ACCESSION: MSBNK-NaToxAq-NA003522
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 100%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$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$SPLASH: splash10-0006-0900000000-0f139c9c00544c5dba0f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.47
77.0387 C6H5+ 1 77.0386 1.11
79.0543 C6H7+ 1 79.0542 0.62
80.0496 C5H6N+ 1 80.0495 1.27
81.0335 C5H5O+ 1 81.0335 -0.14
81.0701 C6H9+ 1 81.0699 3.33
82.0653 C5H8N+ 1 82.0651 1.88
91.0542 C7H7+ 1 91.0542 0.21
93.0574 C6H7N+ 1 93.0573 0.61
93.0699 C7H9+ 1 93.0699 0.01
94.0652 C6H8N+ 1 94.0651 0.35
95.0733 C6H9N+ 1 95.073 3.15
103.0542 C8H7+ 1 103.0542 -0.03
104.0498 C7H6N+ 1 104.0495 2.79
105.0447 C6H5N2+ 1 105.0447 -0.26
105.07 C8H9+ 1 105.0699 1.07
106.0651 C7H8N+ 1 106.0651 0.23
107.0728 C7H9N+ 1 107.073 -1.12
108.0808 C7H10N+ 1 108.0808 0.17
113.06 C6H9O2+ 1 113.0597 2.42
115.0543 C9H7+ 1 115.0542 0.44
116.0495 C8H6N+ 1 116.0495 0.34
116.0621 C9H8+ 1 116.0621 0.71
117.0573 C8H7N+ 1 117.0573 0.22
117.0699 C9H9+ 1 117.0699 0.13
118.0652 C8H8N+ 1 118.0651 0.22
119.0729 C8H9N+ 1 119.073 -0.09
119.085 C9H11+ 1 119.0855 -4.66
120.0807 C8H10N+ 1 120.0808 -0.59
127.0543 C10H7+ 1 127.0542 0.24
128.0495 C9H6N+ 1 128.0495 -0.15
128.0622 C10H8+ 1 128.0621 0.9
129.0575 C9H7N+ 1 129.0573 1.87
129.0699 C10H9+ 1 129.0699 -0.05
130.0652 C9H8N+ 1 130.0651 0.21
131.0729 C9H9N+ 1 131.073 -0.6
132.081 C9H10N+ 1 132.0808 1.72
134.0965 C9H12N+ 1 134.0964 0.57
142.0653 C10H8N+ 1 142.0651 0.93
143.073 C10H9N+ 1 143.073 0.59
144.0808 C10H10N+ 1 144.0808 0.05
145.0648 C10H9O+ 1 145.0648 -0.23
146.06 C9H8NO+ 1 146.06 -0.43
146.0965 C10H12N+ 1 146.0964 0.35
154.0655 C11H8N+ 1 154.0651 2.14
155.0604 C10H7N2+ 1 155.0604 0.46
155.073 C11H9N+ 1 155.073 0.25
156.0807 C11H10N+ 1 156.0808 -0.25
157.0889 C11H11N+ 1 157.0886 2.08
158.0966 C11H12N+ 1 158.0964 1.38
162.0915 C10H12NO+ 1 162.0913 1.29
167.073 C12H9N+ 1 167.073 0.15
168.0809 C12H10N+ 1 168.0808 0.6
170.0961 C12H12N+ 1 170.0964 -2.19
180.0809 C13H10N+ 1 180.0808 0.6
181.0888 C13H11N+ 1 181.0886 0.93
182.0963 C13H12N+ 1 182.0964 -0.84
192.0812 C14H10N+ 1 192.0808 2.33
193.089 C14H11N+ 1 193.0886 2.32
194.0967 C14H12N+ 1 194.0964 1.2
204.0805 C15H10N+ 1 204.0808 -1.17
205.0888 C15H11N+ 1 205.0886 0.98
206.0961 C15H12N+ 1 206.0964 -1.47
207.1047 C15H13N+ 1 207.1043 1.99
208.1119 C15H14N+ 1 208.1121 -0.67
217.0886 C16H11N+ 1 217.0886 -0.15
218.0962 C16H12N+ 1 218.0964 -0.85
219.1045 C16H13N+ 1 219.1043 1.16
220.1119 C16H14N+ 1 220.1121 -0.58
230.0965 C17H12N+ 1 230.0964 0.39
231.1034 C17H13N+ 1 231.1043 -3.64
232.1121 C17H14N+ 1 232.1121 0.12
233.1202 C17H15N+ 1 233.1199 1.23
244.1122 C18H14N+ 1 244.1121 0.34
PK$NUM_PEAK: 74
PK$PEAK: m/z int. rel.int.
67.0542 1610.8 3
77.0387 3894 8
79.0543 7204.6 16
80.0496 3880.3 8
81.0335 1376.4 3
81.0701 1479.1 3
82.0653 1251.7 2
91.0542 35726.5 82
93.0574 3621 8
93.0699 2783.5 6
94.0652 14448.6 33
95.0733 1295.6 2
103.0542 14650.4 33
104.0498 2254.2 5
105.0447 3843.6 8
105.07 8575.1 19
106.0651 17694.5 40
107.0728 1821.5 4
108.0808 1411.4 3
113.06 1401 3
115.0543 62437.6 144
116.0495 5402.7 12
116.0621 4436.1 10
117.0573 28195 65
117.0699 156482.2 361
118.0652 10441 24
119.0729 1070.7 2
119.085 1325.5 3
120.0807 4197.6 9
127.0543 8498.4 19
128.0495 14486.8 33
128.0622 7961.3 18
129.0575 3719 8
129.0699 6729.5 15
130.0652 24004.6 55
131.0729 3495.6 8
132.081 3378.8 7
134.0965 15404.7 35
142.0653 8104.1 18
143.073 140507.8 324
144.0808 432477.8 999
145.0648 4922.6 11
146.06 3112.7 7
146.0965 1539.1 3
154.0655 2795.4 6
155.0604 67297.6 155
155.073 3509.6 8
156.0807 6897.1 15
157.0889 3235.2 7
158.0966 5039 11
162.0915 2489.6 5
167.073 7215.4 16
168.0809 9558.9 22
170.0961 1733.3 4
180.0809 8995.6 20
181.0888 2621.1 6
182.0963 3160.2 7
192.0812 1526.9 3
193.089 3854.4 8
194.0967 5898.8 13
204.0805 4781 11
205.0888 4350.4 10
206.0961 6825.7 15
207.1047 1450 3
208.1119 3299.7 7
217.0886 3207 7
218.0962 5425.1 12
219.1045 2132.2 4
220.1119 2961.7 6
230.0965 4014.4 9
231.1034 2059 4
232.1121 4204.7 9
233.1202 1377.4 3
244.1122 1897.1 4
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