ACCESSION: MSBNK-Eawag-EQ362902
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QFT; MS2; CE: 30; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3629
CH$NAME: delta9-Tetrahydrocannabinol
CH$NAME: delta9-THC
CH$NAME: 6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H30O2
CH$EXACT_MASS: 314.22458
CH$SMILES: CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1)O
CH$IUPAC: InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3
CH$LINK: CAS
76-03-9
CH$LINK: PUBCHEM
CID:2978
CH$LINK: INCHIKEY
CYQFCXCEBYINGO-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2872
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 17.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 391.2837
MS$FOCUSED_ION: PRECURSOR_M/Z 315.2319
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 1.9.6
PK$SPLASH: splash10-014l-2978000000-f877873230cf0fa9f8eb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0541 C4H7+ 1 55.0542 -2.85
57.0699 C4H9+ 1 57.0699 -0.47
67.0542 C5H7+ 1 67.0542 -0.1
69.0699 C5H9+ 1 69.0699 -0.1
71.0855 C5H11+ 1 71.0855 0.33
79.0542 C6H7+ 1 79.0542 -0.21
81.0699 C6H9+ 1 81.0699 0.53
83.0491 C5H7O+ 1 83.0491 -0.14
83.0856 C6H11+ 1 83.0855 0.4
91.0542 C7H7+ 1 91.0542 -0.29
93.07 C7H9+ 1 93.0699 0.89
95.0856 C7H11+ 1 95.0855 0.35
97.0649 C6H9O+ 1 97.0648 0.71
97.1012 C7H13+ 1 97.1012 0.75
101.0598 C5H9O2+ 1 101.0597 1.43
105.0697 C8H9+ 1 105.0699 -1.4
107.0856 C8H11+ 1 107.0855 0.4
109.1013 C8H13+ 1 109.1012 0.85
111.0441 C6H7O2+ 1 111.0441 0.4
111.1169 C8H15+ 1 111.1168 0.39
119.0855 C9H11+ 1 119.0855 0.2
121.0648 C8H9O+ 1 121.0648 -0.09
121.1012 C9H13+ 1 121.1012 0.6
123.0441 C7H7O2+ 1 123.0441 0.52
123.1169 C9H15+ 1 123.1168 0.51
125.0961 C8H13O+ 1 125.0961 -0.33
129.0547 C6H9O3+ 1 129.0546 0.69
131.0855 C10H11+ 1 131.0855 0.1
133.1013 C10H13+ 1 133.1012 1
135.1169 C10H15+ 1 135.1168 0.47
136.1249 C10H16+ 1 136.1247 1.97
137.0598 C8H9O2+ 1 137.0597 0.32
139.1118 C9H15O+ 1 139.1117 0.71
147.1169 C11H15+ 1 147.1168 0.77
149.0596 C9H9O2+ 1 149.0597 -0.58
149.0962 C10H13O+ 1 149.0961 0.86
151.0754 C9H11O2+ 1 151.0754 0.62
157.1224 C9H17O2+ 1 157.1223 0.92
163.0756 C10H11O2+ 1 163.0754 1.43
165.0912 C10H13O2+ 1 165.091 1.24
167.1068 C10H15O2+ 1 167.1067 0.68
171.0806 C12H11O+ 1 171.0804 0.81
175.0754 C11H11O2+ 1 175.0754 0.37
177.0915 C11H13O2+ 1 177.091 2.62
177.1275 C12H17O+ 1 177.1274 0.33
179.1069 C11H15O2+ 1 179.1067 1.31
181.1224 C11H17O2+ 1 181.1223 0.68
185.1174 C10H17O3+ 1 185.1172 0.75
189.0907 C12H13O2+ 1 189.091 -1.88
193.1225 C12H17O2+ 1 193.1223 1.06
199.1485 C15H19+ 1 199.1481 1.92
205.1225 C13H17O2+ 1 205.1223 1.19
205.1589 C14H21O+ 1 205.1587 1.21
207.1382 C13H19O2+ 1 207.138 0.98
215.1434 C15H19O+ 1 215.143 1.53
217.1225 C14H17O2+ 1 217.1223 1.03
217.1581 C15H21O+ 1 217.1587 -2.72
219.1382 C14H19O2+ 1 219.138 0.93
221.1538 C14H21O2+ 1 221.1536 1.06
227.1431 C16H19O+ 1 227.143 0.21
229.1593 C16H21O+ 1 229.1587 2.52
231.1382 C15H19O2+ 1 231.138 1.1
231.1746 C16H23O+ 1 231.1743 0.99
233.1538 C15H21O2+ 1 233.1536 0.92
235.1694 C15H23O2+ 1 235.1693 0.78
241.159 C17H21O+ 1 241.1587 1.44
245.1539 C16H21O2+ 1 245.1536 1.03
245.1896 C17H25O+ 1 245.19 -1.72
247.1695 C16H23O2+ 1 247.1693 0.78
255.1739 C18H23O+ 1 255.1743 -1.73
257.19 C18H25O+ 1 257.19 0.03
259.1695 C17H23O2+ 1 259.1693 0.94
269.2266 C20H29+ 1 269.2264 0.83
273.1851 C18H25O2+ 1 273.1849 0.71
287.2374 C20H31O+ 1 287.2369 1.63
297.2216 C21H29O+ 1 297.2213 1.04
315.2321 C21H31O2+ 1 315.2319 0.68
PK$NUM_PEAK: 77
PK$PEAK: m/z int. rel.int.
55.0541 63258.6 3
57.0699 55343.7 3
67.0542 59706.8 3
69.0699 354480.8 21
71.0855 111178.6 6
79.0542 97421.6 5
81.0699 1793205.5 107
83.0491 39034.2 2
83.0856 82871.5 4
91.0542 80331 4
93.07 2306150.2 137
95.0856 119716.2 7
97.0649 41232.4 2
97.1012 141966.2 8
101.0598 21965.9 1
105.0697 18955.6 1
107.0856 753030.4 45
109.1013 1016702.6 60
111.0441 246363.3 14
111.1169 186618.2 11
119.0855 27557.6 1
121.0648 35784.5 2
121.1012 377956.6 22
123.0441 167089.5 9
123.1169 746736.9 44
125.0961 24062.1 1
129.0547 25270.1 1
131.0855 33279.6 1
133.1013 23931.6 1
135.1169 3771293.8 225
136.1249 43544.5 2
137.0598 69290.7 4
139.1118 881294.4 52
147.1169 20602.9 1
149.0596 39026.9 2
149.0962 121344.1 7
151.0754 77619 4
157.1224 174533.9 10
163.0756 43624.2 2
165.0912 131030.2 7
167.1068 108995.9 6
171.0806 26456.3 1
175.0754 20536.5 1
177.0915 27238.1 1
177.1275 142331.1 8
179.1069 44633.6 2
181.1224 1341376.8 80
185.1174 380265.4 22
189.0907 51519.2 3
193.1225 6056126 362
199.1485 33038 1
205.1225 78825.2 4
205.1589 21310.3 1
207.1382 918319.9 54
215.1434 21799.4 1
217.1225 340261.8 20
217.1581 42750.4 2
219.1382 311212 18
221.1538 1638391.9 98
227.1431 153363.3 9
229.1593 51857.3 3
231.1382 749404.3 44
231.1746 41001.9 2
233.1538 1791685.5 107
235.1694 1857301.8 111
241.159 101629.1 6
245.1539 340068 20
245.1896 36533.4 2
247.1695 600519.1 35
255.1739 42273.2 2
257.19 22655.2 1
259.1695 3911262.8 234
269.2266 30454.4 1
273.1851 406106.4 24
287.2374 77386.6 4
297.2216 438288 26
315.2321 16698046 999
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