ACCESSION: MSBNK-NaToxAq-NA003519
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 85%; 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 2282
CH$NAME: Yohimbine
CH$NAME: methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H26N2O3
CH$EXACT_MASS: 354.1943
CH$SMILES: COC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]3c4c(c5ccccc5[nH]4)CCN3C2)O
CH$IUPAC: InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1
CH$LINK: CAS
146-48-5
CH$LINK: CHEBI
10093
CH$LINK: KEGG
D08685
CH$LINK: PUBCHEM
CID:8969
CH$LINK: INCHIKEY
BLGXFZZNTVWLAY-SCYLSFHTSA-N
CH$LINK: CHEMSPIDER
8622
CH$LINK: COMPTOX
DTXSID9040130
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$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$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 6.517 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 355.2013
MS$FOCUSED_ION: PRECURSOR_M/Z 355.2016
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$SPLASH: splash10-0006-0900000000-449aec3c4c15f8de80c2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.0653 C4H8N+ 1 70.0651 2.85
79.0543 C6H7+ 1 79.0542 0.81
80.0495 C5H6N+ 1 80.0495 0.22
81.0334 C5H5O+ 1 81.0335 -0.98
81.0698 C6H9+ 1 81.0699 -1.09
82.0652 C5H8N+ 1 82.0651 0.57
91.0543 C7H7+ 1 91.0542 0.47
92.0493 C6H6N+ 1 92.0495 -2.35
93.0573 C6H7N+ 1 93.0573 0.04
93.07 C7H9+ 1 93.0699 1.07
94.0652 C6H8N+ 1 94.0651 0.27
95.0729 C6H9N+ 1 95.073 -0.38
103.0543 C8H7+ 1 103.0542 0.71
104.0496 C7H6N+ 1 104.0495 0.81
105.0442 C6H5N2+ 1 105.0447 -4.91
105.0699 C8H9+ 1 105.0699 0.56
106.0652 C7H8N+ 1 106.0651 0.44
107.0489 C7H7O+ 1 107.0491 -2.21
107.073 C7H9N+ 1 107.073 0.87
107.0855 C8H11+ 1 107.0855 -0.58
108.0806 C7H10N+ 1 108.0808 -1.45
110.0967 C7H12N+ 1 110.0964 2.47
113.0598 C6H9O2+ 1 113.0597 0.81
115.0543 C9H7+ 1 115.0542 0.44
116.0497 C8H6N+ 1 116.0495 1.59
116.0578 C4H8N2O2+ 1 116.058 -1.7
116.0625 C9H8+ 1 116.0621 3.54
117.0574 C8H7N+ 1 117.0573 0.54
117.0699 C9H9+ 1 117.0699 0.32
118.0651 C8H8N+ 1 118.0651 0.09
118.0733 C4H10N2O2+ 1 118.0737 -3.21
119.0493 C8H7O+ 1 119.0491 0.99
119.0731 C8H9N+ 1 119.073 1
119.0855 C9H11+ 1 119.0855 0.14
120.0809 C8H10N+ 1 120.0808 1.26
127.0542 C10H7+ 1 127.0542 -0.42
128.0495 C9H6N+ 1 128.0495 -0.03
128.0621 C10H8+ 1 128.0621 0.66
129.0573 C9H7N+ 1 129.0573 -0.26
129.0699 C10H9+ 1 129.0699 0.19
130.0652 C9H8N+ 1 130.0651 0.33
131.0729 C9H9N+ 1 131.073 -0.36
132.0808 C9H10N+ 1 132.0808 0.34
133.0653 C9H9O+ 1 133.0648 3.48
134.0965 C9H12N+ 1 134.0964 0.57
135.1044 C9H13N+ 1 135.1043 1.47
138.0914 C8H12NO+ 1 138.0913 0.28
142.0655 C10H8N+ 1 142.0651 2.75
143.0731 C10H9N+ 1 143.073 0.91
144.0808 C10H10N+ 1 144.0808 0.16
145.0647 C10H9O+ 1 145.0648 -0.44
146.06 C9H8NO+ 1 146.06 -0.43
146.0963 C10H12N+ 1 146.0964 -0.91
154.0649 C11H8N+ 1 154.0651 -1.23
155.0604 C10H7N2+ 1 155.0604 0.46
155.0726 C11H9N+ 1 155.073 -2.21
156.0809 C11H10N+ 1 156.0808 0.92
157.0886 C11H11N+ 1 157.0886 0.04
158.0966 C11H12N+ 1 158.0964 0.9
162.0913 C10H12NO+ 1 162.0913 -0.13
167.0729 C12H9N+ 1 167.073 -0.3
168.0808 C12H10N+ 1 168.0808 0.24
169.0891 C12H11N+ 1 169.0886 2.67
170.0966 C12H12N+ 1 170.0964 1.3
180.0805 C13H10N+ 1 180.0808 -1.26
180.102 C10H14NO2+ 1 180.1019 0.79
181.0887 C13H11N+ 1 181.0886 0.51
182.0964 C13H12N+ 1 182.0964 -0.17
192.0807 C14H10N+ 1 192.0808 -0.45
193.089 C14H11N+ 1 193.0886 2.24
194.0967 C14H12N+ 1 194.0964 1.36
194.1175 C11H16NO2+ 1 194.1176 -0.27
195.1046 C14H13N+ 1 195.1043 1.89
196.1126 C14H14N+ 1 196.1121 2.89
204.0811 C15H10N+ 1 204.0808 1.82
205.0883 C15H11N+ 1 205.0886 -1.47
206.0967 C15H12N+ 1 206.0964 1.12
208.1123 C15H14N+ 1 208.1121 1.02
212.1278 C11H18NO3+ 1 212.1281 -1.56
217.089 C16H11N+ 1 217.0886 1.75
218.0967 C16H12N+ 1 218.0964 1.17
219.105 C16H13N+ 1 219.1043 3.32
220.112 C16H14N+ 1 220.1121 -0.37
230.0964 C17H12N+ 1 230.0964 -0.14
231.1042 C17H13N+ 1 231.1043 -0.21
232.1125 C17H14N+ 1 232.1121 1.69
233.1203 C17H15N+ 1 233.1199 1.69
234.1271 C17H16N+ 1 234.1277 -2.76
246.1267 C18H16N+ 1 246.1277 -4.37
PK$NUM_PEAK: 89
PK$PEAK: m/z int. rel.int.
70.0653 1051.3 1
79.0543 6015.4 6
80.0495 4765.7 4
81.0334 2075.1 2
81.0698 2301.6 2
82.0652 1489.1 1
91.0543 21120.6 21
92.0493 1407.1 1
93.0573 1840.3 1
93.07 5536.8 5
94.0652 18957.3 19
95.0729 2701.4 2
103.0543 7705.6 7
104.0496 1617.6 1
105.0442 1083.4 1
105.0699 11924 12
106.0652 29469.8 30
107.0489 1228.4 1
107.073 1572.3 1
107.0855 3137.2 3
108.0806 2871.4 2
110.0967 1112.9 1
113.0598 2979.1 3
115.0543 39478.5 40
116.0497 3969.8 4
116.0578 1755.3 1
116.0625 1178.6 1
117.0574 15834.2 16
117.0699 186181.7 189
118.0651 11035.9 11
118.0733 9539.6 9
119.0493 2061.4 2
119.0731 1832.9 1
119.0855 2779.6 2
120.0809 4933.5 5
127.0542 5121.1 5
128.0495 9055.9 9
128.0621 5394.6 5
129.0573 2180.5 2
129.0699 6469.8 6
130.0652 26838.6 27
131.0729 5356.2 5
132.0808 8905 9
133.0653 1558.4 1
134.0965 44740.5 45
135.1044 2266.6 2
138.0914 2054.5 2
142.0655 4434 4
143.0731 110332.3 112
144.0808 979057.1 999
145.0647 6706.2 6
146.06 2563.9 2
146.0963 4469 4
154.0649 2358.2 2
155.0604 63352 64
155.0726 3225.5 3
156.0809 9551.1 9
157.0886 7463.9 7
158.0966 11796.9 12
162.0913 13781.2 14
167.0729 4747.5 4
168.0808 9071 9
169.0891 1704.3 1
170.0966 5263.9 5
180.0805 6765.6 6
180.102 3995.8 4
181.0887 3151 3
182.0964 5314.9 5
192.0807 1715.8 1
193.089 3110.3 3
194.0967 6217.6 6
194.1175 6112.3 6
195.1046 1351.1 1
196.1126 1342.6 1
204.0811 2019.9 2
205.0883 3242.4 3
206.0967 6455.7 6
208.1123 4592.4 4
212.1278 4121.7 4
217.089 2489.1 2
218.0967 5681.7 5
219.105 3146.2 3
220.112 6927.5 7
230.0964 3512.6 3
231.1042 3287.6 3
232.1125 5101.5 5
233.1203 2870.7 2
234.1271 1937.1 1
246.1267 2448.4 2
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