50
100
150
200
250
300
350
400
55
69
81
93
95
107
121
135
147
161
175
189
191
203
231
245
257
273
367
395
410
5973 mass spectrum
(PVW69, 10/7/09)
55
69
81
93
95
107
121
135
147
161
175
189
191
203
217
231
243
257
273
367
395
410
DSQ mass spectrum
(PW5-5, 12/11/08)
50
100
150
200
250
300
350
400
Hop-17(21)-ene
C
30
H
50
Mol. Weight: 410.7180
Exact Mass: 410.3913
Retention Index (XLB): 3133.9
Source:
R. palustris
TIE-1
367
259
189
191
69
217
135
50
100
150
200
250
300
350
400
55
69
81
83
93
95
107
121
135
147
161
175
189
205
217
229
245
257
271
381
409
424
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
55
69
81
83
93
95
107
121
135
147
161
175
189
205
217
229
245
257
271
381
409
424
DSQ mass spectrum
(PW5-5, 12/11/08)
2-Methylhop-17(21)-ene
C
31
H
52
Exact Mass: 424.4069
Mol. Weight: 424.7446
Retention Index: 3123.5
Source:
R. palustris
TIE-1
381
273
189
205
83
217
135
50
100
150
200
250
300
350
400
450
55
69
81
93
95
107
121
135
149
161
175
189
191
203
205
217
231
245
257
273
284
299
341
367
395
410
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
55
69
81
93
95
107
121
135
149
161
175
189
191
203
205
217
231
245
257
273
284
299
341
367
395
410
DSQ mass spectrum
(PW5-5, 12/11/08)
Hop-21-ene
C
30
H
50
Mol. Weight: 410.7180
Exact Mass: 410.3913
Retention Index (XLB): 3378.7
Source:
R. palustris
TIE-1
367
341
259
189
191
69
217
135
50
100
150
200
250
300
350
400
55
69
83
93
107
121
135
149
161
175
189
205
217
229
245
257
271
287
298
313
355
381
409
424
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
55
67
69
81
83
95
107
121
135
149
161
175
189
205
217
229
231
245
257
273
298
313
355
381
409
424
DSQ mass spectrum
(PW5-5, 12/11/08)
2-Methylhop-21-ene
381
355
273
189
205
217
135
C
31
H
52
Exact Mass: 424.4069
Mol. Weight: 424.7446
Retention Index (XLB): 3366.9
Source:
R. palustris
TIE-1
50
100
150
200
250
300
350
400
55
68
81
95
107
109
121
133
147
161
177
189
191
204
218
231
245
257
299
301
328
342
354
367
395
410
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
55
67
69
81
95
107
109
121
135
147
149
161
175
177
189
191
204
218
231
245
257
354
299
342
367
395
410
DSQ mass spectrum
(PW5-5, 12/11/08)
Hop-22(29)-ene
C
30
H
50
Mol. Weight: 410.7180
Exact Mass: 410.3913
Retention Index: 3374.8
Source:
R. palustris
TIE-1
367
342
259
189
191
69
217
135
50
100
150
200
250
300
350
400
55
68
81
83
95
207
121
135
147
151
161
175
189
205
218
229
245
257
273
299
313
342
356
368
381
409
424
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
55
67
83
81
95
109
121
135
147
151
161
175
189
205
218
229
245
257
313
356
368
381
409
424
DSQ mass spectrum
(PW5-5, 12/11/08)
2-Methylhop-22(29)-ene
C
31
H
52
Exact Mass: 424.4069
Mol. Weight: 424.7446
Retention Index (XLB): 3360.6
Source:
R. palustris
TIE-1
381
273
189
205
83
217
135
356
50
100
150
200
250
300
350
400
450
500
59
69
81
95
109
121
135
149
163
177
189
191
203
207
231
257
299
341
355
367
369
395
410
413
428
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
450
500
59
69
81
95
109
121
135
149
163
177
189
191
203
207
218
231
245
257
299
342
355
367
395
410
428
DSQ mass spectrum
(PW5-5, 12/11/08)
Diplopterol acetate
C
32
H
54
O
2
Mol. Weight: 470.7700
Exact Mass: 470.4124
Retention Index (XLB): 3584.0
Source:
R. palustris
TIE-1
367
342
259
249
191
69
155
209
O
A
c
410
50
100
150
200
250
300
350
400
450
500
59
69
83
95
109
121
135
149
161
163
175
189
205
217
231
245
257
273
313
328
355
369
383
409
424
442
5973 mass spectrum
(PVW69, 10/7/09)
2-Methyldiplopterol acetate
C
32
H
54
O
2
Mol. Weight: 484.7965
Exact Mass: 484.4280
Retention Index (XLB): 3566.4
Source:
R. palustris
TIE-1
381
356
273
249
205
83
155
209
O
A
c
424
50
100
150
200
250
300
350
400
450
500
59
69
81
83
95
109
121
135
149
163
175
189
205
217
231
245
257
273
313
328
355
369
381
409
424
442
DSQ mass spectrum
(PW5-5, 12/11/08)
50
100
150
200
250
300
350
400
450
500
55
69
81
95
107
121
135
149
163
175
189
191
203
217
231
249
263
395
410
455
455
470
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
450
500
55
69
81
95
109
121
135
149
163
175
177
189
191
203
217
231
249
263
341
367
395
410
470
DSQ mass spectrum
(PW5-5, 12/11/08)
Tetrahymanol acetate
C
32
H
54
O
2
Mol. Weight: 470.7700
Exact Mass: 470.4124
Retention Index (XLB): 3738.1
Source:
R. palustris
TIE-1
249
410
191
69
189
209
149
A
c
O
50
100
150
200
250
300
350
400
450
500
55
69
83
95
109
121
135
149
163
175
189
205
220
249
409
424
469
484
5973 mass spectrum
(PVW69, 10/7/09)
50
100
150
200
250
300
350
400
450
500
55
69
83
95
109
121
135
149
163
175
189
205
220
249
263
276
381
409
424
469
484
DSQ mass spectrum
(PW5-5, 12/11/08)
2-Methyltetrahymanol acetate
C
32
H
54
O
2
Mol. Weight: 484.7965
Exact Mass: 484.4280
Retention Index (XLB): 3719.0
Source:
R. palustris
TIE-1
205
A
c
O
83
249
189
209
149
424
50
100
150
200
250
300
350
400
450
500
550
600
650
700
750
55
69
81
95
109
115
123
137
149
163
175
191
217
231
253
271
313
369
433
465
493
639
654
699
714
50
100
150
200
250
300
350
400
450
500
550
600
650
700
750
55
69
81
95
109
123
137
149
163
175
191
215
231
253
271
313
369
433
493
639
654
699
714
DSQ mass spectrum
(PW5-5, 12/11/08)
5973 mass spectrum
(PVW69, 10/7/09)
Bacteriohopanetetrol acetate
C
43
H
70
O
8
Mol. Weight: 715.0111
Exact Mass: 714.5071
Retention Index (XLB): 4919.6
Source:
R. palustris
TIE-1
369
654
493
191
69
433
345
O
A
c
O
A
c
O
A
c
O
A
c
100
200
300
400
500
600
700
55
69
83
95
109
115
123
135
149
163
175
189
205
231
253
383
433
493
668
713
728
5973 mass spectrum
(PVW69, 10/7/09)
100
200
300
400
500
600
700
55
69
83
95
109
123
135
149
163
175
189
205
215
231
253
281
313
383
433
493
668
713
728
DSQ mass spectrum
(PW5-5, 12/11/08)
2-Methylbacteriohopanetetrol acetate
C
44
H
72
O
8
Mol. Weight: 729.0377
Exact Mass: 728.5227
Retention Index (XLB): 4877.1
Source:
R. palustris
TIE-1
383
668
493
205
83
433
345
O
A
c
O
A
c
O
A
c
O
A
c
50
100
150
200
250
300
350
400
450
500
550
600
650
700
750
55
69
81
95
109
121
135
149
161
175
191
253
269
284
312
344
356
369
432
448
492
518
432
549
639
654
713
5973 mass spectrum
(PVW69, 10/7/09)
Bacteriohopaneaminotriol acetate
C
43
H
71
NO
8
Mol. Weight: 714.0263
Exact Mass: 713.5231
Retention Index: NA
Source:
R. palustris
TIE-1
369
654
493
191
69
433
345
N
H
O
A
c
O
A
c
O
A
c
Ac
Anhydrobacteriohopanetetrol
C
35
H
56
O
2
Mol. Weight: 612.9225
Exact Mass: 612.4754
Retention Index (XLB): NA
Source:
R. palustris
TIE-1 after hydrolysis
369
191
391
O
Tentative assignment of spectrum!
(Structure from Schae er et al, 2008, but no published spectrum)
OAc
OAc
DSQ mass spectrum
(PW1-1, 10/23/08)
50
100
150
200
250
300
350
400
450
500
550
600
650
700
55
69
81
95
109
121
137
149
163
191
213
231
253
271
289
331
369
391
597
612
50
100
150
200
250
300
350
400
450
500
550
600
55
69
81
95
111
121
137
149
163
177
191
213
231
269
287
303
369
419
493
508
DSQ mass spectrum
(PW5-5, 12/11/08)
BHP-508
C
35
H
56
O
2
Mol. Weight: 508.8179
Exact Mass: 508.4280
Retention Index (XLB): 4554.2
Source:
R. palustris
TIE-1
369
191
287
O
O
Tentative Structure!
(Accurate mass con rmed by GC-TOF)
50
100
150
200
250
300
350
400
450
500
550
600
55
69
81
95
109
111
121
123
137
153
177
191
205
213
231
269
287
302
329
367
369
397
411
435
451
493
508
535
550
BHP-550
C
37
H
58
O
3
Mol. Weight: 550.8546
Exact Mass: 550.4386
Retention Index (XLB): 4483.8
Source:
R. palustris
TIE-1
369
191
329
Tentative Structure!
(Accurate mass con rmed by GC-TOF)
O
O
A
c
DSQ mass spectrum
(PW5-5, 12/11/08)
DSQ mass spectrum
(PW12-1, 7/30/09)
50
100
150
200
250
300
350
400
450
500
550
600
69
81
95
109
121
135
149
163
177
191
231
253
271
369
477
492
BHP-492
C
35
H
56
O
2
Mol. Weight: 492.8185
Exact Mass: 492.4331
Retention Index: NA
Source:
R. palustris
DSM-123
369
191
271
O
Tentative Structure!
(Accurate mass not con rmed)