Table 1. Tentatively Identified Peaks in the LC-MS Spectrum of the Total Alkaloids Fraction of P. harmala Seed Extract.

peak no.	assignment	formula	RT (min)	m/z [M + H]+	product ions MS/MS	refs
1	vasicine (peganine)	C11H13N2O+	0.79	189.3991	189, 171, 154, 144, 130, 117	(29, 30)
2	vasicine (peganine) isomer	C11H13N2O+	1.20	189.2218	189, 171, 154, 144, 117	(29−31)
3	vasicinone hexoside	C17H21N2O7+	2.06	365.1631	365, 203, 185, 82	(32)
4	harmalol	C12H13N2O+	2.18	201.1134	201, 184, 160, 67	(29, 30)
5	pegamine	C11H13N2O2+	2.31	205.1031	187, 120, 74	(29, 33)
6	vasicinone	C11H11N2O2+	2.62	203.1254	203, 185, 82	(29, 30)
7	hydroxylated harmine	C13H13N2O2+	4.00	229.1012	229, 214, 186, 211	(29, 30)
8	deoxyvasicinone	C11H11N2O+	4.56	187.0925	187, 159, 144, 131	(30)
9	tetrahydroharmine	C13H17N2O+	4.83	217.1005	217, 199.9, 188, 173.9, 169, 157	(29, 30)
10	harmaline	C13H15N2O+	5.40	215.5396	215, 200,174	(29, 30)
11	harmine	C13H13N2O+	5.81	213.1546	198,170	(29, 30)
12	hydroxylated harmaline	C13H15N2O2+	6.60	231.1150	214, 199, 187	(34)
13	unknown		7.17	2. 2321	213, 196, 188, 160	(28)
14	tetrahydroharmine isomer	C13H17N2O+	7.77	217.1005	217, 199.9, 188, 173.9, 169, 157	(29, 30)
15	harmol	C12H11N2O+	8.43	199.1732	199, 181, 171, 131, 105, 73	(29, 35)
16	unknown		9.24	379.2151	364, 335
17	unknown		9.82	441.2976	268, 215, 201, 174
18	unknown		10.49	481.3096
19	unknown		11.81	274.2809
20	hexadecenal	C16H31O+	20.76	239.2334	239, 221, 195, 169, 155, 141, 113, 99, 85, 71, 57, 43	(36)
21	harmalanine	C16H15N2O2+	23.48	267.2690	253, 236, 206, 186	(37)
22	unknown		25.11	413.3079	268, 215, 174