ACCESSION: MSBNK-NaToxAq-NA002777
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 50%; R=15000; [M+H]+
DATE: 2020.02.21
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$MASS_SPECTROMETRY: COLLISION_ENERGY 50% (nominal)
AC$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 6.501 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 355.2017
MS$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$SPLASH: splash10-0006-0920000000-009d467097a92a69cfd5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.054 C6H7+ 1 79.0542 -2.58
94.0653 C6H8N+ 1 94.0651 1.91
105.0698 C8H9+ 1 105.0699 -1.01
106.0652 C7H8N+ 1 106.0651 0.32
107.0857 C8H11+ 1 107.0855 1.44
117.0699 C9H9+ 1 117.0699 0.1
119.0859 C9H11+ 1 119.0855 2.93
130.0652 C9H8N+ 1 130.0651 0.25
132.0808 C9H10N+ 1 132.0808 0.25
134.0965 C9H12N+ 1 134.0964 0.48
135.0809 C9H11O+ 1 135.0804 3.46
136.1123 C9H14N+ 1 136.1121 1.82
144.0808 C10H10N+ 1 144.0808 -0.04
145.0648 C10H9O+ 1 145.0648 -0.01
146.096 C10H12N+ 1 146.0964 -2.67
152.1071 C9H14NO+ 1 152.107 0.55
156.0806 C11H10N+ 1 156.0808 -0.94
158.0965 C11H12N+ 1 158.0964 0.32
162.0913 C10H12NO+ 1 162.0913 -0.13
163.0751 C10H11O2+ 1 163.0754 -1.41
168.0807 C12H10N+ 1 168.0808 -0.27
170.0964 C12H12N+ 1 170.0964 -0.44
177.0904 C11H13O2+ 1 177.091 -3.57
180.102 C10H14NO2+ 1 180.1019 0.35
192.1019 C11H14NO2+ 1 192.1019 0.09
194.1176 C11H16NO2+ 1 194.1176 0.02
198.1125 C10H16NO3+ 1 198.1125 0.3
206.1177 C12H16NO2+ 1 206.1176 0.92
208.1125 C15H14N+ 1 208.1121 1.99
210.1128 C11H16NO3+ 1 210.1125 1.67
212.1282 C11H18NO3+ 1 212.1281 0.21
220.1125 C16H14N+ 1 220.1121 2.13
221.1207 C16H15N+ 1 221.1199 3.77
224.1281 C12H18NO3+ 1 224.1281 -0.04
226.1441 C12H20NO3+ 1 226.1438 1.57
234.1276 C17H16N+ 1 234.1277 -0.5
246.1272 C18H16N+ 1 246.1277 -2.04
248.1433 C18H18N+ 1 248.1434 -0.47
260.1431 C19H18N+ 1 260.1434 -0.88
266.1543 C18H20NO+ 1 266.1539 1.3
276.139 C19H18NO+ 1 276.1383 2.67
278.1541 C19H20NO+ 1 278.1539 0.7
288.138 C20H18NO+ 1 288.1383 -1.04
294.1492 C19H20NO2+ 1 294.1489 1.03
306.1483 C20H20NO2+ 1 306.1489 -1.91
308.1643 C20H22NO2+ 1 308.1645 -0.6
320.1644 C21H22NO2+ 1 320.1645 -0.2
323.1752 C20H23N2O2+ 1 323.1754 -0.68
326.1749 C20H24NO3+ 1 326.1751 -0.4
337.1908 C21H25N2O2+ 1 337.1911 -0.9
338.1751 C21H24NO3+ 1 338.1751 0.17
355.2018 C21H27N2O3+ 1 355.2016 0.38
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
79.054 1464.5 1
94.0653 1483.5 1
105.0698 2356.4 2
106.0652 2396.3 2
107.0857 1546.9 1
117.0699 15592.8 14
119.0859 1542.8 1
130.0652 10508.7 9
132.0808 3383.5 3
134.0965 23545.1 21
135.0809 1354.4 1
136.1123 2628.7 2
144.0808 1097488.8 999
145.0648 1670.1 1
146.096 2428.1 2
152.1071 1907.7 1
156.0806 2016.2 1
158.0965 14061.8 12
162.0913 21374.3 19
163.0751 1393.1 1
168.0807 1914.8 1
170.0964 2863.9 2
177.0904 2600.5 2
180.102 20187.1 18
192.1019 5458.1 4
194.1176 39581.7 36
198.1125 1363.7 1
206.1177 4368.7 3
208.1125 1671.4 1
210.1128 3197.4 2
212.1282 308786.2 281
220.1125 1596.2 1
221.1207 1598.5 1
224.1281 49817.6 45
226.1441 3182.1 2
234.1276 3066.6 2
246.1272 2374.8 2
248.1433 6793.9 6
260.1431 6000.4 5
266.1543 3399.5 3
276.139 1856.4 1
278.1541 1467.6 1
288.138 2619 2
294.1492 9601.3 8
306.1483 5638.5 5
308.1643 6632.9 6
320.1644 2691.9 2
323.1752 1814.8 1
326.1749 7788 7
337.1908 3097.9 2
338.1751 6727.5 6
355.2018 98471.6 89
//
