. 2019 Feb 14;24(4):684. doi: 10.3390/molecules24040684

Table 1.

Relative concentrations of the major compounds identified in resin and hydrogenated resin of Azorella compacta.

Structure Number ^a	Compound	Composition ^b	MW	ID ^c	Resin (n = 7)	Hydrogenated Resin (n = 4)
I	Spathulenol	C₁₅H₂₄O	220	S	1.4
II	Spathulanol	C₁₅H₂₆O	222	S		3
III	20-Normulina-11,13-diene	C₁₉H₃₀	258	T	0.5
IV	20-Norazorell-13-ene	C₁₉H₃₀	258	T	1
V	20-Norazorellane, α + β	C₁₉H₃₂	260	T		1
VI	20-Normulinane, α + β	C₁₉H₃₄	262	T		0.3
VII	13β(H)-Azorell-14-ene	C₂₀H₃₂	272	T	9
VIII	Azorell-13-ene	C₂₀H₃₂	272	I	2
IX	13α(H)-Azorell-14-ene	C₂₀H₃₂	272	T	2.5
X	13β(H)-Mulina-11,14-diene	C₂₀H₃₂	272	I	16
XI	Mulina-11,13-diene	C₂₀H₃₂	272	L	7
XII	13α(H)-Mulina-11,14-diene	C₂₀H₃₂	272	I	4
XIII	13β(H)-Azorellane	C₂₀H₃₄	274	I		26
XIV	13α(H)-Azorellane	C₂₀H₃₄	274	I		15
XV	13β(H)-Mulinane	C₂₀H₃₆	276	I		11
XVI	13α(H)-Mulinane	C₂₀H₃₆	276	I		8
XVII	13-Hydroxyazorellanes	C₂₀H₃₄O	290	L		14
XVIII	13α-Hydroxymulinane	C₂₀H₃₆O	292	L		22
XIX	13β(H)-Mulina-11,14-dien-20-oic acid	C₂₀H₃₀O₂	302	S	10
XX	Mulina-11,13-dien-20-oic acid	C₂₀H₃₀O₂	302	S	100
XXI	Azorell-13-en-20-oic acid	C₂₀H₃₀O₂	302	S	17
XXII	13β(H)-Azorellan-20-oic acid	C₂₀H₃₂O₂	304	S		5
XXIII	13α(H)-Azorellan-20-oic acid	C₂₀H₃₂O₂	304	S		30
XXIV	13β(H)-Mulinan-20-oic acid	C₂₀H₃₄O₂	306	S		44
XXV	13α(H)-Mulinan-20-oic acid	C₂₀H₃₄O₂	306	S		100
XXVI	Mulinol	C₂₀H₃₄O₂	306	L	7
XXVII	Dihydromulinol	C₂₀H₃₆O₂	308	I		6
XXVIII	13α-Hydroxymulin-11-en-20-oic acid	C₂₀H₃₂O₃	320	S	8
XXIX	13α-Hydroxymulinan-20-oic acid	C₂₀H₃₄O₃	322	S		25
XXX	20-Acetoxymulina-11,13-diene	C₂₂H₃₄O₂	330	L	15
XXXI	13α,14β-Dihydroxymulin-11-en-20-oic acid	C₂₀H₃₀O₄	336	L	11
XXXII	13α,14β-Dihydroxymulinan-20-oic acid	C₂₀H₃₄O₄	338	I		32
XXXIII	Azorellanol	C₂₂H₃₆O₃	348	L	16	12

^a Structures are shown in Appendix A. ^b Listed as the natural products, polar compounds analyzed as methyl esters and/or trimethylsilyl derivatives. ^c Identification: I = interpretation and correlation of MS fragmentation pattern and GC retention time as derivative from standard, T = suggested interpretation based on MS and GC retention time only, S = standard, L = literature citation, n = number of analyses.