. 2018 Dec 27;24(1):86. doi: 10.3390/molecules24010086

Table 1.

Hydrophilic ingredients identified in toad skin and toad venom extracts by UHPLC-HR-MS/MS.

Peak	T_R (min)	Selective Ion	Full Scan MS (m/z)		Mass Error (ppm)	Formula	MS/MS Data	Identification	Toad Skin	Toad Venom
Peak	T_R (min)	Selective Ion	Measured	Theory	Mass Error (ppm)	Formula	MS/MS Data	Identification	Toad Skin	Toad Venom
1	0.97	[M + H]⁺	118.0859	118.0862	−2.33	C₅H₁₁O₂N	101.0593, 83.0486	* valine	+++	+
2	1.00	[M + H]⁺	132.10149	132.1019	−3.14	C₆H₁₃O₂N	90.0545	leucine	+	+
3	1.30	[M + H]⁺	136.0613	136.0617	−2.81	C₅H₅N₅	119.0346, 94.0398	* adenine	++	+
4	1.34	[M + H]⁺	123.0554	123.0552	0.9	C₆H₆ON₂	105.0330, 82.0135	nicotinamide	+	-
5	1.35	[M + H]⁺	178.0866	178.0862	1.99	C₁₀H₁₁O₂N	160.0759, 132.0803	5-Hydroxy tryptophol	-	++
6	1.38	[M + H]⁺	254.0890	254.0897	2.64	C₉H₁₁O₄N₅	236.0784, 218.0677, 206.06770, 194.0676,	eritadenine	++	-
7	1.38	[M + H]⁺	124.0389	124.0393	−2.54	C₆H₅O₂N	96.0437, 80.0487	* nicotinic acid	++	-
8	1.40	[M + H]⁺	152.0570	152.0566	2.19	C₅H₅ON₅	135.0302	guanine	++	-
9	1.46	[M + H]⁺	275.1345	275.1350	−1.73	C₁₀H₁₈O₅N₄	240.0985, 215.1031, 175.1186	succinyl arginine	+	+++
10	1.47	[M + H]⁺	155.0810	155.0815	−2.99	C₇H₁₀O₂N₂	127.0866, 113.96368	cyclo(pro-gly)dipeptide	+	-
11	1.49	[M + H]⁺	113.0342	113.0345	−2.69	C₄H₄O₂N₂	-	* uracil	+	-
12	1.57	[M + H]⁺	137.0456	137.0457	−0.78	C₅H₄ON₄	119.0158	* hypoxanthine	+++	+
13	1.84	[M + H]⁺	153.0410	153.0407	2.27	C₅H₄O₂N₄	136.0143, 115.5171, 110.0348	* xanthine	++	-
14	2.51	[M + H]⁺	127.0504	127.0502	1.7	C₅H₆O₂N₂	109.0280	thymine	+	-
15	3.24	[M + H]⁺	189.1015	189.1009	−3.44	C₁₁H₁₂ON₂	172.0758, 160.07594, 146.0601, 132.0772	* 1,2,3,4-tetrahydro-6-hydroxy-β-carboline	++	-
16	3.51	[M + H]⁺	177.1021	177.1022	−0.79	C₁₀H₁₂ON₂	160.07541, 132.0799, 117.0569, 115.0534	* serotonin	+++	+++
17	3.61	[M + H]⁺	303.1667	303.1663	1.5	C₁₂H₂₂O₅N₄	285.1561, 268.1295, 250.1189, 225.1236, 175.1187	adipyl arginine	++	++
18	3.77	[M + H]⁺	221.0912	221.0920	−3.7	C₁₁H₁₂O₃N₂	−204.0648, 186.0542, 162.0544	5-hydroxy tryptophan	-	+
19	3.87	[M + H]⁺	203.1171	203.1165	−3.89	C₁₂H₁₄ON₂	174.0907, 160.0747	^# 2-methyl-6-hydroxy-1,2,3,4-tetrahydro-β-carboline	++	-
20	4.32	[M + H]⁺	219.1122	219.1128	−3.67	C₁₂H₁₄O₂N₂	191.1171, 160.0752, 148.0752, 132.0803	^#N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-N-methylformamide	+	-
21	4.34	[M + H]⁺	205.0966	205.0971	−2.46	C₁₁H₁₂O₂N₂	176.0695, 160.0754	N′-formylserotonin	+	+
22	4.38	[M + H]⁺	191.1181	191.1178	−0.52	C₁₁H₁₄ON₂	160.0759, 148.0759, 134.0601	* N-methyl serotonin	+++	+++
23	4.94	[M + H]⁺	219.1490	219.1492	0.87	C₁₃H₁₈ON₂	160.0756, 132.0765	* bufotenidine	+++	+++
24	5.11	[M + H]⁺	205.1337	205.1335	−0.78	C₁₂H₁₆ON₂	160.0758, 134.0601	* bufotenine	+++	++
25	5.58	[M + H]⁺	203.1176	203.1179	1.43	C₁₂H₁₄ON₂	186.0911, 174.0911,160.0755, 148.0754	* shepherdine	+	-
26	8.56	[M + H]⁺	191.1174	191.1178	−2.46	C₁₁H₁₄ON₂	160.0754	O-methyl serotonin	+	-
27	8.82	[M + H]⁺	203.1174	203.1178	−1.92	C₁₂H1₄ON₂	188.0940, 174.0908, 162.0909, 160.0761,	* dehydrobufotenine	+++	+
28	8.87	[M + H]⁺	317.1830	317.1830	−0.86	C₁₃H₂₄O₅N₄	300.1562, 282.1456, 264.1348, 239.1395, 175.1186	pimeloyl arginin	+++	++
29	9.63	[M + H]⁺	283.0741	283.0740	0.01	C₁₂H₁₄O₄N₂S	203.1186, 188.0949, 174.0909, 160.0762	* bufothionine	+++	+
30	10.35	[M + H]⁺	203.1167	203.1178	0.54	C₁₂H₁₄ON₂	188.0888, 174.0914, 160.0759	cyclotufotenine	+	-
31	10.46	[M + H]⁺	201.1023	201.1022	−0.30	C₁₂H₁₂ON₂	186.0786, 160.0757	^# 1-methyl-2,9-dihydro-1H-pyrido [3–b]indol-6-ol	+	+
32	10.57	[M + H]⁺	331.1971	331.1976	−1.38	C₁₄H2₆O₅N₄	278.1492, 250.1545, 175.1185	suberoyl arginine	+++	+++
33	10.72	[M + H]⁺	192.0650	192.0655	−2.55	C₁₀H₉O₃N	160.0753, 113.9634	(5-Hydroxy-1H-indol-3-yl)acetic acid	+	+
34	10.77	[M + H]⁺	345.2146	345.2154	0.12	C₁₅H₂₈O₅N₄	327.2040, 303.1924, 282.1821,267.1711, 228.1602, 189.1350,175.1186	azelayl arginine	++	++
35	10.84	[M + H]⁺	359.2277	359.2275	0.55	C₁₆H₃₁O₅N₄	341.2178, 328.1843, 289.1753, 271.1647, 253.1542.172.1076	sebacyl arginine	++	++
36	11.15	[M + H]⁺	195.0870	195.0876	−3.09	C₈H₁₁O₂N₄	138.0657, 110.0707	* caffeine	+	+
37	11.20	[M + H]⁺	219.1122	219.1128	−2.48	C₁₂H₁₄O₂N₂	160.0754	* 5-methoxy bufotenine	++	-
38	12.43	[M + H]⁺	433.2188	433.2193	−1.35	C₂₀H₂₉O₅N₆	160.0746	bufobutarginine	+	-

* Structures confirmed by comparison with reference standards. ^# First detected in toad skin or toad venom; +++, high content; ++, medium content; +, low content; -, not detected. Bold characters: the base peaks in MS/MS spectra.