ACCESSION: MSBNK-NaToxAq-NA003156
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 70%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 70% (nominal)
AC$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 6.550 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 355.2014
MS$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$SPLASH: splash10-0006-0900000000-c3c2ea54b18857389226
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0543 C6H7+ 1 79.0542 0.41
80.0497 C5H6N+ 1 80.0495 3.36
91.0543 C7H7+ 1 91.0542 0.79
93.0698 C7H9+ 1 93.0699 -0.66
94.0652 C6H8N+ 1 94.0651 0.33
105.0699 C8H9+ 1 105.0699 0.14
106.0652 C7H8N+ 1 106.0651 0.24
107.0856 C8H11+ 1 107.0855 0.93
115.0542 C9H7+ 1 115.0542 -0.48
117.0699 C9H9+ 1 117.0699 0.08
118.0652 C8H8N+ 1 118.0651 0.83
119.0494 C8H7O+ 1 119.0491 2.1
119.0854 C9H11+ 1 119.0855 -0.92
120.0809 C8H10N+ 1 120.0808 1.22
128.0494 C9H6N+ 1 128.0495 -0.39
129.0701 C10H9+ 1 129.0699 1.37
130.0652 C9H8N+ 1 130.0651 0.33
131.0726 C9H9N+ 1 131.073 -2.82
131.0858 C10H11+ 1 131.0855 2.28
132.0808 C9H10N+ 1 132.0808 0.09
134.0964 C9H12N+ 1 134.0964 0.09
135.0806 C9H11O+ 1 135.0804 1.15
138.0908 C8H12NO+ 1 138.0913 -4.05
143.073 C10H9N+ 1 143.073 0.67
144.0808 C10H10N+ 1 144.0808 -0.08
145.065 C10H9O+ 1 145.0648 1.21
146.0963 C10H12N+ 1 146.0964 -0.93
152.107 C9H14NO+ 1 152.107 0.22
155.0605 C10H7N2+ 1 155.0604 0.64
156.0806 C11H10N+ 1 156.0808 -1.15
157.0887 C11H11N+ 1 157.0886 0.89
158.0965 C11H12N+ 1 158.0964 0.78
162.0914 C10H12NO+ 1 162.0913 0.33
168.0808 C12H10N+ 1 168.0808 -0.02
169.0888 C12H11N+ 1 169.0886 0.97
170.0965 C12H12N+ 1 170.0964 0.61
180.0807 C13H10N+ 1 180.0808 -0.5
180.1018 C10H14NO2+ 1 180.1019 -0.39
182.0966 C13H12N+ 1 182.0964 0.78
192.1022 C11H14NO2+ 1 192.1019 1.59
194.0965 C14H12N+ 1 194.0964 0.22
194.1176 C11H16NO2+ 1 194.1176 0.01
206.0971 C15H12N+ 1 206.0964 3.37
207.1038 C15H13N+ 1 207.1043 -2.1
208.1119 C15H14N+ 1 208.1121 -1
209.1199 C15H15N+ 1 209.1199 -0.12
212.1281 C11H18NO3+ 1 212.1281 0.08
218.0972 C16H12N+ 1 218.0964 3.77
220.1123 C16H14N+ 1 220.1121 1.02
221.119 C16H15N+ 1 221.1199 -3.95
224.1279 C12H18NO3+ 1 224.1281 -0.92
231.1053 C17H13N+ 1 231.1043 4.38
232.1118 C17H14N+ 1 232.1121 -1.09
233.1198 C17H15N+ 1 233.1199 -0.43
234.1281 C17H16N+ 1 234.1277 1.66
246.1283 C18H16N+ 1 246.1277 2.39
248.1432 C18H18N+ 1 248.1434 -0.57
260.1428 C19H18N+ 1 260.1434 -2.09
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
79.0543 2575.3 2
80.0497 1713.6 1
91.0543 5535.1 6
93.0698 2575.1 2
94.0652 7597.5 8
105.0699 6099.5 6
106.0652 11176.5 12
107.0856 2985.8 3
115.0542 3928.9 4
117.0699 61897.5 69
118.0652 2765.1 3
119.0494 1167.6 1
119.0854 2869.8 3
120.0809 2596.5 2
128.0494 2114.9 2
129.0701 2863.7 3
130.0652 13515.5 15
131.0726 1841 2
131.0858 1555.4 1
132.0808 5038.1 5
134.0964 44382.4 50
135.0806 1413.3 1
138.0908 2063.1 2
143.073 23959.8 27
144.0808 884780.1 999
145.065 2877.6 3
146.0963 3060.3 3
152.107 1773 2
155.0605 12010 13
156.0806 4495 5
157.0887 4285.3 4
158.0965 12972.2 14
162.0914 18949.1 21
168.0808 4639.5 5
169.0888 1420.2 1
170.0965 3712.1 4
180.0807 2954.8 3
180.1018 11201.1 12
182.0966 3363.1 3
192.1022 3990.5 4
194.0965 3130.5 3
194.1176 21203.5 23
206.0971 2900.2 3
207.1038 1197.3 1
208.1119 3216.8 3
209.1199 2100.7 2
212.1281 28656.3 32
218.0972 1532.5 1
220.1123 4277.8 4
221.119 1337.6 1
224.1279 8525.6 9
231.1053 1610.7 1
232.1118 2945.4 3
233.1198 1790.1 2
234.1281 3636.4 4
246.1283 2134.3 2
248.1432 5503.6 6
260.1428 2678.2 3
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