. 2011 Nov 21;9(11):2438–2468. doi: 10.3390/md9112438

Table S1.

List of compounds isolated from Portieria (syn. Desmia and Chondrococcus) hornemannii, based on previous studies.

Reference	Cpd #	Name	Mol. Formula	Description	Specimen Source
[18]	1	Myrcene	C₁₀H₁₆	acyclic halogenated monoterpene	Amami Is., Japan
	2	7-chloro-myrcene	C₁₀H₁₅Cl	"	"
	3	7-bromo-myrcene	C₁₀H₁₅Br	"	"
	4	(Z)-10-bromo-myrcene	C₁₀H₁₅Br	"	"
	5	(E)-10-bromo-myrcene	C₁₀H₁₅Br	"	"
	6	(Z)-10-bromo-7-chloro-myrcene	C₁₀H₁₄BrCl	"	"
	7	(E)-10-bromo-7-chloro-myrcene	C₁₀H₁₄BrCl	"	"
	8	3-chloro-7, (Z)-10-dibromo-myrcene	C₁₀H₁₃Br₂Cl	"	"
	9	(Z)-10-chloro-3,7-dibromo-myrcene	C₁₀H₁₃Br₂Cl	"	"
	10	3-bromo-7-chloro-myrcene	C₁₀H₁₄BrCl	"	"
	11	7-bromo-10-chloro-myrcene	C₁₀H₁₄BrCl	"	"
	12	-	C₁₀H₁₅Br	cyclic halogenated monoterpene	"
[19]	1	chondrocole A	C₁₀H₁₄BrClO	"	Hawaii
	2	chondrocole B	C₁₀H₁₄BrClO	"	Hawaii
[46]	3	-	C₁₀H₁₅Cl₃Br₂	acyclic halogenated monoterpene	Black Point, Oahu, Hawaii
	4	-	C₁₀H₁₆Cl₃Br	"	"
	5	-	C₁₀H₁₅Cl₂Br	"	"
	6	-	C₁₀H₁₆Cl₂Br₂	"	Halona Blowhole Is, Oahu, Hawaii
	10	-	C₁₀H₁₆Cl₂Br₂	acyclic halogenated monoterpene	"
	11	6-bromo-2-chloromyrcene	C₁₀H₁₅ClBr	"	Black Point, Oahu, Hawaii
	12	chondrocole c	C₁₀H₁₄Br₂O	cyclic halogenated monoterpene	"
	13	-	C₁₀H₁₅Cl₃Br₂	acyclic halogenated monoterpene	Hawaii
	14	Z-3-bromomethylene-7-methyl-1,6-octadiene	C₁₀H₁₆ClBr₂	"	Halona Blowhole Is., Oahu, Hawaii
	15	-	C₁₀H₁₄Br₂Cl₂	cyclic halogenated monoterpene	"
[47]	1	myrcene	C₁₀H₁₆	acyclic halogenated monoterpene	Kada Coast, Wakayama Pref., Japan
	2	7-chloro-myrcene	C₁₀H₁₅Cl	"	"
	3	7-bromo-myrcene	C₁₀H₁₅Br	"	"
	4	3,7-dichloro-myrcene	C₁₀H₁₄C_l2	"	"
	5	(Z)-10-bromo-3-methoxy-α-myrcene	C₁₁H₁₇OBr	"	"
	6	(E)-10-bromo-3-methoxy-α-myrcene	C₁₁H₁₇OBr	"	"
	7	3-bromo-7-chloro-myrcene	C₁₀H₁₄BrCl	"	"
	8	(Z)-10-bromo-1-methoxy-myrcene	C₁₁H₁₇OBr	"	"
	9	(E)-10-bromo-1-methoxy-myrcene	C₁₁H₁₇OBr	"	"
[48]		(−)-3-bromomethyl-3-chloro-7-methyl-1,6-octadiene	C₁₀H₁₆BrCl	"	Trincomalee (Foul Point) Sri Lanka
[49]		2-(1-chloro-2-hydroxyethyl)-4,4-dimethylcyclohexa-2, 5-dienone: a precursor of 4,5-dimethylbenzo [b] furan	-	-	-
[20]	1	(2Z,6E)-1,8-dichloro-3-chloromethyl-7-methylocta-2,6-diene	C₁₀H₁₅Cl3	acyclic halogenated monoterpene	Rib Reef, Great Barrier Reef, Australia
	2	(E)-1,2-dibromo-3-chloromethylene-7-methyloct-6-ene	C₁₀H₁₅Br₂Cl	"	"
	3	(Z)-1-chloro-3-chloromethyl-7-methylocta-2,6-diene	C₁₀H₁₆Cl2	"	"
	4	(Z)-1,6-dichloro-3-chloromethyl-7-methylocta-2,7-diene	C₁₀H₁₅Cl3	"	"
	5	(2R,3(8)E,4S,6R*)-6-bromo-2-chloro-1,4-oxido-3,(8)-ochtodene	C₁₀H₁₄BrClO	epimeric bicyclic monoterpene	"
	6	(2S,3(8)E,4S,6R*)-6-bromo-2-chloro-1,4-oxido-3,(8)-ochtodene	C₁₀H₁₄BrClO	"	"
[50]		(Z)-3-bromo-8-chloro-6-chloromethyl-2-methylocta-1,6-diene (9,6-hydroxymethyl-2-methylocta-2,8-dien-6-ol	-	-	-
[21]	1	(2Z)-6-bromo-3-chloromethyl-1,7-dichloro-7-methylocta-2-ene	C₁₀H₁₆Cl₃Br	acyclic halogenated monoterpene	Nelly Bay, Magnetic Island, Queensland, Australia
	2	(2Z,6E)-3-chloromethyl-1-chloroocta-2,6-dien-8-al	C₁₀H₁₄OCl₂	"	"
	3	3-methoxymethyl-6-methoxyl-7-methylocta-1,7(10)-dien-3-ol	C₁₂H₂₂ O₃	"	"
	4	(2Z,6S)-3-chloromethyl-1-methylocta-2,7(10)-dien-6-ol	C₁₁H₁₉ O₂Cl	"	"
	5	(2Z,6S)-3-chloromethyl-6-methylocta-2,7(10)-dien-1-ol	C₁₁H₁₉ O₂Cl	"	"
[22]	1	halomon/6(R)-bromo-3(S)-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octene	C₁₀H₁₅Br₂Cl₃	acyclic halogenated monoterpene	Chanaryan, Batan Is., Batanes, Philippines
	2	-	C₁₀H₁₃Cl	cyclic halogenated monoterpene	Banilad, Bacong, Negros Oriental, Philippines
[23]	2	isohalomon	C₁₀H₁₅Br₂Cl₃	acyclic halogenated monoterpene; isomeric with halomon	Chanaryan, Batan Is., Batanes, Philippines
	3	-	C₁₀H₁₄BrCl₃	acyclic halogenated monoterpene	"
	4	-	C₁₀H₁₄Br₂Cl₂	"	"
	5	-	C₁₀H₁₄Br₃Cl	cyclic halogenated monoterpene	"
	6	-	C₁₀H₁₄BrCl₃	"	"
	7	-	C₁₀H₁₃Cl₃	"	"
	8	-	C₁₀H₁₅BrCl₂	acyclic halogenated monoterpene	"
	9	-	C₁₀H₁₆Br₂Cl₂	"	"
	10	-	C₁₀H₁₆BrCl	"	Halona Blowhole Is, Oahu, Hawaii
	11	-	C₁₀H₁₅BrCl	"	"
	12	-	C₁₀H₁₄BrCl	cyclic halogenated monoterpene	"
[8]	1	apakaochtodene A/6(S)-bromo-1,4(S),8(R*)-trichloro-2(Z)-ochtodene	C₁₀H₁₄Cl₃Br	cyclic halogenated monoterpene	Apaka Point Beach, Guam
	2	apakaochtodene B/6(S)-bromo-1,4(S), 8(R*)-trichloro-2(E)-ochtodene	C₁₀H₁₄Cl₃Br	cyclic halogenated monoterpene	Gun Beach; Double Reef; Pago Bay; Guam
[11]	1	myrcene/7-methyl-3-methylene-1,6-octadiene	C₁₀ H₁₆O	acyclic non-halogenated monoterpene	microplantlet culture, Double Reef NW Guam
	2	10E-bromomyrcene/E-3-bromomethylene-7-methyl-1,6-octadiene	C₁₀H₁₅Br	"	"
	3	10Z-bromomyrcene/Z-3-bromomethylene-7-methyl-1,6-octadiene	C₁₀H₁₅Br	"	"
	4	10E-bromo-3-chloro-α-myrcene/E-3-bromomethylene-6-chloro-1,7-octadiene	C₁₀H₁₄BrCl	"	"
	5	-	C₁₀H₁₄Br₂	"	"
	6	apakaochtodene B/6(S)-bromo-1,4(S), 8(R*)-trichloro-2(E)-ochtodene	C₁₀H₁₄BrCl₃	cyclic halogenated monoterpene	"
	7	-	C₁₀ H₁₆O	non-halogenated monoterpene	"
	8	bromomyrcene isomer	C₁₀H₁₅Br	halogenated monoterpene	"
	9	7-chloromyrcene/2-chloro-3-methylene-7-methyl-1,6-octadiene	C₁₀H₁₅Cl	"	"
	10		C₁₀H₁₄Cl	"	"
	11	chloromyrcene derivative	C₁₀H₁₆Cl	"	"
	12	bromomyrcene isomer	C₁₀H₁₅Br	"	"
	13	chloromyrcene derivative	C₁₀H₁₄Cl	"	"
	14	-	C₁₀H₁₈Cl₂	"	"
	15	-	C₁₅H₁₈ O₄	sesquiterpene	"
[13]	5	1,2-dibromoochtoda-3(8),5-dien-4-one	C₂₂H₁₂Br₂O	cyclic halogenated monoterpene	Cape Zampa, Okinawa, Japan
	6	1-bromo-2-chloroochtoda-3(8),5-dien-4-one	C₁₀H₁₂BrClO	"	"
	7	1,2-dichloroochtoda-3(8),5-dien-4-one	C₁₀H₁₂Cl₂O	"	Gushichan coast, Okinawa, Japan
	8	(1Z)-1-bromoochtoda-1,3(8),5-trien-4-one	C₁₀H₁₁BrO	"	Cape Zampa, Okinawa, Japan
	9	(1Z)-1-chloroochtoda-1,3(8),5-trien-4-one	C₁₀H₁₁ClO	"	"
[12]	1	halomon/6(R)-bromo-3(S)-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octene	C₁₀H₁₅Br₂Cl₃	acyclic halogenated monoterpene	Tolagniaro, Fort Dauphin, Madagascar
	2	-	C₁₀H₁₃ClBr	"	"
	3	-	C₁₀H₁₄Cl₂Br	"	"
	4		C₁₀H₁₅Br₂Cl₃	"	"