ACCESSION: MSBNK-Athens_Univ-AU158302
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QTOF; MS2; CE: 20 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 20 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$CHROMATOGRAPHY: RETENTION_TIME 13.795 min
AC$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 315.2341
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$SPLASH: splash10-014i-0459000000-6621825fa91138ec81f7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
123.0449 C7H7O2+ 1 123.0441 6.55
123.1165 C9H15+ 1 123.1168 -2.62
135.1176 C10H15+ 1 135.1168 5.96
136.1214 C9[13]CH15+ 1 136.1207 4.56
139.1121 C9H15O+ 1 139.1117 2.9
151.0763 C9H11O2+ 1 151.0754 6.06
165.0926 C10H13O2+ 1 165.091 9.38
177.0929 C11H13O2+ 1 177.091 10.59
177.1275 C12H17O+ 1 177.1274 0.5
181.1236 C11H17O2+ 1 181.1223 6.9
182.1271 C11H18O2+ 1 182.1301 -16.51
193.1235 C12H17O2+ 1 193.1223 6.19
194.1266 C11[13]CH17O2+ 1 194.1262 1.8
205.1212 C13H17O2+ 1 205.1223 -5.36
207.1387 C13H19O2+ 1 207.138 3.75
208.1414 C13H20O2+ 1 208.1458 -21.26
217.1236 C14H17O2+ 1 217.1223 6.14
219.1389 C14H19O2+ 1 219.138 4.5
221.155 C14H21O2+ 1 221.1536 6.39
222.1588 C13[13]CH21O2+ 1 222.1575 5.62
227.1465 C16H19O+ 1 227.143 15.24
231.1388 C15H19O2+ 1 231.138 3.46
232.1416 C15H20O2+ 1 232.1458 -17.92
233.1546 C15H21O2+ 1 233.1536 4.32
234.1589 C14[13]CH21O2+ 1 234.1575 6.07
235.1705 C15H23O2+ 1 235.1693 5.28
236.1759 C14[13]CH23O2+ 1 236.1732 11.39
237.1646 C18H21+ 1 237.1638 3.5
238.1711 C18H22+ 1 238.1716 -2.03
241.1613 C17H21O+ 1 241.1587 10.63
245.1553 C16H21O2+ 1 245.1536 7.03
247.1718 C16H23O2+ 1 247.1693 10.48
248.1734 C16H24O2+ 1 248.1771 -14.72
255.238 C16H31O2+ 1 255.2319 24.1
259.1697 C17H23O2+ 1 259.1693 1.78
260.173 C16[13]CH23O2+ 1 260.1732 -0.64
273.1853 C18H25O2+ 1 273.1849 1.29
274.1903 C18H26O2+ 1 274.1927 -8.83
297.2221 C21H29O+ 1 297.2213 2.66
315.234 C21H31O2+ 1 315.2319 6.69
316.2367 C20[13]CH31O2+ 1 316.2358 2.95
317.2409 C19[13]C2H31O2+ 1 317.2391 5.76
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
123.0449 628 9
123.1165 1516 24
135.1176 7384 117
136.1214 692 11
139.1121 512 8
151.0763 460 7
165.0926 584 9
177.0929 332 5
177.1275 800 12
181.1236 4384 69
182.1271 472 7
193.1235 19488 309
194.1266 2092 33
205.1212 428 6
207.1387 2588 41
208.1414 504 8
217.1236 1168 18
219.1389 1276 20
221.155 5276 83
222.1588 856 13
227.1465 608 9
231.1388 2980 47
232.1416 732 11
233.1546 5456 86
234.1589 1112 17
235.1705 5124 81
236.1759 632 10
237.1646 824 13
238.1711 336 5
241.1613 496 7
245.1553 1116 17
247.1718 2624 41
248.1734 512 8
255.238 328 5
259.1697 10284 163
260.173 2252 35
273.1853 1400 22
274.1903 392 6
297.2221 1120 17
315.234 62808 999
316.2367 14548 231
317.2409 1704 27
//
