ACCESSION: MSBNK-Athens_Univ-AU158304
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QTOF; MS2; CE: 40 eV; R=35000; [M+H]+
DATE: 2016.02.22
AUTHORS: Nikiforos Alygizakis, Reza Aalizadeh, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1583
CH$NAME: delta9-Tetrahydrocannabinol
CH$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$EXACT_MASS: 314.2245802
CH$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
1972-08-3
CH$LINK: PUBCHEM
CID:2978
CH$LINK: INCHIKEY
CYQFCXCEBYINGO-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2872
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 13.784 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 315.2345
MS$FOCUSED_ION: PRECURSOR_M/Z 315.2319
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-006x-0920000000-9d0f2cdeca3619b139ab
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
117.0712 C9H9+ 1 117.0699 11.39
119.0865 C9H11+ 1 119.0855 8.25
121.0647 C8H9O+ 1 121.0648 -0.94
121.1021 C9H13+ 1 121.1012 7.56
123.0445 C7H7O2+ 1 123.0441 3.77
123.1178 C9H15+ 1 123.1168 7.97
131.0507 C9H7O+ 1 131.0491 12.18
131.0865 C10H11+ 1 131.0855 7.68
133.0654 C9H9O+ 1 133.0648 4.48
133.1003 C10H13+ 1 133.1012 -6.79
135.0449 C8H7O2+ 1 135.0441 6.01
135.0809 C9H11O+ 1 135.0804 3.75
135.1181 C10H15+ 1 135.1168 9.22
137.06 C8H9O2+ 1 137.0597 1.91
138.066 C8H10O2+ 1 138.0675 -11.41
143.0839 C11H11+ 1 143.0855 -11.62
145.1005 C11H13+ 1 145.1012 -4.41
147.046 C9H7O2+ 1 147.0441 13.51
147.0827 C10H11O+ 1 147.0804 15.05
149.0603 C9H9O2+ 1 149.0597 4.03
149.0957 C10H13O+ 1 149.0961 -2.5
151.0754 C9H11O2+ 1 151.0754 0.36
159.082 C11H11O+ 1 159.0804 9.63
161.0596 C10H9O2+ 1 161.0597 -0.63
161.0983 C11H13O+ 1 161.0961 13.56
163.0766 C10H11O2+ 1 163.0754 7.48
165.0926 C10H13O2+ 1 165.091 9.57
171.0805 C12H11O+ 1 171.0804 0.15
174.0714 C11H10O2+ 1 174.0675 22.28
175.0748 C11H11O2+ 1 175.0754 -3.22
177.0918 C11H13O2+ 1 177.091 4.66
177.1282 C12H17O+ 1 177.1274 4.68
185.0949 C13H13O+ 1 185.0961 -6.62
188.0848 C12H12O2+ 1 188.0832 8.38
189.0923 C12H13O2+ 1 189.091 6.91
191.147 C13H19O+ 1 191.143 20.69
193.1236 C12H17O2+ 1 193.1223 6.44
194.127 C11[13]CH17O2+ 1 194.1262 3.94
201.0939 C13H13O2+ 1 201.091 14.55
202.1008 C13H14O2+ 1 202.0988 9.54
203.1444 C14H19O+ 1 203.143 6.67
205.1241 C13H17O2+ 1 205.1223 8.97
207.1374 C13H19O2+ 1 207.138 -2.88
217.1235 C14H17O2+ 1 217.1223 5.6
218.1305 C14H18O2+ 1 218.1301 1.66
221.1585 C14H21O2+ 1 221.1536 22.17
231.1383 C15H19O2+ 1 231.138 1.3
232.1434 C15H20O2+ 1 232.1458 -10.12
233.1553 C15H21O2+ 1 233.1536 7.3
235.172 C15H23O2+ 1 235.1693 11.63
247.1707 C16H23O2+ 1 247.1693 5.87
259.171 C17H23O2+ 1 259.1693 6.62
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
117.0712 300 22
119.0865 780 57
121.0647 756 55
121.1021 492 36
123.0445 9068 668
123.1178 528 38
131.0507 308 22
131.0865 784 57
133.0654 448 33
133.1003 584 43
135.0449 892 65
135.0809 720 53
135.1181 960 70
137.06 3128 230
138.066 392 28
143.0839 304 22
145.1005 384 28
147.046 712 52
147.0827 504 37
149.0603 640 47
149.0957 424 31
151.0754 576 42
159.082 816 60
161.0596 952 70
161.0983 556 41
163.0766 812 59
165.0926 1144 84
171.0805 348 25
174.0714 492 36
175.0748 468 34
177.0918 996 73
177.1282 1748 128
185.0949 392 28
188.0848 380 28
189.0923 460 33
191.147 400 29
193.1236 13544 999
194.127 2164 159
201.0939 348 25
202.1008 380 28
203.1444 320 23
205.1241 436 32
207.1374 1068 78
217.1235 1344 99
218.1305 372 27
221.1585 368 27
231.1383 2248 165
232.1434 420 30
233.1553 876 64
235.172 336 24
247.1707 872 64
259.171 1752 129
//
