. 2019 Oct 15;10:1265. doi: 10.3389/fpls.2019.01265

Table 7.

Putative identification of phytocannabinoids, flavonoids, lignans, stilbenoids, and alkaloids based on (full scan data dependent) FS-dda-MS² characterization and chromatographical behavior.

Class	Compound	Formula	RT (min)	(M+H)⁺	dda-MS fragment^a	FC, P-value Futura 75 vs./Finola^b
*Phytocannabionoids*
CBG cannabigerol -type	CBGVA	C₂₀H₂₈O₄	26.03	333.2060	173.0962^a	ns^c
	6,7-epoxy-CBG	C₂₁H₃₂O₃	24.94	333.2424	315.1867^a	−3.41, 0.00045
	6,7-epoxy-CBGA	C₂₂H₃₂O₅	23.25	377.2323	341.2113^a	−1.97, 0.00022
	CBG	C₂₁H₃₂O₂	27.26	317.2475	193.1223^a	2.11, 0.000051
	CBGA	C₂₂H₃₂O₄	27.21	361.2375	219.1017^a	0.95, 0.00082
	Sesqui-CBG	C₂₆H₄₀O₂	30.63	385.3173	193.1223^a	ns
CBD (cannabidiol) –type	CBDO ^d	C₁₇H₂₂O₂	23.78	259.1693	187.0754^a	ns
	CBDOA	C₁₈H₂₂O₄	23.41	303.1591	285.1485^a	ns
	CBDV	C₁₉H₂₆O₂	25.33	287.2006	165.0914^a	−4.97, 0.0037
	CBDVA	C₂₀H₂₆O₄	24.94	331.1904	313.1801^a	−3.28, 0.016
	Nor-CBD^e	C₂₀H₂₈O₂	26.36	301.2162	179.1070^a	−2.85, 0.013
	Nor-CBDA	C₂₀H₂₈O₄	25.85	345.2060	327.1956^a	−3.22,0.0015
	CBD	C₂₁H₃₀O₂	27.38	315.2319^a	193.1223	ns
	CBDA	C₂₂H₃₀O₄	26.77	359.2219	341.2114^a	ns
Δ⁹-THC tetrahydrocannabinol –type	THCV	C₁₉H₂₆O₂	27.17	287.2006	165.0914^a	ns
	THCVA	C₂₀H₂₆O₄	28.90	331.1904	313.1801^a	ns
	Nor-THC	C₂₀H₂₈O₂	28.34	301.2162^a	179.1070	−1.09,0.0191
	Nor-THCA	C₂₀H₂₈O₄	25.85	345.2060	327.1956^a	−0.95, 0.00021
	THC	C₂₁H₃₀O₂	29.43	315.2319^a	193.1223	−2.91, 0.0052
	THCA	C₂₂H₃₀O₄	30.54	359.2219	341.2114	ns
CBC cannabichromene -type	CBCO	C₁₇H₂₂O₂	25.74	259.1693	187.0754^a	−1.11, 0.025
	CBCOA	C₁₉H₂₆O₂	27.65	303.1591	285.1485^a	−0.58, 0.0042
	CBCV	C₁₉H₂₆O₂	27.52	287.2006	165.0914^a	−4.42, 0.0041
	CBCVA	C₂₀H₂₆O₄	29.64	331.1904^a	313.1801	−3.82, 0.0016
	Nor-CBC	C₂₀H₂₈O₂	28.69	301.2162^a	179.1070	0.72, 0.0078
	Nor-CBCA	C₂₀H₂₈O₄	29.47	345.2060	327.1956^a	4.0, 0.0001
	CBC	C₂₁H₃₀O₂	29.82	315.2319	193.1223^a	0.55, 0.0014
	CBCA	C₂₂H₃₀O₄	31.00	359.2219	341.2114^a	0.31, 0.0241
CBL cannabicyclol -type	CBLV	C₁₉H₂₆O₂	28.58	287.2006^a	165.0914	ns
	CBLVA	C₂₀H₂₈O₂	29.47	331.2162	191.0703^a	ns
	Nor-CBL	C₂₀H₂₈O₂	29.62	301.2162	179.1070^a	ns
	Nor- CBLA	C₂₀H₂₈O₄	30.53	345.2060	205.0859^a	ns
	CBL	C₂₁H₃₀O₂	30.69	315.2319 ^a	193.1223	ns
	CBLA	C₂₂H₃₀O₄	33.34	359.2219	341.2114^a	ns
CBCT cannabicitran -type	CBCTV	C₁₉H₂₆O₂	28.58	287.2006^a	165.0914	ns
	CBCT	C₂₁H₃₀O₂	30.70	315.2319	193.1223^a	ns
	CBCTA	C₂₂H₃₀O₄	33.74	359.2219	341.2114^a	ns
CBN cannabinol -type	CBN	C₂₁H₂₆O₂	28.94	311.2007^a	223.1118	−1.93, 0.0062
CBN cannabinol -type	CBNA	C₂₂H₂₆O₄	30.03	355.1904	337.1800^a	ns
CBE cannabielsoin -type	CBEVA	C₂₀H₂₆O₅	23.06	347.1853	329.1755^a	0.90, 0.0062
CBE cannabielsoin -type	CBEA	C₂₂H₃₀O₅	26.55	375.2176	357.2061^a	0.57, 0.0020
CBND cannabinodiol type	CBND	C₂₁H₂₆O₂	23.62	311.2007^a	223.1118	ns
CBND cannabinodiol type	CBDNA	C₂₂H₂₆O₄	23.34	355.1904	337.1800^a	ns
Miscellaneous types	Cannabifuranic acid (CBFA)	C₂₂H₂₆O₄	30.03	355.1904	337.1800^a	ns
	Cannabiripsol (CBR)	C₂₁H₃₂O₄	22.12	349.2373^a	331.2276	ns
	Cannabicoumaronone (CBON)	C₂₁H₂₈O₃	29.75	329.2111	98.9843^a	ns
	Cannabichromanone (CNCN)	C₂₀H₂₈O₄	25.46	333.2060	95.0857^a	ns
	5-Acetoxy-6-geranyl-3-n-pentyl-1,4-benzoquinone	C₂₃H₃₂O₄	28.81	373.2373	209.1173	1.7, 0.0074
*Flavonoids*
Isoprenoid flavones	Cannaflavin A	C₂₆H₂₈O₆	26.82	437.1964	313.0709^a	4.14, 0.00037
	Cannaflavin B	C₂₁H₂₀O₆	22.83	369.1333	313.0709^a	2.7, 0.000017
	Cannaflavin C	C₂₆H₂₈O₆	25.36	437.1964	313.0709	9.76, 0.000002
*Lignans*
Phenolic amides	N-trans-coumaroyltyramine	C₁₇H₁₇NO₃	15.46	284.1282	147.0442^a	ns
	N-trans-feruloyltyramine	C₁₈H₁₉NO₄	15.67	314.1387	177.0548	ns
	N-trans-caffeoyltyramine	C₁₇H₁₇NO₄	13.39	300.1230	147.0442^a	ns
Lignanamides	Cannabisin D	C₃₆H₃₆N₂O₈	18.31	625.2544	325.1072	1.68, 0.0004
Lignanamides	Grossamnide	C₃₆H₃₈N₂O₉	16.52	643.2650	462.1906	2.74, 0.021
*Stilbenoids*
Phenathrenes	4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene	C₁₇H₁₈O₅	20.34	303.1227	271.0964	−3.06, 0.023
Phenathrenes	Denbinobin	C₁₆H₁₂O₅	21.33	285.0575	242.0573	0.71, 0.0050
Dihydrostibenes	Canniprene	C₂₁H₂₆O₄	23.40	343.1904	287.1270	−3, 0.0050
	Cannithrene 1	C₁₅H₁₄O₃	18.45	243.1016	215.1067	4.15, 0.00016
	Cannithrene 2	C₁₆H₁₆O₃	21.17	273.1124	241.0861^a	1.37, 0.00075
	Cannabistilbene I	C₂₀H₂₄O₃	24.94	313.1798	191.0720^a	−0.66, 0.016
	Dihydroresveratrol	C₁₄H₁₄O₃	25.68	231.1016	91.0544^a	ns
Spiroindans	Cannabispiran	C₁₅H₁₈O₃	19.00	247.1329	189.0909^a	3.91, 0.0006
	Cannabispirenone	C₁₅H₁₆O₃	18.29	245.1172^a	163.0749	4.77, 0.00038
	Cannabispiradienone	C₁₅H₁₄O₃	17.63	243.1016^a	165.0702	4.15, 0.00015
	Cannabispiranol	C₁₅H₂₀O₃	18.98	249.1485	137.0598^a	4.65, 0.0008
*Alkaloids*
	Hordenine	C₁₀H₁₅NO	1.54	166.1226^a	121.0648	4.02, 0.000001

RT, retention time; (M+H)⁺, exact mass of pseudomolecular ion acquired in full scan mode; DDA-MS fragment ^a the base fragment in MS-MS spectrum; FC-fold change; Futura 75 vs./Finola ^b Positive value of FC indicates red region from Volcano plot graphic – the compounds that are up-regulated in Futura 75 vs. Finola, Negative value of FC indicates red region from Volcano plot graphic – the compounds that are down-regulated in Futura 75 vs. Finola; ns ^c not significant differences between two chemovars; O ^d (orcol) C1 side chain length for cannabinoids; Nor ^e C4 side chain length for cannabinoids.