Chemistry of Myrtaceous Phloroglucinols

NO Compound Information Name MF MW Optical Value Source Structure Biosynthetic Precursor Reference
1 methylene-bis-aspidinol C25H32O6 460.52 Calyptranthes pallens Dimeric phloroglucinol 1-1.png
2 robustaol A C25H30O9 474.5 Eucalyptus robusta Dimeric phloroglucinol 2-1.png
3 5,5'-methylenebis(2,4,6-trihydroxy-3-(3-methylbutanoyl)benzaldehyde) C25H28O10 488.48 Eucalyptus saligna Dimeric phloroglucinol 3-1.png
4 loxophlebal A C25H28O9 472.48 Eucalyptus loxophleba Dimeric phloroglucinol 4-1.png
5 sideroxylonal C C26H28O10 500.49 0 Eucalyptus albens Eucalyptus melliodora Dimeric phloroglucinol 5-1.png
6 sideroxylonal B C26H28O10 500.49 0 Eucalyptus sideroxylon Dimeric phloroglucinol 6-1.png
7 sideroxylonal A C26H28O10 500.49 0 Eucalyptus sideroxylon Dimeric phloroglucinol 7-1.png
8 loxophlebal B C25H28O9 472.48 Eucalyptus loxophleba Dimeric phloroglucinol 8-1.png
9 grandinal C26H28O10 500.49 0 Eucalyptus grandis Dimeric phloroglucinol 9-1.png
10 rhodomyroxin B C24H28O7 428.47 Rhodomyrtus macrocarpa Dimeric phloroglucinol 10-1.png
11 rhodomyroxin C C24H28O7 428.47 Rhodomyrtus macrocarpa Dimeric phloroglucinol 11-1.png
12 1,3,7,9-tetrahydroxy-4,6-dimethyl-2,8-di(2-methylpropionyl)-dibenzofuran C22H24O7 400.42 Pilidiostigma glabrum Dimeric phloroglucinol 12-1.png
13 (S)-2-methyl-1-(1,3,7,9-tetrahydroxy-8-isobutyryl-4,6-dimethyldibenzo[b,d]furan-2-yl)butan-1-one C23H26O7 414.45 +162.0 Pilidiostigma glabrum Dimeric phloroglucinol 13-1.png
14 1,1'-(1,3,7,9-tetrahydroxydibenzo[b,d]furan-2,8-diyl)bis(ethan-1-one) C16H12O7 316.27 Myrtus communis Dimeric phloroglucinol 14-1.png
15 (S)-2-methyl-1-(1,3,7,9-tetrahydroxy-2,8-dimethyl-6-((R)-2-methylbutanoyl)dibenzo[b,d]furan-4-yl)butan-1-one C24H28O7 428.47 +287.0 Pilidiostigma glabrum Dimeric phloroglucinol 15-1.png
16 (S)-2-methyl-1-(1,3,7,9-tetrahydroxy-6-isobutyryl-2,8-dimethyldibenzo[b,d]furan-4-yl)butan-1-one C23H26O7 414.45 +110.0 Pilidiostigma glabrum Dimeric phloroglucinol 16-1.png
17 1,3,7,9-tetrahydroxy-2,8-dimethyl-4,6-di(2-methylpropionyl)-dibenzofuran C22H24O7 400.42 Pilidiostigma glabrum Dimeric phloroglucinol 17-1.png
18 ψ-rhodomyrtoxin C24H28O7 428.47 Rhodomyrtus cacrocarpa Dimeric phloroglucinol 18-1.png
19 (+)-xanchryone F C35H32O9 596.63 +46.5 Xanthostemon chrysanthus Dimeric phloroglucinol 19-1.png
20 (−)-xanchryone F C35H32O9 596.63 −42.5 Xanthostemon chrysanthus Dimeric phloroglucinol 20-1.png
21 (+)-xanchryone G C35H32O9 596.63 +61.3 Xanthostemon chrysanthus Dimeric phloroglucinol 21-1.png
22 (−)-xanchryone G C35H32O9 596.63 −54.0 Xanthostemon chrysanthus Dimeric phloroglucinol 22-1.png
23 nor-semimyrtucommulone C24H32O7 432.51 Myrtus communis Dimeric phloroglucinol 23-1.png
24 semimyrtucommulone C25H34O7 446.53 Myrtus communis Dimeric phloroglucinol 24-1.png
25 callistenone C C25H34O7 446.53 +4.5 Callistemon lanceolatus Dimeric phloroglucinol 25-1.png
26 4-(1-(2,6-dihydroxy-3-isobutyryl-4-methoxyphenyl)-3-methylbutyl)-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione C26H36O7 460.56 Kunzeu ericoides Dimeric phloroglucinol 26-1.png
27 4-(1-(2,6-dihydroxy-4-methoxy-3-(3-methylbutanoyl)phenyl)-3-methylbutyl)-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione C27H38O7 474.59 Kunzeu ericoides Dimeric phloroglucinol 27-1.png
28 corymbone B C31H38O7 522.63 +11.5 Corymbia peltata Dimeric phloroglucinol 28-1.png
29 corymbone A C35H38O7 570.67 +12.7 Corymbia peltata Dimeric phloroglucinol 29-1.png
30 4-(1-((S)-5,7-dihydroxy-8-methyl-4-oxo-2-phenylchroman-6-yl)-3-methylbutyl)-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione C31H36O7 520.61 −55.4 Kunzea ambigua Dimeric phloroglucinol 30-1.png
31 baeckenone B C23H26O9 446.45 0 Baeckea frutescens Dimeric phloroglucinol 31-1.png
32 baeckenone C C28H28O9 508.52 +21.55 Baeckea frutescens Dimeric phloroglucinol 32-1.png
33 5,7-dihydroxy-8-(1-(2-hydroxy-4-methoxy-3,3,5-trimethyl-6-oxocyclohexa-1,4-dien-1-yl)-2-methylpropyl)-6-methyl-2-phenylchroman-4-one C30H34O7 506.59 Baeckea frutescens Dimeric phloroglucinol 33-1.png
34 callistenone A C25H32O6 428.52 +2.5 Callistemon lanceolatus Dimeric phloroglucinol 34-1.png
35 callistenone G C26H34O6 442.54 +2.9 Callistemon viminalis Dimeric phloroglucinol 35-1.png
36 6-methylisomyrtucommulone B C25H32O6 428.52 0 Myrtus communis Dimeric phloroglucinol 36-1.png
37 isomyrtucommulone B C24H30O6 414.49 Myrciaria dubia Dimeric phloroglucinol 37-1.png
38 myrciarone A C25H32O6 428.52 Myrciaria dubia Dimeric phloroglucinol 38-1.png
39 rhodomyrtone C26H34O6 442.54 Rhodomyrtus tomentosa Dimeric phloroglucinol 39-1.png
40 rhodomyrtosone H C26H34O6 442.54 +62.2 Rhodomyrtus tomentosa Dimeric phloroglucinol 40-1.png
41 myrciarone B C25H32O6 428.52 Myrciaria dubia Dimeric phloroglucinol 41-1.png
42 (+)-tomentodione S C28H30O6 462.54 +17.5 Rhodomyrtus tomentosa Dimeric phloroglucinol 42-1.png
43 (−)-tomentodione S C28H30O6 462.54 −17.9 Rhodomyrtus tomentosa Dimeric phloroglucinol 43-1.png
44 rhodomyrtosone I C28H30O6 462.53 −45.0 Rhodomyrtus tomentosa Dimeric phloroglucinol 44-1.png
45 myrtucommlone B C24H30O6 414.49 Myrtus communis Dimeric phloroglucinol 45-1.png
46 (+)-callistenone B C25H32O6 428.52 +201.3 Callistemon lanceolatus Dimeric phloroglucinol 46-1.png
47 (−)-callistenone B C25H32O6 428.52 −224.7 Callistemon salignus Dimeric phloroglucinol 47-1.png
48 callistenone F C26H34O6 442.54 +3.6 Callistemon viminalis Dimeric phloroglucinol 48-1.png
49 (+)-callistenone H C26H34O6 442.54 +2.0 Callistemon viminalis Dimeric phloroglucinol 49-1.png
50 (−)-callistenone H C26H34O6 442.54 −88.3 Callistemon salignus Dimeric phloroglucinol 50-1.png
51 4-methylmyrtucommulone B C25H32O6 428.53 0 Myrtus communis Dimeric phloroglucinol 51-1.png
52 callistenone N C26H34O6 442.54 +91.8 Callistemon viminalis Dimeric phloroglucinol 52-1.png
53 callistenone P C27H36O6 456.58 −7.1 Callistemon viminalis Dimeric phloroglucinol 53-1.png
54 rhodomyrtosone B C26H34O6 442.54 Rhodomyrtus tomentosa Dimeric phloroglucinol 54-1.png
55 callistenone I C27H36O6 456.57 Callistemon viminalis Dimeric phloroglucinol 55-1.png
56 rhodomyrtosone F C27H36O6 456.57 0 Syncarpia glomulifera Dimeric phloroglucinol 56-1.png
57 callistenone O C25H32O6 428.53 +30.1 Callistemon viminalis Dimeric phloroglucinol 57-1.png
58 callisalignone C C26H34O6 442.54 −131.0 Callistemon salignus Dimeric phloroglucinol 58-1.png
59 rhodomyrtosone E C30H34O6 490.59 Eucalyptus citriodora Dimeric phloroglucinol 59-1.png
60 (+)-tomentodione T C26H34O6 442.55 +12.2 Rhodomyrtus tomentosa Dimeric phloroglucinol 60-1.png
61 (−)-tomentodione T C26H34O6 442.55 −13.4 Rhodomyrtus tomentosa Dimeric phloroglucinol 61-1.png
62 BF-4 C30H32O6 488.57 0 Baeckea frutescens Dimeric phloroglucinol 62-1.png
63 BF-5 C30H32O6 488.57 0 Baeckea frutescens Dimeric phloroglucinol 63-1.png
64 BF-6 C33H30O6 522.59 0 Baeckea frutescens Dimeric phloroglucinol 64-1.png
65 kunzeanone B C31H34O6 502.6 −144.8 Kunzea ambigua Dimeric phloroglucinol 65-1.png
66 kunzeanone A C31H34O6 502.6 +87.8 Kunzea ambigua Dimeric phloroglucinol 66-1.png
67 (+)-cleistoperlone A C36H34O8 594.65 +25.0 Cleistocalyx operculatus Dimeric phloroglucinol 67-1.png
68 (−)-cleistoperlone A C36H34O8 594.65 −24.0 Cleistocalyx operculatus Dimeric phloroglucinol 68-1.png
69 (+)-cleistoperlone B C36H34O8 594.65 +19.7 Cleistocalyx operculatus Dimeric phloroglucinol 69-1.png
70 (−)-cleistoperlone B C36H34O8 594.65 −19.5 Cleistocalyx operculatus Dimeric phloroglucinol 70-1.png
71 callistemonol A C23H28O9 448.47 0 Callistemon viminalis Dimeric phloroglucinol 71-1.png
72 callistemenonone A C24H30O9 462.49 0 Callistemon viminalis Dimeric phloroglucinol 72-1.png
73 pilidiostigmin C22H24O8 416.43 Pilidiostigma glabrum Dimeric phloroglucinol 73-1.png
74 usnome A C18H16O7 344.32 +492.8 Myrtus communis Dimeric phloroglucinol 74-1.png
75 isousnic acid C18H16O7 344.32 Myrtus communis Dimeric phloroglucinol 75-1.png
76 rhodomyrtosone D C25H32O6 428.52 Rhodomyrtus tomentosa Dimeric phloroglucinol 76-1.png
77 rhodomyrtosone A C26H32O7 456.53 −1.1 Rhodomyrtus tomentosa Dimeric phloroglucinol 77-1.png
78 callistenone L C27H34O7 470.55 −5.8 Callistemon viminalis Dimeric phloroglucinol 78-1.png
79 watsonianone B C31H34O7 518.6 +5.0 Corymbia watsoniana Dimeric phloroglucinol 79-1.png
80 rhodomyrtosone G C26H32O7 456.53 −4.1 Rhodomyrtus tomentosa Dimeric phloroglucinol 80-1.png
81 callistenone M C27H34O7 470.55 −8.9 Callistemon viminalis Dimeric phloroglucinol 81-1.png
82 (+)-myrtuspirone C25H32O7 444.52 +93 Myrtus communis Dimeric phloroglucinol 82-1.png
83 (−)-myrtuspirone C25H32O7 444.52 −88 Myrtus communis Dimeric phloroglucinol 83-1.png
84 watsonianone A C25H36O6 432.55 Corymbia watsoniana Dimeric phloroglucinol 84-1.png
85 watsonianone C C31H38O8 538.64 +10.2 Corymbia watsoniana Dimeric phloroglucinol 85-1.png
86 ericifolione C30H44O6 500.67 −35.6 Kunzea ericifolia Dimeric phloroglucinol 86-1.png
87 (+)-xanthchrysone A C34H32O10 600.62 +190.1 Xanthostemon chrysanthus Dimeric phloroglucinol 87-1.png
88 (−)-xanthchrysone A C34H32O10 600.62 −187.5 Xanthostemon chrysanthus Dimeric phloroglucinol 88-1.png
89 (+)-xanthchrysone B C33H32O9 572.61 +10.5 Xanthostemon chrysanthus Dimeric phloroglucinol 89-1.png
90 (−)-xanthchrysone B C33H32O9 572.61 –7.2 Xanthostemon chrysanthus Dimeric phloroglucinol 90-1.png
91 (+)-xanthchrysone C C35H34O10 614.65 +46.6 Xanthostemon chrysanthus Dimeric phloroglucinol 91-1.png
92 (−)-xanthchrysone C C35H34O10 614.65 –41.2 Xanthostemon chrysanthus Dimeric phloroglucinol 92-1.png