385 C6H5+ 1 77.0386 -0.38
79.0542 C6H7+ 1 79.0542 -0.25
81.0697 C6H9+ 1 81.0699 -2.41
91.0542 C7H7+ 1 91.0542 0.05
93.0699 C7H9+ 1 93.0699 0.33
94.0649 C6H8N+ 1 94.0651 -2
95.0491 C6H7O+ 1 95.0491 -0.88
96.0811 C6H10N+ 1 96.0808 3.44
97.0645 C6H9O+ 1 97.0648 -2.65
103.0542 C8H7+ 1 103.0542 -0.03
105.07 C8H9+ 1 105.0699 1.58
106.0652 C7H8N+ 1 106.0651 0.52
107.073 C7H9N+ 1 107.073 0.09
107.0855 C8H11+ 1 107.0855 0.06
108.0572 C7H8O+ 1 108.057 2.06
109.0649 C7H9O+ 1 109.0648 0.65
110.06 C6H8NO+ 1 110.06 -0.43
111.0679 C6H9NO+ 1 111.0679 -0.08
111.0804 C7H11O+ 1 111.0804 -0.51
115.0542 C9H7+ 1 115.0542 -0.09
116.0621 C9H8+ 1 116.0621 0.38
117.0569 C8H7N+ 1 117.0573 -3.3
117.07 C9H9+ 1 117.0699 0.98
118.0651 C8H8N+ 1 118.0651 -0.29
119.0491 C8H7O+ 1 119.0491 -0.23
120.0809 C8H10N+ 1 120.0808 1.45
121.0647 C8H9O+ 1 121.0648 -0.96
122.0603 C7H8NO+ 1 122.06 2.39
126.0912 C7H12NO+ 1 126.0913 -0.81
128.062 C10H8+ 1 128.0621 -0.53
129.0698 C10H9+ 1 129.0699 -0.52
131.0491 C9H7O+ 1 131.0491 -0.32
135.0441 C8H7O2+ 1 135.0441 -0.01
135.0679 C8H9NO+ 1 135.0679 -0.05
139.0543 C11H7+ 1 139.0542 0.51
140.062 C11H8+ 1 140.0621 -0.7
141.0574 C10H7N+ 1 141.0573 0.4
141.0699 C11H9+ 1 141.0699 0.38
142.0651 C10H8N+ 1 142.0651 -0.47
143.0491 C10H7O+ 1 143.0491 -0.33
144.0803 C10H10N+ 1 144.0808 -3.23
145.065 C10H9O+ 1 145.0648 1.66
146.0599 C9H8NO+ 1 146.06 -1.16
147.0439 C9H7O2+ 1 147.0441 -0.81
148.0754 C9H10NO+ 1 148.0757 -1.98
149.0595 C9H9O2+ 1 149.0597 -1.22
150.0913 C9H12NO+ 1 150.0913 -0.04
151.054 C12H7+ 1 151.0542 -1.55
152.0621 C12H8+ 1 152.0621 0.26
153.0697 C12H9+ 1 153.0699 -1.15
154.065 C11H8N+ 1 154.0651 -0.64
154.0773 C12H10+ 1 154.0777 -2.54
155.0489 C11H7O+ 1 155.0491 -1.59
155.0725 C11H9N+ 1 155.073 -2.71
155.0856 C12H11+ 1 155.0855 0.62
156.0806 C11H10N+ 1 156.0808 -0.93
157.0646 C11H9O+ 1 157.0648 -1.38
159.0441 C10H7O2+ 1 159.0441 0.4
164.0621 C13H8+ 1 164.0621 0.53
165.0699 C13H9+ 1 165.0699 0.06
166.0651 C12H8N+ 1 166.0651 -0.02
166.077 C13H10+ 1 166.0777 -3.99
167.0491 C12H7O+ 1 167.0491 -0.45
167.0729 C12H9N+ 1 167.073 -0.4
167.0854 C13H11+ 1 167.0855 -0.87
168.0568 C12H8O+ 1 168.057 -1.27
168.0807 C12H10N+ 1 168.0808 -0.58
169.0526 C11H7NO+ 1 169.0522 2.54
169.0649 C12H9O+ 1 169.0648 0.45
169.0885 C12H11N+ 1 169.0886 -0.76
169.1011 C13H13+ 1 169.1012 -0.32
170.0599 C11H8NO+ 1 170.06 -0.89
170.0965 C12H12N+ 1 170.0964 0.23
171.044 C11H7O2+ 1 171.0441 -0.49
171.0803 C12H11O+ 1 171.0804 -0.81
171.1039 C12H13N+ 1 171.1043 -2.09
172.0519 C11H8O2+ 1 172.0519 -0.05
172.0759 C11H10NO+ 1 172.0757 1.25
172.1118 C12H14N+ 1 172.1121 -1.55
173.0475 C10H7NO2+ 1 173.0471 2.08
173.0594 C11H9O2+ 1 173.0597 -1.82
174.055 C10H8NO2+ 1 174.055 0.31
175.0629 C10H9NO2+ 1 175.0628 0.66
176.0706 C10H10NO2+ 1 176.0706 -0.13
177.0701 C14H9+ 1 177.0699 1.12
178.0655 C13H8N+ 1 178.0651 2.33
178.0777 C14H10+ 1 178.0777 -0.17
179.0855 C14H11+ 1 179.0855 -0.26
180.0571 C13H8O+ 1 180.057 0.63
180.0807 C13H10N+ 1 180.0808 -0.33
180.0934 C14H12+ 1 180.0934 0.41
181.0648 C13H9O+ 1 181.0648 0.2
181.0884 C13H11N+ 1 181.0886 -0.92
181.1009 C14H13+ 1 181.1012 -1.36
182.0597 C12H8NO+ 1 182.06 -1.71
182.0727 C13H10O+ 1 182.0726 0.28
182.0964 C13H12N+ 1 182.0964 0
183.0678 C12H9NO+ 1 183.0679 -0.12
183.0803 C13H11O+ 1 183.0804 -0.64
184.0522 C12H8O2+ 1 184.0519 1.48
184.0752 C12H10NO+ 1 184.0757 -2.61
184.1121 C13H14N+ 1 184.1121 -0.01
185.0597 C12H9O2+ 1 185.0597 0.23
186.0553 C11H8NO2+ 1 186.055 1.88
186.0673 C12H10O2+ 1 186.0675 -1.25
187.0626 C11H9NO2+ 1 187.0628 -0.82
187.075 C12H11O2+ 1 187.0754 -1.9
189.07 C15H9+ 1 189.0699 0.43
190.0778 C15H10+ 1 190.0777 0.51
191.0855 C15H11+ 1 191.0855 -0.14
192.0808 C14H10N+ 1 192.0808 0.35
192.0935 C15H12+ 1 192.0934 0.89
193.0645 C14H9O+ 1 193.0648 -1.6
193.0888 C14H11N+ 1 193.0886 0.97
194.0731 C14H10O+ 1 194.0726 2.49
194.0966 C14H12N+ 1 194.0964 0.73
195.0669 C13H9NO+ 1 195.0679 -4.87
195.0805 C14H11O+ 1 195.0804 0.36
195.1048 C14H13N+ 1 195.1043 2.6
196.0512 C13H8O2+ 1 196.0519 -3.34
196.0758 C13H10NO+ 1 196.0757 0.44
196.0886 C14H12O+ 1 196.0883 1.83
196.1121 C14H14N+ 1 196.1121 0.24
197.0595 C13H9O2+ 1 197.0597 -0.93
197.0835 C13H11NO+ 1 197.0835 0.05
198.0551 C12H8NO2+ 1 198.055 0.63
198.0679 C13H10O2+ 1 198.0675 2
198.0917 C13H12NO+ 1 198.0913 1.58
199.039 C12H7O3+ 1 199.039 0.26
199.0628 C12H9NO2+ 1 199.0628 0.31
199.075 C13H11O2+ 1 199.0754 -1.85
200.0709 C12H10NO2+ 1 200.0706 1.6
200.1069 C13H14NO+ 1 200.107 -0.43
201.0783 C12H11NO2+ 1 201.0784 -0.84
202.086 C12H12NO2+ 1 202.0863 -1.23
206.0964 C15H12N+ 1 206.0964 -0.21
207.0805 C15H11O+ 1 207.0804 0.18
207.1045 C15H13N+ 1 207.1043 1.4
208.0764 C14H10NO+ 1 208.0757 3.41
208.0886 C15H12O+ 1 208.0883 1.63
208.112 C15H14N+ 1 208.1121 -0.3
209.0597 C14H9O2+ 1 209.0597 -0.24
209.084 C14H11NO+ 1 209.0835 2.14
210.0679 C14H10O2+ 1 210.0675 1.93
210.0913 C14H12NO+ 1 210.0913 -0.13
211.0628 C13H9NO2+ 1 211.0628 -0.02
211.0753 C14H11O2+ 1 211.0754 -0.4
212.0709 C13H10NO2+ 1 212.0706 1.2
212.1071 C14H14NO+ 1 212.107 0.36
213.0545 C13H9O3+ 1 213.0546 -0.65
213.0792 C13H11NO2+ 1 213.0784 3.62
214.0863 C13H12NO2+ 1 214.0863 0.03
216.1023 C13H14NO2+ 1 216.1019 1.64
220.0758 C15H10NO+ 1 220.0757 0.57
221.0598 C15H9O2+ 1 221.0597 0.24
221.0844 C15H11NO+ 1 221.0835 4.22
222.0677 C15H10O2+ 1 222.0675 0.72
222.0911 C15H12NO+ 1 222.0913 -0.96
223.0623 C14H9NO2+ 1 223.0628 -2.08
223.0754 C15H11O2+ 1 223.0754 0.3
223.1002 C15H13NO+ 1 223.0992 4.65
224.0707 C14H10NO2+ 1 224.0706 0.37
224.107 C15H14NO+ 1 224.107 -0.07
225.0548 C14H9O3+ 1 225.0546 0.6
225.0787 C14H11NO2+ 1 225.0784 1.04
226.0862 C14H12NO2+ 1 226.0863 -0.11
227.0575 C13H9NO3+ 1 227.0577 -1.02
227.0858 C18H11+ 1 227.0855 1.4
228.1021 C14H14NO2+ 1 228.1019 0.75
229.1103 C14H15NO2+ 1 229.1097 2.61
235.075 C16H11O2+ 1 235.0754 -1.58
236.0715 C15H10NO2+ 1 236.0706 4
236.1068 C16H14NO+ 1 236.107 -0.89
237.0788 C15H11NO2+ 1 237.0784 1.53
237.0917 C16H13O2+ 1 237.091 2.74
238.0626 C15H10O3+ 1 238.0624 0.78
238.0861 C15H12NO2+ 1 238.0863 -0.72
238.1224 C16H16NO+ 1 238.1226 -0.82
239.0701 C15H11O3+ 1 239.0703 -0.57
239.0951 C15H13NO2+ 1 239.0941 4.26
240.1018 C15H14NO2+ 1 240.1019 -0.52
242.0813 C14H12NO3+ 1 242.0812 0.59
242.1186 C15H16NO2+ 1 242.1176 4.46
250.0861 C16H12NO2+ 1 250.0863 -0.5
251.0944 C16H13NO2+ 1 251.0941 1.14
252.102 C16H14NO2+ 1 252.1019 0.36
253.0737 C15H11NO3+ 1 253.0733 1.3
254.0814 C15H12NO3+ 1 254.0812 0.93
254.1176 C16H16NO2+ 1 254.1176 0.06
256.0981 C15H14NO3+ 1 256.0968 4.86
264.1018 C17H14NO2+ 1 264.1019 -0.26
266.1174 C17H16NO2+ 1 266.1176 -0.7
268.0966 C16H14NO3+ 1 268.0968 -0.88
270.1119 C16H16NO3+ 1 270.1125 -2.11
282.1124 C17H16NO3+ 1 282.1125 -0.31
284.1285 C17H18NO3+ 1 284.1281 1.32
PK$NUM_PEAK: 201
PK$PEAK: m/z int. rel.int.
59.0491 2150.8 32
67.0542 2623.5 39
68.0493 1060.5 16
69.0699 3758.4 57
70.065 3818.5 57
77.0385 2476.1 37
79.0542 6894.2 104
81.0697 1776.2 26
91.0542 15151.2 230
93.0699 9918.2 150
94.0649 2317.4 35
95.0491 2040 30
96.0811 2237.5 33
97.0645 1002 15
103.0542 14464.7 219
105.07 1899.2 28
106.0652 1357.8 20
107.073 4779 72
107.0855 6429.8 97
108.0572 1680.3 25
109.0649 3419.2 51
110.06 7862.4 119
111.0679 1521.5 23
111.0804 1269.6 19
115.0542 21561.7 327
116.0621 1174 17
117.0569 1152.3 17
117.07 2796.8 42
118.0651 5027.8 76
119.0491 4336.8 65
120.0809 2842 43
121.0647 1436.9 21
122.0603 2269.1 34
126.0912 1961.6 29
128.062 7895 119
129.0698 8312.7 126
131.0491 4643.6 70
135.0441 6549.3 99
135.0679 3990.2 60
139.0543 8525.1 129
140.062 2062.9 31
141.0574 2353.7 35
141.0699 11602.3 176
142.0651 5298.1 80
143.0491 4485.1 68
144.0803 978.7 14
145.065 1600.8 24
146.0599 1739.6 26
147.0439 1966.2 29
148.0754 3578.3 54
149.0595 6074.8 92
150.0913 55979.8 849
151.054 1321.8 20
152.0621 23069 350
153.0697 22092.8 335
154.065 6665.7 101
154.0773 4741.8 71
155.0489 2450.2 37
155.0725 2480.4 37
155.0856 5636.2 85
156.0806 4702.4 71
157.0646 4053.3 61
159.0441 7159.3 108
164.0621 1298.6 19
165.0699 48662.1 738
166.0651 3090.1 46
166.077 8797.7 133
167.0491 4182.2 63
167.0729 12854.6 195
167.0854 7336.2 111
168.0568 4543.9 68
168.0807 13790.6 209
169.0526 1981.2 30
169.0649 4607.2 69
169.0885 5302.4 80
169.1011 1020.8 15
170.0599 4326.7 65
170.0965 6974.8 105
171.044 3080.3 46
171.0803 2880.9 43
171.1039 4503.9 68
172.0519 6963.5 105
172.0759 2086.6 31
172.1118 2645.3 40
173.0475 2716.4 41
173.0594 4897.4 74
174.055 5588.7 84
175.0629 1335.2 20
176.0706 8404.7 127
177.0701 1935.4 29
178.0655 1837.3 27
178.0777 14969.6 227
179.0855 15762.6 239
180.0571 6030.2 91
180.0807 14020.2 212
180.0934 3285.1 49
181.0648 13664.7 207
181.0884 5182.3 78
181.1009 1788.3 27
182.0597 4686.3 71
182.0727 11145.6 169
182.0964 17799 270
183.0678 4523.2 68
183.0803 5233.5 79
184.0522 1068.3 16
184.0752 4636.1 70
184.1121 2067.5 31
185.0597 13177.8 200
186.0553 2704 41
186.0673 2285.4 34
187.0626 1821.4 27
187.075 2159.1 32
189.07 4703.7 71
190.0778 5738.8 87
191.0855 11743.3 178
192.0808 7404.2 112
192.0935 2665.5 40
193.0645 7033.6 106
193.0888 8651.1 131
194.0731 3159 47
194.0966 9122 138
195.0669 1484.3 22
195.0805 13494.2 204
195.1048 1278.8 19
196.0512 2002.4 30
196.0758 9167.8 139
196.0886 2398.8 36
196.1121 7316.5 111
197.0595 9221.7 139
197.0835 4636.1 70
198.0551 12567.6 190
198.0679 3889 59
198.0917 6369.7 96
199.039 3826.3 58
199.0628 15441.4 234
199.075 4042.9 61
200.0709 5805.3 88
200.1069 2896.3 43
201.0783 1778.5 26
202.086 1566 23
206.0964 5466.5 82
207.0805 5006.6 76
207.1045 3688.5 55
208.0764 4893.3 74
208.0886 5082.5 77
208.112 19026.3 288
209.0597 12197.8 185
209.084 3409.8 51
210.0679 6812.6 103
210.0913 18401.2 279
211.0628 18739.3 284
211.0753 6611.6 100
212.0709 17100.6 259
212.1071 4289.8 65
213.0545 1853.1 28
213.0792 5228.9 79
214.0863 18544.7 281
216.1023 1654.9 25
220.0758 3803.3 57
221.0598 1531.8 23
221.0844 2845.3 43
222.0677 3535.8 53
222.0911 8340.7 126
223.0623 2249 34
223.0754 8979.2 136
223.1002 2872.4 43
224.0707 17468.5 265
224.107 9520.6 144
225.0548 4615.8 70
225.0787 12691.2 192
226.0862 47290.5 717
227.0575 14172.9 215
227.0858 3856.3 58
228.1021 15053.9 228
229.1103 4337.7 65
235.075 2830 42
236.0715 1585 24
236.1068 10434.1 158
237.0788 3084.3 46
237.0917 1404.1 21
238.0626 2899.1 44
238.0861 23027.1 349
238.1224 7516 114
239.0701 1493.3 22
239.0951 8873.8 134
240.1018 65807.2 999
242.0813 5814.4 88
242.1186 1748.5 26
250.0861 13215.1 200
251.0944 8743.4 132
252.102 16145.9 245
253.0737 2241.9 34
254.0814 3131 47
254.1176 9132.1 138
256.0981 1663.5 25
264.1018 5171.1 78
266.1174 20891 317
268.0966 11776.5 178
270.1119 1426.6 21
282.1124 5902.9 89
284.1285 1507.4 22
//
