ACCESSION: MSBNK-NaToxAq-NA003521
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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$SPLASH: splash10-0006-0900000000-807dc6ff3f08d7cc818c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 0.33
70.0651 C4H8N+ 1 70.0651 -0.85
77.0386 C6H5+ 1 77.0386 0.02
79.0543 C6H7+ 1 79.0542 0.91
80.0494 C5H6N+ 1 80.0495 -0.54
81.0335 C5H5O+ 1 81.0335 0.43
81.0699 C6H9+ 1 81.0699 0.6
91.0542 C7H7+ 1 91.0542 0.21
92.0497 C6H6N+ 1 92.0495 2.7
93.0572 C6H7N+ 1 93.0573 -0.87
93.0697 C7H9+ 1 93.0699 -1.88
94.0651 C6H8N+ 1 94.0651 0.11
95.073 C6H9N+ 1 95.073 0.91
103.0542 C8H7+ 1 103.0542 -0.33
104.0494 C7H6N+ 1 104.0495 -0.8
105.0446 C6H5N2+ 1 105.0447 -1.06
105.07 C8H9+ 1 105.0699 0.71
106.0651 C7H8N+ 1 106.0651 0.16
107.0492 C7H7O+ 1 107.0491 0.5
107.0727 C7H9N+ 1 107.073 -1.9
107.0855 C8H11+ 1 107.0855 -0.65
108.0809 C7H10N+ 1 108.0808 1.58
115.0542 C9H7+ 1 115.0542 -0.09
116.0493 C8H6N+ 1 116.0495 -1.24
116.0622 C9H8+ 1 116.0621 1.44
117.0573 C8H7N+ 1 117.0573 0.22
117.0699 C9H9+ 1 117.0699 0
118.0651 C8H8N+ 1 118.0651 -0.1
119.0494 C8H7O+ 1 119.0491 2.07
119.0731 C8H9N+ 1 119.073 1.32
119.0855 C9H11+ 1 119.0855 -0.24
120.0807 C8H10N+ 1 120.0808 -0.78
127.0542 C10H7+ 1 127.0542 -0.42
128.0495 C9H6N+ 1 128.0495 0.21
128.0621 C10H8+ 1 128.0621 0.66
129.0574 C9H7N+ 1 129.0573 0.45
129.0699 C10H9+ 1 129.0699 0.19
130.0651 C9H8N+ 1 130.0651 -0.14
131.0729 C9H9N+ 1 131.073 -0.13
132.0809 C9H10N+ 1 132.0808 0.91
133.0649 C9H9O+ 1 133.0648 1.07
134.0602 C8H8NO+ 1 134.06 1.09
134.0964 C9H12N+ 1 134.0964 0.11
135.1044 C9H13N+ 1 135.1043 1.35
142.0653 C10H8N+ 1 142.0651 1.14
143.073 C10H9N+ 1 143.073 0.48
144.0808 C10H10N+ 1 144.0808 -0.16
145.0646 C10H9O+ 1 145.0648 -1.39
146.0601 C9H8NO+ 1 146.06 0.3
146.0962 C10H12N+ 1 146.0964 -1.74
154.0654 C11H8N+ 1 154.0651 1.64
155.0604 C10H7N2+ 1 155.0604 0.46
155.0728 C11H9N+ 1 155.073 -0.74
156.0808 C11H10N+ 1 156.0808 -0.15
157.0886 C11H11N+ 1 157.0886 0.04
158.0965 C11H12N+ 1 158.0964 0.51
162.0911 C10H12NO+ 1 162.0913 -1.26
167.073 C12H9N+ 1 167.073 0.06
168.0808 C12H10N+ 1 168.0808 0.24
169.0884 C12H11N+ 1 169.0886 -1.39
170.0965 C12H12N+ 1 170.0964 0.59
180.0808 C13H10N+ 1 180.0808 0.35
181.0882 C13H11N+ 1 181.0886 -2.19
182.0962 C13H12N+ 1 182.0964 -1
192.081 C14H10N+ 1 192.0808 1.3
193.0888 C14H11N+ 1 193.0886 1.29
194.0966 C14H12N+ 1 194.0964 0.65
195.1033 C14H13N+ 1 195.1043 -4.83
196.1118 C14H14N+ 1 196.1121 -1.23
204.0811 C15H10N+ 1 204.0808 1.59
205.0884 C15H11N+ 1 205.0886 -0.88
206.0963 C15H12N+ 1 206.0964 -0.66
208.1123 C15H14N+ 1 208.1121 1.17
217.0883 C16H11N+ 1 217.0886 -1.35
218.0964 C16H12N+ 1 218.0964 0.05
219.1042 C16H13N+ 1 219.1043 -0.23
220.112 C16H14N+ 1 220.1121 -0.51
230.0964 C17H12N+ 1 230.0964 -0.14
231.1053 C17H13N+ 1 231.1043 4.61
232.1122 C17H14N+ 1 232.1121 0.58
233.1208 C17H15N+ 1 233.1199 3.71
244.1125 C18H14N+ 1 244.1121 1.84
246.1286 C18H16N+ 1 246.1277 3.63
PK$NUM_PEAK: 83
PK$PEAK: m/z int. rel.int.
67.0542 1348.4 2
70.0651 1077.1 1
77.0386 3458.7 5
79.0543 5825.9 9
80.0494 4835.3 8
81.0335 2233.5 3
81.0699 3092.2 5
91.0542 33753.7 55
92.0497 1464.8 2
93.0572 2116.2 3
93.0697 3207.6 5
94.0651 14195.5 23
95.073 2398.5 3
103.0542 13604.8 22
104.0494 1929.1 3
105.0446 2601 4
105.07 7160.3 11
106.0651 23089.5 38
107.0492 2094.3 3
107.0727 1545.2 2
107.0855 2562 4
108.0809 2000.1 3
115.0542 54093.5 89
116.0493 5943.2 9
116.0622 2797.9 4
117.0573 24122 39
117.0699 176362 291
118.0651 11061.1 18
119.0494 1502.8 2
119.0731 1289.6 2
119.0855 1148.3 1
120.0807 5676.2 9
127.0542 7505.3 12
128.0495 15802.3 26
128.0621 8626.1 14
129.0574 3738 6
129.0699 5904 9
130.0651 26518.8 43
131.0729 5987.6 9
132.0809 6775.2 11
133.0649 1836.4 3
134.0602 1780.4 2
134.0964 20638.9 34
135.1044 2073.4 3
142.0653 5401.6 8
143.073 140590.4 232
144.0808 603757.2 999
145.0646 5076.8 8
146.0601 3256.8 5
146.0962 2356.2 3
154.0654 3517.6 5
155.0604 74390 123
155.0728 4853.3 8
156.0808 7838.4 12
157.0886 5192.3 8
158.0965 8578.4 14
162.0911 4276.2 7
167.073 6784.1 11
168.0808 9653 15
169.0884 1517.9 2
170.0965 3030.6 5
180.0808 8911.2 14
181.0882 2790.6 4
182.0962 3873.2 6
192.081 2258.2 3
193.0888 3978.4 6
194.0966 6071.7 10
195.1033 1232 2
196.1118 1339.6 2
204.0811 3289.3 5
205.0884 2738.2 4
206.0963 6946.7 11
208.1123 3945.2 6
217.0883 4409.8 7
218.0964 5925 9
219.1042 2115.6 3
220.112 5342.3 8
230.0964 4092.5 6
231.1053 2226.1 3
232.1122 4918.8 8
233.1208 1857.3 3
244.1125 2123 3
246.1286 2112.9 3
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