ACCESSION: MSBNK-Athens_Univ-AU239506
RECORD_TITLE: Medroxyprogesterone; LC-ESI-QTOF; MS2; CE: Ramp 22.5-33.8 eV; R=35000; [M+H]+
DATE: 2019.05.31
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2395
CH$NAME: Medroxyprogesterone
CH$NAME: (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H32O3
CH$EXACT_MASS: 344.2351449
CH$SMILES: [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)CC[C@]12C
CH$IUPAC: InChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1
CH$LINK: CAS
520-85-4
CH$LINK: CHEBI
6715
CH$LINK: KEGG
D08166
CH$LINK: LIPIDMAPS
LMST02030176
CH$LINK: PUBCHEM
CID:10631
CH$LINK: INCHIKEY
FRQMUZJSZHZSGN-HBNHAYAOSA-N
CH$LINK: CHEMSPIDER
10185
CH$LINK: COMPTOX
DTXSID0036508
AC$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 Ramp 22.5-33.8 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$CHROMATOGRAPHY: RETENTION_TIME 10.703 min
AC$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 345.2424
MS$FOCUSED_ION: PRECURSOR_M/Z 345.2424
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1
PK$SPLASH: splash10-006t-1946000000-1c8b815dafd6c0ea8c47
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0538 C5H7+ 1 67.0542 -5.97
69.0694 C5H9+ 1 69.0699 -7.37
79.0542 C6H7+ 1 79.0542 -0.65
81.0693 C6H9+ 1 81.0699 -6.62
83.0485 C5H7O+ 1 83.0491 -7.83
83.0856 C6H11+ 1 83.0855 1.25
85.0653 C5H9O+ 1 85.0648 6.05
93.0697 C7H9+ 1 93.0699 -1.68
95.0851 C7H11+ 1 95.0855 -4.49
97.0653 C6H9O+ 1 97.0648 5.64
98.0682 C5[13]CH9O+ 1 98.0687 -5.55
99.0807 C6H11O+ 1 99.0804 2.14
107.0857 C8H11+ 1 107.0855 1.55
119.0845 C9H11+ 1 119.0855 -8.55
121.0646 C8H9O+ 1 121.0648 -1.9
121.1 C9H13+ 1 121.1012 -10.02
123.0799 C8H11O+ 1 123.0804 -4.71
124.0829 C7[13]CH11O+ 1 124.0843 -11.48
131.0846 C10H11+ 1 131.0855 -7.1
133.1005 C10H13+ 1 133.1012 -5.38
134.1039 C9[13]CH13+ 1 134.1051 -8.96
135.0797 C9H11O+ 1 135.0804 -5.26
135.1163 C10H15+ 1 135.1168 -3.69
137.0951 C9H13O+ 1 137.0961 -7.13
138.0977 C8[13]CH13O+ 1 138.1 -16.32
143.0839 C11H11+ 1 143.0855 -11.63
145.1004 C11H13+ 1 145.1012 -5.3
146.1043 C10[13]CH13+ 1 146.1051 -5.07
147.0792 C10H11O+ 1 147.0804 -8.36
147.1159 C11H15+ 1 147.1168 -6.32
149.0944 C10H13O+ 1 149.0961 -11.59
149.1316 C11H17+ 1 149.1325 -5.88
151.1101 C10H15O+ 1 151.1117 -11.07
157.1004 C12H13+ 1 157.1012 -5.2
159.1152 C12H15+ 1 159.1168 -10.25
161.095 C11H13O+ 1 161.0961 -6.68
161.1317 C12H17+ 1 161.1325 -4.91
162.1356 C11[13]CH17+ 1 162.1364 -4.52
163.1101 C11H15O+ 1 163.1117 -10.22
163.1462 C12H19+ 1 163.1481 -11.82
165.1245 C11H17O+ 1 165.1274 -17.6
169.0994 C13H13+ 1 169.1012 -10.23
171.1154 C13H15+ 1 171.1168 -8.15
172.119 C12[13]CH15+ 1 172.1207 -9.96
173.0944 C12H13O+ 1 173.0961 -9.98
173.1314 C13H17+ 1 173.1325 -6.31
174.1354 C12[13]CH17+ 1 174.1364 -5.65
175.1107 C12H15O+ 1 175.1117 -5.76
175.1469 C13H19+ 1 175.1481 -6.83
176.15 C12[13]CH19+ 1 176.152 -11.69
177.1266 C12H17O+ 1 177.1274 -4.66
178.1307 C11[13]CH17O+ 1 178.1313 -3.23
183.1151 C14H15+ 1 183.1168 -9.69
184.1191 C13[13]CH15+ 1 184.1207 -9.12
185.1312 C14H17+ 1 185.1325 -6.87
186.1354 C13[13]CH17+ 1 186.1364 -5.19
187.1109 C13H15O+ 1 187.1117 -4.29
187.1469 C14H19+ 1 187.1481 -6.55
188.1497 C13[13]CH19+ 1 188.152 -12.51
189.1261 C13H17O+ 1 189.1274 -7.04
189.1633 C14H21+ 1 189.1638 -2.26
190.1291 C12[13]CH17O+ 1 190.1313 -11.64
191.1421 C13H19O+ 1 191.143 -4.99
192.1451 C12[13]CH19O+ 1 192.1469 -9.72
195.116 C15H15+ 1 195.1168 -4.14
197.1319 C15H17+ 1 197.1325 -3.05
198.1353 C14[13]CH17+ 1 198.1364 -5.52
199.1108 C14H15O+ 1 199.1117 -4.91
199.1473 C15H19+ 1 199.1481 -4.16
200.1519 C14[13]CH19+ 1 200.152 -0.78
201.1258 C14H17O+ 1 201.1274 -8.1
201.1616 C15H21+ 1 201.1638 -10.64
203.1424 C14H19O+ 1 203.143 -3.22
203.1794 C15H23+ 1 203.1794 -0.35
204.1449 C13[13]CH19O+ 1 204.1469 -9.79
205.1582 C14H21O+ 1 205.1587 -2.52
206.1638 C13[13]CH21O+ 1 206.1626 5.88
209.131 C16H17+ 1 209.1325 -7.24
211.1466 C16H19+ 1 211.1481 -7.01
213.1275 C15H17O+ 1 213.1274 0.4
213.1624 C16H21+ 1 213.1638 -6.53
214.1339 C15H18O+ 1 214.1352 -5.99
214.1666 C15[13]CH21+ 1 214.1677 -5.15
215.142 C15H19O+ 1 215.143 -4.74
215.1785 C16H23+ 1 215.1794 -4.18
216.1463 C14[13]CH19O+ 1 216.1469 -2.9
217.157 C15H21O+ 1 217.1587 -7.76
218.1618 C14[13]CH21O+ 1 218.1626 -3.45
223.1473 C17H19+ 1 223.1481 -3.87
225.1623 C17H21+ 1 225.1638 -6.67
226.166 C17H22+ 1 226.1716 -24.61
227.1439 C16H19O+ 1 227.143 3.91
227.1786 C17H23+ 1 227.1794 -3.76
228.182 C16[13]CH23+ 1 228.1833 -5.94
229.1565 C16H21O+ 1 229.1587 -9.39
231.1732 C16H23O+ 1 231.1743 -4.73
237.1618 C18H21+ 1 237.1638 -8.52
239.1417 C17H19O+ 1 239.143 -5.7
239.1768 C18H23+ 1 239.1794 -11.1
241.1607 C17H21O+ 1 241.1587 8.35
241.1952 C18H25+ 1 241.1951 0.7
243.1731 C17H23O+ 1 243.1743 -5.19
245.1886 C17H25O+ 1 245.19 -5.6
249.1647 C19H21+ 1 249.1638 3.54
251.1784 C19H23+ 1 251.1794 -4.07
253.1595 C18H21O+ 1 253.1587 3.04
253.1939 C19H25+ 1 253.1951 -4.59
255.1736 C18H23O+ 1 255.1743 -2.98
257.153 C17H21O2+ 1 257.1536 -2.5
257.1898 C18H25O+ 1 257.19 -0.55
258.1569 C16[13]CH21O2+ 1 258.1575 -2.38
259.2054 C18H27O+ 1 259.2056 -0.77
265.1939 C20H25+ 1 265.1951 -4.52
266.2008 C20H26+ 1 266.2029 -7.95
267.172 C19H23O+ 1 267.1743 -8.9
267.2102 C20H27+ 1 267.2107 -2.08
268.2132 C19[13]CH27+ 1 268.2146 -5.45
269.1899 C19H25O+ 1 269.19 -0.5
271.2066 C19H27O+ 1 271.2056 3.52
273.1835 C18H25O2+ 1 273.1849 -5.25
275.164 C17H23O3+ 1 275.1642 -0.46
276.1664 C16[13]CH23O3+ 1 276.1681 -6.01
281.2257 C21H29+ 1 281.2264 -2.26
283.205 C20H27O+ 1 283.2056 -2.36
284.2133 C20H28O+ 1 284.2135 -0.43
285.1823 C19H25O2+ 1 285.1849 -9.07
285.2203 C20H29O+ 1 285.2213 -3.61
286.2222 C19[13]CH29O+ 1 286.2252 -10.38
291.2102 C22H27+ 1 291.2107 -1.8
292.2145 C21[13]CH27+ 1 292.2146 -0.57
299.2373 C21H31O+ 1 299.2369 1.27
303.2328 C20H31O2+ 1 303.2319 2.95
309.2212 C22H29O+ 1 309.2213 -0.15
310.2244 C21[13]CH29O+ 1 310.2252 -2.59
327.2323 C22H31O2+ 1 327.2319 1.41
328.2348 C21[13]CH31O2+ 1 328.2358 -2.86
345.2426 C22H33O3+ 1 345.2424 0.51
346.2459 C21[13]CH33O3+ 1 346.2463 -1.34
347.248 C20[13]C2H33O3+ 1 347.2497 -4.96
PK$NUM_PEAK: 139
PK$PEAK: m/z int. rel.int.
67.0538 1636 12
69.0694 1016 7
79.0542 1108 8
81.0693 1896 14
83.0485 4680 35
83.0856 672 5
85.0653 748 5
93.0697 1800 13
95.0851 2872 21
97.0653 38392 293
98.0682 2972 22
99.0807 1256 9
107.0857 1116 8
119.0845 2320 17
121.0646 680 5
121.1 3196 24
123.0799 130884 999
124.0829 16612 126
131.0846 1980 15
133.1005 4276 32
134.1039 680 5
135.0797 2472 18
135.1163 1900 14
137.0951 16048 122
138.0977 1324 10
143.0839 1460 11
145.1004 6204 47
146.1043 880 6
147.0792 1184 9
147.1159 5832 44
149.0944 2784 21
149.1316 1140 8
151.1101 1296 9
157.1004 3316 25
159.1152 5388 41
161.095 2560 19
161.1317 6068 46
162.1356 836 6
163.1101 4912 37
163.1462 992 7
165.1245 908 6
169.0994 1384 10
171.1154 4596 35
172.119 724 5
173.0944 1036 7
173.1314 8356 63
174.1354 1896 14
175.1107 3144 23
175.1469 6076 46
176.15 1008 7
177.1266 4732 36
178.1307 672 5
183.1151 2500 19
184.1191 668 5
185.1312 4204 32
186.1354 808 6
187.1109 2620 19
187.1469 4952 37
188.1497 784 5
189.1261 4688 35
189.1633 1228 9
190.1291 884 6
191.1421 5212 39
192.1451 928 7
195.116 960 7
197.1319 3716 28
198.1353 744 5
199.1108 884 6
199.1473 5732 43
200.1519 1196 9
201.1258 1212 9
201.1616 1992 15
203.1424 4612 35
203.1794 952 7
204.1449 884 6
205.1582 4892 37
206.1638 788 6
209.131 1236 9
211.1466 3920 29
213.1275 1292 9
213.1624 2940 22
214.1339 3148 24
214.1666 760 5
215.142 6032 46
215.1785 692 5
216.1463 1012 7
217.157 5268 40
218.1618 800 6
223.1473 1044 7
225.1623 3512 26
226.166 1020 7
227.1439 756 5
227.1786 3716 28
228.182 856 6
229.1565 1876 14
231.1732 2656 20
237.1618 1000 7
239.1417 2764 21
239.1768 1856 14
241.1607 756 5
241.1952 1252 9
243.1731 1856 14
245.1886 2892 22
249.1647 788 6
251.1784 3200 24
253.1595 1248 9
253.1939 792 6
255.1736 1692 12
257.153 10280 78
257.1898 1452 11
258.1569 1808 13
259.2054 1028 7
265.1939 1156 8
266.2008 1944 14
267.172 1464 11
267.2102 12780 97
268.2132 2308 17
269.1899 3796 28
271.2066 888 6
273.1835 928 7
275.164 11100 84
276.1664 1556 11
281.2257 996 7
283.205 3064 23
284.2133 3696 28
285.1823 732 5
285.2203 14080 107
286.2222 3304 25
291.2102 2752 21
292.2145 792 6
299.2373 964 7
303.2328 1412 10
309.2212 13440 102
310.2244 3244 24
327.2323 20432 155
328.2348 4464 34
345.2426 119840 914
346.2459 39260 299
347.248 3688 28
//
