ACCESSION: MSBNK-NaToxAq-NA003523
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 105%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 105% (nominal)
AC$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$SPLASH: splash10-0006-0900000000-0987db2f076bf0536831
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0541 C5H7+ 1 67.0542 -1.49
77.0385 C6H5+ 1 77.0386 -1.47
79.0542 C6H7+ 1 79.0542 0.14
80.0494 C5H6N+ 1 80.0495 -0.35
81.0699 C6H9+ 1 81.0699 0.04
91.0542 C7H7+ 1 91.0542 -0.21
92.0494 C6H6N+ 1 92.0495 -0.61
93.0573 C6H7N+ 1 93.0573 0.12
93.0699 C7H9+ 1 93.0699 0.33
94.0651 C6H8N+ 1 94.0651 -0.22
103.0542 C8H7+ 1 103.0542 -0.11
104.0495 C7H6N+ 1 104.0495 0.15
105.0448 C6H5N2+ 1 105.0447 0.76
105.0698 C8H9+ 1 105.0699 -0.75
106.0651 C7H8N+ 1 106.0651 -0.06
107.0729 C7H9N+ 1 107.073 -0.19
108.081 C7H10N+ 1 108.0808 1.72
115.0542 C9H7+ 1 115.0542 -0.15
116.0495 C8H6N+ 1 116.0495 0.08
116.062 C9H8+ 1 116.0621 -0.21
117.0573 C8H7N+ 1 117.0573 -0.11
117.0698 C9H9+ 1 117.0699 -0.26
118.065 C8H8N+ 1 118.0651 -0.94
120.0808 C8H10N+ 1 120.0808 -0.08
127.0542 C10H7+ 1 127.0542 -0.06
128.0494 C9H6N+ 1 128.0495 -0.39
128.062 C10H8+ 1 128.0621 -0.53
129.0572 C9H7N+ 1 129.0573 -0.97
129.0697 C10H9+ 1 129.0699 -1.7
130.0651 C9H8N+ 1 130.0651 -0.02
131.0727 C9H9N+ 1 131.073 -1.76
132.0807 C9H10N+ 1 132.0808 -0.94
134.0598 C8H8NO+ 1 134.06 -1.53
134.0963 C9H12N+ 1 134.0964 -0.69
142.0652 C10H8N+ 1 142.0651 0.28
143.0729 C10H9N+ 1 143.073 -0.05
144.0807 C10H10N+ 1 144.0808 -0.27
145.0651 C10H9O+ 1 145.0648 2.08
146.06 C9H8NO+ 1 146.06 -0.22
146.0967 C10H12N+ 1 146.0964 1.71
154.065 C11H8N+ 1 154.0651 -1.03
155.0604 C10H7N2+ 1 155.0604 0.07
155.0727 C11H9N+ 1 155.073 -1.52
156.081 C11H10N+ 1 156.0808 1.12
157.0889 C11H11N+ 1 157.0886 1.98
158.0963 C11H12N+ 1 158.0964 -0.55
162.0915 C10H12NO+ 1 162.0913 0.81
167.073 C12H9N+ 1 167.073 0.33
168.0809 C12H10N+ 1 168.0808 0.69
169.089 C12H11N+ 1 169.0886 2.31
170.0967 C12H12N+ 1 170.0964 1.39
180.0807 C13H10N+ 1 180.0808 -0.33
181.0889 C13H11N+ 1 181.0886 1.6
182.0966 C13H12N+ 1 182.0964 1.17
192.0807 C14H10N+ 1 192.0808 -0.21
193.0888 C14H11N+ 1 193.0886 0.82
194.0964 C14H12N+ 1 194.0964 -0.37
204.0806 C15H10N+ 1 204.0808 -0.65
205.0881 C15H11N+ 1 205.0886 -2.44
206.0962 C15H12N+ 1 206.0964 -1.18
207.1035 C15H13N+ 1 207.1043 -3.54
208.1119 C15H14N+ 1 208.1121 -1.03
217.0885 C16H11N+ 1 217.0886 -0.64
218.0964 C16H12N+ 1 218.0964 -0.02
219.1037 C16H13N+ 1 219.1043 -2.53
220.1118 C16H14N+ 1 220.1121 -1.34
230.0965 C17H12N+ 1 230.0964 0.32
231.1041 C17H13N+ 1 231.1043 -0.67
232.1119 C17H14N+ 1 232.1121 -0.67
244.1121 C18H14N+ 1 244.1121 0.16
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
67.0541 1357.1 4
77.0385 4784 14
79.0542 5899.4 18
80.0494 3802.9 11
81.0699 1655.6 5
91.0542 39146.2 122
92.0494 1340.4 4
93.0573 2387.2 7
93.0699 1446.2 4
94.0651 12275.3 38
103.0542 17513.7 54
104.0495 1742 5
105.0448 4738.1 14
105.0698 5695.8 17
106.0651 15443.7 48
107.0729 1809.1 5
108.081 1566.5 4
115.0542 75838.4 236
116.0495 8340.6 26
116.062 7418.5 23
117.0573 34541.8 107
117.0698 137916.7 430
118.065 9707.4 30
120.0808 3995.1 12
127.0542 9588.6 29
128.0494 15833.9 49
128.062 8292.6 25
129.0572 4040.8 12
129.0697 5169.7 16
130.0651 22092.8 68
131.0727 3625.3 11
132.0807 4630.6 14
134.0598 1879.9 5
134.0963 8912.9 27
142.0652 6719.5 20
143.0729 148570.4 463
144.0807 320262.4 999
145.0651 3619 11
146.06 2629.6 8
146.0967 1932.4 6
154.065 3933.5 12
155.0604 63046.8 196
155.0727 4140.7 12
156.081 7489.5 23
157.0889 2705 8
158.0963 3362 10
162.0915 1434.1 4
167.073 9702.3 30
168.0809 8477.8 26
169.089 1278.5 3
170.0967 1583.1 4
180.0807 8935.1 27
181.0889 2610.8 8
182.0966 2143.4 6
192.0807 2272.8 7
193.0888 4006.9 12
194.0964 5370.1 16
204.0806 4306.7 13
205.0881 4146.2 12
206.0962 5221.5 16
207.1035 1316.2 4
208.1119 2058.6 6
217.0885 4958.5 15
218.0964 4966.4 15
219.1037 1457 4
220.1118 1636.8 5
230.0965 3969.1 12
231.1041 1549.2 4
232.1119 2706.6 8
244.1121 1415.8 4
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