ACCESSION: MSBNK-NaToxAq-NA003157
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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$SPLASH: splash10-0006-0900000000-6d99a6521b187784a3c4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0542 C6H7+ 1 79.0542 0.12
80.0496 C5H6N+ 1 80.0495 1.07
91.0542 C7H7+ 1 91.0542 0.12
93.07 C7H9+ 1 93.0699 1.23
94.0651 C6H8N+ 1 94.0651 -0.08
103.0541 C8H7+ 1 103.0542 -0.91
105.0698 C8H9+ 1 105.0699 -0.81
106.0652 C7H8N+ 1 106.0651 0.24
107.0858 C8H11+ 1 107.0855 2.14
115.0543 C9H7+ 1 115.0542 0.58
117.0699 C9H9+ 1 117.0699 0.08
118.0651 C8H8N+ 1 118.0651 0.18
119.0493 C8H7O+ 1 119.0491 1.45
119.0857 C9H11+ 1 119.0855 1.51
120.081 C8H10N+ 1 120.0808 1.72
128.0493 C9H6N+ 1 128.0495 -1.58
128.0626 C10H8+ 1 128.0621 4.48
129.0703 C10H9+ 1 129.0699 3.5
130.0651 C9H8N+ 1 130.0651 -0.02
131.073 C9H9N+ 1 131.073 0.44
131.0852 C10H11+ 1 131.0855 -2.26
132.0807 C9H10N+ 1 132.0808 -0.48
133.0648 C9H9O+ 1 133.0648 -0.21
134.0965 C9H12N+ 1 134.0964 0.21
135.0811 C9H11O+ 1 135.0804 4.99
136.112 C9H14N+ 1 136.1121 -0.69
138.0913 C8H12NO+ 1 138.0913 -0.29
142.0656 C10H8N+ 1 142.0651 3.37
143.073 C10H9N+ 1 143.073 0.56
144.0808 C10H10N+ 1 144.0808 0.02
145.0649 C10H9O+ 1 145.0648 0.58
146.0966 C10H12N+ 1 146.0964 1.05
152.1065 C9H14NO+ 1 152.107 -3.4
155.0604 C10H7N2+ 1 155.0604 0.34
156.0808 C11H10N+ 1 156.0808 0.02
157.0886 C11H11N+ 1 157.0886 0.11
158.0965 C11H12N+ 1 158.0964 0.4
162.0915 C10H12NO+ 1 162.0913 1.09
168.0805 C12H10N+ 1 168.0808 -1.47
169.088 C12H11N+ 1 169.0886 -3.54
170.0963 C12H12N+ 1 170.0964 -1.01
180.0808 C13H10N+ 1 180.0808 0.1
180.1019 C10H14NO2+ 1 180.1019 0.12
181.0886 C13H11N+ 1 181.0886 0.18
182.0964 C13H12N+ 1 182.0964 0.02
192.1014 C11H14NO2+ 1 192.1019 -2.46
194.0965 C14H12N+ 1 194.0964 0.14
194.1176 C11H16NO2+ 1 194.1176 0.24
196.1118 C14H14N+ 1 196.1121 -1.26
206.0961 C15H12N+ 1 206.0964 -1.67
207.1047 C15H13N+ 1 207.1043 2.02
208.1122 C15H14N+ 1 208.1121 0.62
209.1196 C15H15N+ 1 209.1199 -1.21
212.1282 C11H18NO3+ 1 212.1281 0.44
217.0877 C16H11N+ 1 217.0886 -4.23
218.0963 C16H12N+ 1 218.0964 -0.64
219.1041 C16H13N+ 1 219.1043 -0.64
220.1121 C16H14N+ 1 220.1121 0.26
221.1198 C16H15N+ 1 221.1199 -0.29
222.1277 C16H16N+ 1 222.1277 -0.16
224.1287 C12H18NO3+ 1 224.1281 2.48
231.1036 C17H13N+ 1 231.1043 -3.01
232.1116 C17H14N+ 1 232.1121 -2.14
233.1206 C17H15N+ 1 233.1199 3.04
234.1285 C17H16N+ 1 234.1277 3.35
246.1276 C18H16N+ 1 246.1277 -0.34
248.143 C18H18N+ 1 248.1434 -1.49
260.1427 C19H18N+ 1 260.1434 -2.56
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
79.0542 4341.1 5
80.0496 2311.6 3
91.0542 7234.7 9
93.07 3327.7 4
94.0651 9610.1 12
103.0541 1782.3 2
105.0698 4970.4 6
106.0652 11507 15
107.0858 1189.9 1
115.0543 6644 8
117.0699 71658.4 94
118.0651 2822.9 3
119.0493 1724.7 2
119.0857 1874 2
120.081 2863.5 3
128.0493 3009.7 3
128.0626 1190.8 1
129.0703 2830.4 3
130.0651 16801.8 22
131.073 1930.7 2
131.0852 1095.6 1
132.0807 5579.7 7
133.0648 1399.4 1
134.0965 35807.6 47
135.0811 993.8 1
136.112 1348.8 1
138.0913 1511.2 1
142.0656 1060.5 1
143.073 36570.7 48
144.0808 758552.1 999
145.0649 3917.4 5
146.0966 2989.8 3
152.1065 1433.1 1
155.0604 18996.1 25
156.0808 4797.8 6
157.0886 4677.6 6
158.0965 10704 14
162.0915 13944.6 18
168.0805 3017.3 3
169.088 1149.7 1
170.0963 4203.8 5
180.0808 2880.2 3
180.1019 8351.3 10
181.0886 1461.2 1
182.0964 3829.7 5
192.1014 3514.2 4
194.0965 3151.3 4
194.1176 12463 16
196.1118 1522.3 2
206.0961 3163.5 4
207.1047 1487.5 1
208.1122 4333.1 5
209.1196 1626.2 2
212.1282 12123.5 15
217.0877 1060.4 1
218.0963 2076.4 2
219.1041 1841.7 2
220.1121 3996.5 5
221.1198 1162 1
222.1277 1128.8 1
224.1287 3321.5 4
231.1036 1790.3 2
232.1116 2042.6 2
233.1206 1608 2
234.1285 2020.8 2
246.1276 2174.9 2
248.143 3271.1 4
260.1427 1556.8 2
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