ACCESSION: MSBNK-Eawag-EQ362908
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-0gdm-9300000000-45ac212adaaa8a9ef414
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0152 C4H2+ 1 50.0151 1.37
51.023 C4H3+ 1 51.0229 1.44
53.0023 C3HO+ 1 53.0022 1.3
53.0386 C4H5+ 1 53.0386 1.2
53.9975 C2NO+ 1 53.9974 1.3
55.0179 C3H3O+ 1 55.0178 1.07
55.0543 C4H7+ 1 55.0542 0.97
57.0336 C3H5O+ 1 57.0335 1.73
59.0492 C3H7O+ 1 59.0491 0.66
62.0151 C5H2+ 1 62.0151 -0.19
63.0229 C5H3+ 1 63.0229 0.06
65.0386 C5H5+ 1 65.0386 0.82
66.0464 C5H6+ 1 66.0464 0.28
67.0543 C5H7+ 1 67.0542 0.5
67.9893 C3O2+ 1 67.9893 -0.01
68.9972 C3HO2+ 1 68.9971 0.64
69.0336 C4H5O+ 1 69.0335 0.85
69.0699 C5H9+ 1 69.0699 0.19
75.0228 C6H3+ 1 75.0229 -1.42
76.0307 C6H4+ 1 76.0308 -0.94
77.0386 C6H5+ 1 77.0386 -0.09
78.0464 C6H6+ 1 78.0464 0.62
79.0543 C6H7+ 1 79.0542 0.55
80.0621 C6H8+ 1 80.0621 0.1
81.0336 C5H5O+ 1 81.0335 0.85
81.0699 C6H9+ 1 81.0699 0.53
83.0128 C4H3O2+ 1 83.0128 0.53
83.0491 C5H7O+ 1 83.0491 -0.38
89.0386 C7H5+ 1 89.0386 0.38
90.0465 C7H6+ 1 90.0464 0.98
91.0543 C7H7+ 1 91.0542 1.03
92.0621 C7H8+ 1 92.0621 0.96
93.07 C7H9+ 1 93.0699 0.89
94.0414 C6H6O+ 1 94.0413 1.1
95.0492 C6H7O+ 1 95.0491 0.83
102.0465 C8H6+ 1 102.0464 1.45
103.0543 C8H7+ 1 103.0542 0.61
104.0622 C8H8+ 1 104.0621 1.04
105.0448 C6H5N2+ 1 105.0447 0.91
105.07 C8H9+ 1 105.0699 1.08
106.0417 C7H6O+ 1 106.0413 3.52
107.0492 C7H7O+ 1 107.0491 0.55
108.057 C7H8O+ 1 108.057 0.68
109.065 C7H9O+ 1 109.0648 1.55
110.0362 C6H6O2+ 1 110.0362 -0.37
111.0445 C6H7O2+ 1 111.0441 3.82
115.0543 C9H7+ 1 115.0542 0.99
116.0621 C9H8+ 1 116.0621 0.16
117.0699 C9H9+ 1 117.0699 0.46
119.0491 C8H7O+ 1 119.0491 0.07
119.0855 C9H11+ 1 119.0855 -0.14
121.0649 C8H9O+ 1 121.0648 0.48
123.0441 C7H7O2+ 1 123.0441 0.6
126.0465 C10H6+ 1 126.0464 1.02
127.0544 C10H7+ 1 127.0542 1.05
128.0622 C10H8+ 1 128.0621 1.08
129.07 C10H9+ 1 129.0699 1.19
131.0492 C9H7O+ 1 131.0491 0.6
132.0572 C9H8O+ 1 132.057 1.85
139.054 C11H7+ 1 139.0542 -1.63
141.07 C11H9+ 1 141.0699 0.87
142.0775 C11H10+ 1 142.0777 -1.35
144.057 C10H8O+ 1 144.057 0.51
145.0649 C10H9O+ 1 145.0648 0.82
147.044 C9H7O2+ 1 147.0441 -0.18
152.0623 C12H8+ 1 152.0621 1.3
153.0701 C12H9+ 1 153.0699 1.13
154.0779 C12H10+ 1 154.0777 1.09
155.0604 C10H7N2+ 1 155.0604 -0.03
157.0651 C11H9O+ 1 157.0648 1.71
159.0443 C10H7O2+ 1 159.0441 1.22
160.052 C10H8O2+ 1 160.0519 0.49
161.0599 C10H9O2+ 1 161.0597 1.27
165.07 C13H9+ 1 165.0699 0.87
168.057 C12H8O+ 1 168.057 0.26
169.0651 C12H9O+ 1 169.0648 1.59
173.0598 C11H9O2+ 1 173.0597 0.6
178.0779 C14H10+ 1 178.0777 1.34
181.065 C13H9O+ 1 181.0648 1.1
186.0676 C12H10O2+ 1 186.0675 0.64
187.0753 C12H11O2+ 1 187.0754 -0.46
PK$NUM_PEAK: 81
PK$PEAK: m/z int. rel.int.
50.0152 193133.2 139
51.023 515468.5 371
53.0023 235227.8 169
53.0386 589881.6 425
53.9975 76955.5 55
55.0179 357703.4 257
55.0543 235175.7 169
57.0336 4241.9 3
59.0492 4433.5 3
62.0151 4959.4 3
63.0229 50741.6 36
65.0386 1163245.6 838
66.0464 62777.7 45
67.0543 459642 331
67.9893 31209.3 22
68.9972 48398.5 34
69.0336 37819.1 27
69.0699 49247.6 35
75.0228 7117.8 5
76.0307 4987.7 3
77.0386 471953.1 340
78.0464 166658.9 120
79.0543 908994.6 655
80.0621 22183.1 15
81.0336 87339.6 62
81.0699 112335.5 81
83.0128 20607.4 14
83.0491 5584.6 4
89.0386 104717.9 75
90.0465 34939.6 25
91.0543 1385408.5 999
92.0621 18024.9 12
93.07 45853.3 33
94.0414 68868.3 49
95.0492 1176522.2 848
102.0465 41699.9 30
103.0543 216381.8 156
104.0622 19607.3 14
105.0448 793889.8 572
105.07 171266.9 123
106.0417 4762.4 3
107.0492 225994.3 162
108.057 33761.7 24
109.065 8595.8 6
110.0362 5106.3 3
111.0445 4346.2 3
115.0543 548459.2 395
116.0621 61991 44
117.0699 61009.8 43
119.0491 12907.2 9
119.0855 7159.5 5
121.0649 7030.9 5
123.0441 47503.8 34
126.0465 15484.4 11
127.0544 26743.7 19
128.0622 243756.2 175
129.07 64480.4 46
131.0492 109426.7 78
132.0572 7618.9 5
139.054 29431.7 21
141.07 91346 65
142.0775 5380 3
144.057 17199.5 12
145.0649 56617.5 40
147.044 40886.2 29
152.0623 54646.4 39
153.0701 35214.1 25
154.0779 4378.7 3
155.0604 62774 45
157.0651 18851.1 13
159.0443 3610.3 2
160.052 23405.7 16
161.0599 15308.6 11
165.07 18344.9 13
168.057 6933.8 4
169.0651 4584.3 3
173.0598 18507 13
178.0779 7974.9 5
181.065 15665.2 11
186.0676 7373.1 5
187.0753 5922.4 4
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