ACCESSION: MSBNK-NaToxAq-NA002776
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45% (nominal)
AC$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$SPLASH: splash10-0006-0942000000-c5f08d74849f9d2f874e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
105.0698 C8H9+ 1 105.0699 -0.65
106.0649 C7H8N+ 1 106.0651 -2.56
117.0698 C9H9+ 1 117.0699 -0.88
130.0651 C9H8N+ 1 130.0651 -0.57
132.0808 C9H10N+ 1 132.0808 0.37
134.0963 C9H12N+ 1 134.0964 -0.77
144.0807 C10H10N+ 1 144.0808 -0.57
152.1063 C9H14NO+ 1 152.107 -4.37
158.0963 C11H12N+ 1 158.0964 -0.55
162.0913 C10H12NO+ 1 162.0913 -0.32
163.0755 C10H11O2+ 1 163.0754 0.65
170.0965 C12H12N+ 1 170.0964 0.19
177.0911 C11H13O2+ 1 177.091 0.31
180.1019 C10H14NO2+ 1 180.1019 -0.24
192.1018 C11H14NO2+ 1 192.1019 -0.63
194.1174 C11H16NO2+ 1 194.1176 -0.69
198.1118 C10H16NO3+ 1 198.1125 -3.16
206.1176 C12H16NO2+ 1 206.1176 0.03
210.1123 C11H16NO3+ 1 210.1125 -0.94
212.128 C11H18NO3+ 1 212.1281 -0.51
220.1129 C16H14N+ 1 220.1121 3.79
224.1279 C12H18NO3+ 1 224.1281 -0.79
226.1436 C12H20NO3+ 1 226.1438 -0.86
234.1273 C17H16N+ 1 234.1277 -1.8
246.1282 C18H16N+ 1 246.1277 1.93
248.1431 C18H18N+ 1 248.1434 -0.96
260.1439 C19H18N+ 1 260.1434 1.94
266.1539 C18H20NO+ 1 266.1539 -0.08
276.1388 C19H18NO+ 1 276.1383 1.9
278.1545 C19H20NO+ 1 278.1539 1.9
288.1382 C20H18NO+ 1 288.1383 -0.3
294.1486 C19H20NO2+ 1 294.1489 -0.84
306.1491 C20H20NO2+ 1 306.1489 0.78
308.1634 C20H22NO2+ 1 308.1645 -3.57
312.1593 C19H22NO3+ 1 312.1594 -0.24
320.1648 C21H22NO2+ 1 320.1645 0.85
323.176 C20H23N2O2+ 1 323.1754 1.87
324.1597 C20H22NO3+ 1 324.1594 0.99
326.1749 C20H24NO3+ 1 326.1751 -0.4
337.1909 C21H25N2O2+ 1 337.1911 -0.45
338.1751 C21H24NO3+ 1 338.1751 -0.01
355.2014 C21H27N2O3+ 1 355.2016 -0.48
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
105.0698 1379.1 1
106.0649 1648.5 1
117.0698 9461 8
130.0651 7231.3 6
132.0808 2722.7 2
134.0963 11397 10
144.0807 1055977.6 999
152.1063 1117.4 1
158.0963 14129.8 13
162.0913 12865.7 12
163.0755 2293.2 2
170.0965 1587.1 1
177.0911 2793.9 2
180.1019 14420.4 13
192.1018 5105.9 4
194.1174 29358 27
198.1118 2292.5 2
206.1176 3359.5 3
210.1123 4121.6 3
212.128 429048.4 405
220.1129 1221.3 1
224.1279 68462.7 64
226.1436 3221.7 3
234.1273 1306.8 1
246.1282 1856.2 1
248.1431 6765.7 6
260.1439 5204.1 4
266.1539 3133.2 2
276.1388 2359.4 2
278.1545 2044.5 1
288.1382 1493.8 1
294.1486 13315.6 12
306.1491 7042.7 6
308.1634 6387.8 6
312.1593 1938.7 1
320.1648 4488.8 4
323.176 1650.8 1
324.1597 1787.5 1
326.1749 12245.4 11
337.1909 3600 3
338.1751 11062.9 10
355.2014 271486.1 256
//
