Table 1 Metabolites identified in O. europaea leaf extracts by LC/MS in both positive and negative modes.

From: Comparative metabolic profiling of olive leaf extracts from twelve different cultivars collected in both fruiting and flowering seasons

Peak no	R_t (min)	UV (nm)	Molecular formula	[M−H]⁻	[M+H]⁺	MSⁿ ions (m/z)	Metabolite	Class	References
1	1.61	233, 326	C₇H₁₁O₆⁻	191.27		173,127,111, 93, 85	Quinic acid	Organic acid	⁵⁹ ⁶⁰
2	8.12	250	C₁₆H₂₃O₁₀⁻	374.98		331, 213, 169, 151	Loganic acid	Iridoid	³⁶
3	10.15	220, 283	C₈H₉O₃⁻	153.02		123	Hydroxytyrosol	Simple phenol	³³
4	10.46	270	C₁₆H₂₁O₁₁⁻	389.00		345, 227, 209, 183, 165	Oleoside	Secoiridoid	³²
5	14.69	270	C₁₆H₂₁O₁₁⁻	389.00		345, 227, 209, 183	Secologanoside	Secoiridoid	³²
6	17.72	277	C₉H₉O₅⁻	196.90		169, 151, 125	Ethyl gallate	Phenolic acid derivative	⁴²
7	23.91	275	C₁₅H₁₃O₇⁻	305.13		245, 225, 97	(Epi) Gallocatechin	Flavan-3-ol	⁶¹
8	23.97	232, 284	C₂₃H₃₃O₁₆⁻	565.09		533,403,241	Elenolic acid dihexoside	Secoiridoid glycoside	⁶²
9	26.07	234, 272	C₁₇H₂₃O₁₁⁻	403.08		371, 241, 223, 179	Elenolic acid hexoside/oleoside methyl ester	Secoiridoid glycoside	³³
10	31.37	240, 269	C₁₁H₁₃O₆⁻	240.95	243	209, 165, 139, 121	Elenolic acid	Secoiridoid	³³
11	32.8	279, 379	C₁₄H₅O₈⁻	301.08		257,241, 229, 185	Ellagic acid	Phenolic acid	⁴²
12	33.02	224, 282	C₂₅H₃₁O₁₄⁻	555.22		537, 393, 323, 291	Hydroxy-oleuropein	Secoiridoid	³²
13	33.29	271	C₂₄H₂₉O₁₃⁻	525.30		363, 319, 249	Demethyl-oleuropein	Secoiridoids	¹⁷
14	33.99	245, 283	C₃₁H₄₁O₁₇⁻	685.16		523, 453, 421, 385	(Iso)Nuezhenide	Iridoid glycoside	³⁶
15	34.85	280, 360	C₂₇H₂₉O₁₇⁻	625.15		463, 301	Quercetin-di-O-hexoside	Flavonol glycoside	Massbank
16	34.95	269, 365	C₂₇H₂₉O₁₆⁻	609.27		447, 301, 179	Quercetin-O-hexoside-O-deoxyhexoside	Flavonol glycoside	Massbank
17	36.21	269, 370	C₂₇H₂₉O₁₆⁻	609.20		463, 447, 301, 271, 179	Quercetin-O-deoxyhexosylhexoside	Flavonol glycoside	³⁹
18	36.86	260, 345	C₂₇H₂₉O₁₅⁻	593.26		447, 431, 285	Luteolin-O-robinoside	Flavone glycoside	⁶¹
19	37.02	260, 345	C₂₇H₂₉O₁₅⁻	593.14		447, 285	Luteolin-O-rutinoside	Flavone glycoside	³²
20	38.2	246, 283	C₃₁H₄₁O₁₈⁻	701.18		565, 539, 377, 307, 275	Oleuropein-O-hexoside	Secoiridoid	⁶³
21	38.43	265, 370	C₂₁H₁₉O₁₂⁻	463.06		301, 271,179	Quercetin-O-hexoside	Flavonol glycoside	³⁸
22	38.44	249, 345	C₂₁H₁₉O₁₁⁻	447.11	449	327,285, 199, 179, 151	Luteolin-O-hexoside	Flavone glycoside	¹⁷
23	39.41	255, 280	C₃₁H₄₁O₁₇⁻	685.04		539, 377, 307, 275	Oleuropein-O-deoxyhexoside	Secoiridoid	–
24	39.48	255, 360	C₂₃H₂₁O₁₃⁻	505.30		463, 301	Unknown	Flavonoid	–
25	41.38	260, 340	C₃₃H₃₉O₁₈⁻	723.30		577, 559, 457, 269	Apigenin-O-dideoxyhexoside-hexoside	Flavone glycoside	–
26	41.52	260, 340	C₂₇H₂₉O₁₄⁻	577.13	579.01	415, 269	Apigenin-O-hexosyldeoxyhexoside	Flavone glycoside	Pubchem
27	42	249, 284, 330	C₂₉H₃₆O₁₅⁻	623.32		461,342,315	Verbascoside	Phenylethanoid glycoside	³³
28	42.69	235, 345	C₂₈H₃₁O₁₅⁻	607.22		299, 284	Diosmin	Flavone glycoside	⁶¹
29	43.12	260, 337	C₂₇H₃₁O₁₄⁺		579.21	433, 417, 271	Apigenin-O-deoxyhexoside-O-glucoside	Flavone glycoside	⁶¹
30	43.58	260, 337	C₂₁H₁₉O₁₀⁻	431.31	433.02	269	Apigenin-O-hexoside	Flavone glycoside	³⁸
31	43.96	246	C₂₅H₂₉O₁₅⁻	569.04		537, 407, 389	Oleuropeinic acid	Secoiridoid	³⁷
32	45.14	235, 345	C₂₂H₂₁O₁₁⁻	461.01	462.98	299, 285	Diosmetin-O-hexoside	Flavone glycoside	³⁸
33	45.49	230, 281	C₂₅H₃₁O₁₃⁻	539.14		377, 307, 275, 223	Oleuropein	Secoiridoid	³⁵
34	45.47	225, 280	C₂₅H₃₃O₁₃⁻	541.12		378, 308, 276	Hydro oleuropein	Secoiridoid	⁶¹
35	46.53	230, 280	C₂₇H₃₅O₁₄⁻	583.09		537, 461, 375, 273	Lucidumoside C	Secoiridoid glycoside	^36,60
36	49.91	nd	C₂₀H₂₃O₆⁺		359	341,327,235, 219, 205	Pinoresinol	Lignan	³⁸ , FooDB
37	50.84	235, 280	C₂₅H₃₂O₁₂⁻	523.17		361, 291, 259, 223	Ligstroside	Secoiridoid glycoside	¹⁷
38	55.50	265, 370	C₁₅H₁₁O₇⁺		303	285, 257, 165, 137	Quercetin	Flavonol	HMDB
39	55.91	268, 350	C₁₅H₉O₆⁻	285.23		257, 151, 133, 107	Luteolin	Flavone	⁶¹
40	61.11	230, 280	C₄₂H₅₄O₂₃⁻	925.04		893, 539, 377, 345, 307	Jaspolyoside	Secoiridoid glycoside	⁶¹
41	62.76	236, 282	C₁₉H₂₁O₈⁻	377.17		345, 307, 275, 241	Oleuropein aglycone	Secoiridoid	³³
42	64.86	267, 337	C₁₆H₁₁O₆⁻	299.03	301	285, 151	Diosmetin	Flavone	³⁸
43	74.30	235	C₃₀H₄₉O₅⁺		489.01	471, 425	Dihydroxyursolic acid	Triterpenoid	³⁶ FooDB
44	75.61	234	C₃₀H₄₇O₅⁺		487.36	469, 439, 405	Dihydroxy-oxo-oleanenoic acid	Triterpenoid	⁶⁴
45	76.68	234	C₃₀H₄₇O₄⁺		471.14	453, 425, 407, 395	Hydroxy-oxo-oleanenoic acid	Triterpenoid	⁶⁴
46	79.75	235	C₃₀H₄₉O₃⁺		457.25	439, 411, 393, 191	Oleanolic acid/Ursolic acid	Triterpenoid	⁶⁵
47	83.8	234	C₃₀H₅₁O₂⁺		443.15	425, 407, 289	Uvaol/eryrthodiol	Triterpenoid	HMDB
48	84.29	234	C₃₀H₄₉O₃⁺		457.22	439, 393, 176	Betulinic acid	Triterpenoid
49	86.47	234	C₃₀H₄₉O₄⁺		473.35	455, 427, 409	Maslinic acid	Triterpenoid	⁴⁷, HMDB

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Table 1 Metabolites identified in O. europaea leaf extracts by LC/MS in both positive and negative modes.

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