ACCESSION: MSBNK-Eawag-EQ362909
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QFT; MS2; CE: 180; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (nominal)
AC$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$SPLASH: splash10-0uxr-9200000000-bf96d1a1abce01e54a66
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0152 C4H2+ 1 50.0151 1.57
51.023 C4H3+ 1 51.0229 1.44
52.0183 C3H2N+ 1 52.0182 2.78
52.0308 C4H4+ 1 52.0308 0.93
53.0023 C3HO+ 1 53.0022 1.3
53.0386 C4H5+ 1 53.0386 1.38
53.9975 C2NO+ 1 53.9974 0.74
55.0179 C3H3O+ 1 55.0178 0.89
55.0543 C4H7+ 1 55.0542 0.79
59.0492 C3H7O+ 1 59.0491 1.5
62.0151 C5H2+ 1 62.0151 0.46
63.023 C5H3+ 1 63.0229 0.85
65.0386 C5H5+ 1 65.0386 0.82
66.0464 C5H6+ 1 66.0464 0.43
67.0543 C5H7+ 1 67.0542 0.5
67.9893 C3O2+ 1 67.9893 0.14
68.9972 C3HO2+ 1 68.9971 1.37
69.0335 C4H5O+ 1 69.0335 0.71
69.0699 C5H9+ 1 69.0699 0.05
75.0229 C6H3+ 1 75.0229 -0.35
76.0307 C6H4+ 1 76.0308 -0.28
77.0386 C6H5+ 1 77.0386 -0.09
78.0464 C6H6+ 1 78.0464 0.62
79.0542 C6H7+ 1 79.0542 0.3
80.0622 C6H8+ 1 80.0621 1.48
81.0336 C5H5O+ 1 81.0335 1.47
81.07 C6H9+ 1 81.0699 1.27
83.0128 C4H3O2+ 1 83.0128 1.01
89.0386 C7H5+ 1 89.0386 0.38
90.0465 C7H6+ 1 90.0464 0.65
91.0543 C7H7+ 1 91.0542 1.03
94.0414 C6H6O+ 1 94.0413 1
95.0492 C6H7O+ 1 95.0491 0.83
102.0465 C8H6+ 1 102.0464 1.26
103.0543 C8H7+ 1 103.0542 0.61
104.0621 C8H8+ 1 104.0621 0.66
105.0448 C6H5N2+ 1 105.0447 0.91
105.07 C8H9+ 1 105.0699 1.36
107.0492 C7H7O+ 1 107.0491 0.83
115.0543 C9H7+ 1 115.0542 0.99
116.0623 C9H8+ 1 116.0621 1.71
117.0699 C9H9+ 1 117.0699 0.37
123.0443 C7H7O2+ 1 123.0441 2.39
126.0464 C10H6+ 1 126.0464 0.15
127.0543 C10H7+ 1 127.0542 0.34
128.0621 C10H8+ 1 128.0621 0.69
129.07 C10H9+ 1 129.0699 1.11
131.0493 C9H7O+ 1 131.0491 1.13
139.0543 C11H7+ 1 139.0542 0.67
141.0701 C11H9+ 1 141.0699 1.23
145.0649 C10H9O+ 1 145.0648 0.4
147.0445 C9H7O2+ 1 147.0441 2.75
152.0622 C12H8+ 1 152.0621 1.11
153.0699 C12H9+ 1 153.0699 0.41
155.0605 C10H7N2+ 1 155.0604 0.55
157.065 C11H9O+ 1 157.0648 1.33
160.0522 C10H8O2+ 1 160.0519 2.12
165.07 C13H9+ 1 165.0699 0.5
169.0651 C12H9O+ 1 169.0648 1.59
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
50.0152 317938.3 297
51.023 912499.9 854
52.0183 6431.9 6
52.0308 30026 28
53.0023 294059.5 275
53.0386 516008.4 483
53.9975 68268.3 63
55.0179 173123.6 162
55.0543 105225.8 98
59.0492 3766.4 3
62.0151 23913 22
63.023 110854.8 103
65.0386 1066761.1 999
66.0464 53094.4 49
67.0543 125495.6 117
67.9893 32043.7 30
68.9972 39862.5 37
69.0335 5863.3 5
69.0699 5091.4 4
75.0229 29670.4 27
76.0307 8208.3 7
77.0386 426056.5 398
78.0464 175853.6 164
79.0542 421140.9 394
80.0622 4848.9 4
81.0336 46882.5 43
81.07 17789.4 16
83.0128 7674.9 7
89.0386 140405 131
90.0465 9073.4 8
91.0543 812630.2 761
94.0414 43532.7 40
95.0492 774303.9 725
102.0465 90283.4 84
103.0543 143114.3 134
104.0621 17113 16
105.0448 612335.8 573
105.07 38269.4 35
107.0492 100670.6 94
115.0543 530757.6 497
116.0623 24653.1 23
117.0699 13544.8 12
123.0443 3863.9 3
126.0464 27212.4 25
127.0543 34816.6 32
128.0621 213090.4 199
129.07 26606 24
131.0493 45084.3 42
139.0543 41321.4 38
141.0701 31794.3 29
145.0649 25109.5 23
147.0445 5478.9 5
152.0622 57330.7 53
153.0699 8706.3 8
155.0605 52601.3 49
157.065 5509.7 5
160.0522 5656.1 5
165.07 24891 23
169.0651 6069.5 5
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