Table A1.
Metabolites of Spanish Verbascum (Vp: V. pulverulentum; Vs: V. sinuatum; Vt: V. thapsus; Vb: V. boerhavii; Vc: V. creticum; Vd: V. dentifolium; Vg: V. giganteum; Vl: V. lychnitis; Vr: V. rotundifolium; Vv: V. virgatum) and SMILES code.
| Metabolite | Species | Reference | SMILES Code | |
|---|---|---|---|---|
| Monoterpene Iridioids | ||||
| 1 | Aucubin | Vs, Vt, Vl, Vv | [6,9,17] | C1=COC(C2C1C(C=C2CO)O)OC3C(C(C(C(O3)CO)O)O)O |
| 2 | 6-O-β-d-glucopyranosyl aucubin | Vs | [9] | [H][C@@]23C=CO[C@@H](OC1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O)[C@]2([H])C(CO)=C[C@H]3O[C@H]4[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]4O |
| 3 | Sinuatol | Vs | [9,11] | [H][C@@]34C=COC(O[C@H]2O[C@](CO)(O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)[C@@H](O)[C@H](O)[C@H]2O)[C@]3([H])C(CO)=CC4 |
| 4 | 6-O-β-d-xylopyranosyl aucubin | Vs, Vt | [6,9,10,17] | [H][C@@]23C=CO[C@@H](O[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O)[C@]2([H])C(CO)=C[C@H]3O[C@H]4[C@@H](O)O[C@H](CO)[C@@H]4O |
| 5 | 6-O-α-l-sinuatosyl aucubin | Vs | [9,12] | [H][C@@]23C=CO[C@@H](O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)[C@]2([H])C(CO)=C[C@H]3OC5O[C@@H](CO)[C@H](O)[C@@H](OC4OCC(O)C(O)C4O)[C@@H]5O |
| 6 | Sinuatoside | Vs | [9,13] | OCC4=C[C@@H](OC2OC(CO)C(O)C(OC1OCC(O)C(O)C1O)C2O)C5C=CO[C@@H](OC3OC(CO)C(O)C(O)C3O)C45 |
| 7 | Aucuboside | Vs, Vl | [9,13] | C1=COC(C2C1C(C=C2CO)O)OC3C(C(C(C(O3)CO)O)O)O |
| 8 | Catalpol |
Vs, Vt, Vl |
[6,9,17] | C1=COC(C2C1C(C3C2(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O |
| 9 | Isocatalpol | Vt, Vl | [6,9,17] | [H][C@@]24C=CO[C@@H](OC1OC(CO)C(O)[C@H](O)C1O)[C@]2([H])[C@@]3(CO)O[C@H]3[C@H]4O |
| 10 | Methylcatalpol | Vt, Vl | [6,9,17] | CO[C@@H]1[C@@H]2O[C@]2(CO)[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C[C@@H]12 |
| 11 | 6-O-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | CC6O[C@H](O[C@H]3C2C=CO[C@@H](OC1OC(CO)C(O)[C@@H](O)[C@H]1O)C2[C@]4(O)O[C@H]34)C(COC(=O)C=Cc5ccccc5)C(O)[C@@H]6O |
| 12 | Saccatoside | Vt, Vv | [6,9,17] | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O)O |
| 13 | 6-O-(3″-O-p-coumaroyl)-α-Lrhamnopyranosylcatalpol |
Vs, Vt, Vv |
[6,9,17] | C[C@@H]6O[C@@H](O[C@@H]3C2C=CO[C@H](O[C@@H]1OC(CO)[C@H](O)C(O)[C@@H]1O)C2[C@@]4(CO)O[C@@H]34)C(O)C(OC(=O)C=Cc5ccc(O)cc5)[C@@H]6O |
| 14 | 6-O-(4″-O-p-coumaroyl)-α-Lrhamnopyranosylcatalpol | Vt | [6,9,17] | [H][C@@]24C=CO[C@@H](O[C@@H]1OC(CO)[C@H](O)[C@H](O)C1O)[C@]2([H])[C@@]3(CO)O[C@H]3[C@H]4O[C@H]5O[C@@H](C)C(O)C(O)C5OC(=O)C=Cc6ccc(O)cc6 |
| 15 | 6-O-(2″-O-(p-methoxy-trans-cinnamoyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6ccc(C=CC(=O)OC1C(O)[C@H](O)[C@H](C)O[C@@H]1O[C@H]4C3C=CO[C@@H](O[C@H]2OC(CO)[C@@H](O)C(O)[C@H]2O)C3[C@]5(CO)O[C@H]45)cc6 |
| 16 | 6-O-(3″-O-(p-methoxy-trans-cinnamoyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6ccc(C=CC(=O)OC5[C@H](O)[C@H](C)O[C@H](O[C@H]3C2C=CO[C@@H](O[C@H]1OC(CO)[C@@H](O)C(O)[C@H]1O)C2[C@]4(CO)O[C@H]34)C5O)cc6 |
| 17 | Verbascoside A | Vt | [6,9,17] | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)OC(=O)/C=C/C6=CC=C(C=C6)OC |
| 18 | 6-O-[2″-O-(3,4-dihydroxy-trans-cinnamoyl)]-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | C=C(C=Cc1ccc(O)c(O)c1)OC2C(O)[C@H](O)[C@H](C)O[C@@H]2O[C@H]5C4C=CO[C@@H](O[C@H]3OC(CO)[C@@H](O)C(O)[C@H]3O)C4[C@]6(CO)O[C@H]56 |
| 19 | 6-O-[4″-O-(3,4-dihydroxy-trans-cinnamoyl)]-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | C=C(C=Cc1ccc(O)c(O)c1)O[C@@H]6[C@H](C)O[C@H](O[C@H]4C3C=CO[C@@H](O[C@H]2OC(CO)[C@@H](O)C(O)[C@H]2O)C3[C@]5(CO)O[C@H]45)C(O)C6O |
| 20 | 6-O-[3″-O-(3,4-dimethoxy-trans-cinnamoyl)]-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | C=C(C=Cc1ccc(OC)c(OC)c1)OC6[C@H](O)[C@H](C)O[C@H](O[C@H]4C3C=CO[C@@H](O[C@H]2OC(CO)[C@@H](O)C(O)[C@H]2O)C3[C@]5(CO)O[C@H]45)C6O |
| 21 | 6-O-(2″-O-feruloyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6cc(C=CC(=O)OC1C(O)[C@H](O)[C@H](C)O[C@@H]1O[C@H]4C3C=CO[C@@H](O[C@H]2OC(CO)[C@@H](O)C(O)[C@H]2O)C3[C@]5(CO)O[C@H]45)ccc6O |
| 22 | 6-O-(4″-O-feruloyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6cc(C=CC(=O)O[C@@H]5[C@H](C)O[C@H](O[C@H]3C2C=CO[C@@H](O[C@H]1OC(CO)[C@@H](O)C(O)[C@H]1O)C2[C@]4(CO)O[C@H]34)C(O)C5O)ccc6O |
| 23 | 6-O-(2″-O-isoferuloyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6ccc(C=CC(=O)OC1C(O)[C@H](O)[C@H](C)O[C@@H]1O[C@H]4C3C=CO[C@@H](O[C@H]2OC(CO)[C@@H](O)C(O)[C@H]2O)C3[C@]5(CO)O[C@H]45)cc6O |
| 24 | 6-O-(3″-O-isoferuloyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6ccc(C=CC(=O)OC5[C@H](O)[C@H](C)O[C@H](O[C@H]3C2C=CO[C@@H](O[C@H]1OC(CO)[C@@H](O)C(O)[C@H]1O)C2[C@]4(CO)O[C@H]34)C5O)cc6O |
| 25 | 6-O-(4″-O-isoferuloyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6ccc(C=CC(=O)O[C@@H]5[C@H](C)O[C@H](O[C@H]3C2C=CO[C@@H](O[C@H]1OC(CO)[C@@H](O)C(O)[C@H]1O)C2[C@]4(CO)O[C@H]34)C(O)C5O)cc6O |
| 26 | Pulverulentoside I |
Vp, Vs, Vt |
[6,9,17] | C=C(C=Cc1ccc(OC)cc1)OC6[C@@H](O[C@H]4C3C=CO[C@@H](O[C@H]2OC(CO)[C@@H](O)C(O)[C@H]2O)C3[C@]5(CO)O[C@H]45)O[C@@H](C)[C@@H](O)C6OOC(C)=O |
| 27 | 6-O-(2″-O-p-methoxy-trans-cinnamoyl-4″-O-asetyl)-α-l-rhamnopyranosylcatalpol | Vt | [6,9,17] | COc6ccc(C=CC(=O)OC1C(O)[C@H](OC(C)=O)[C@H](C)O[C@@H]1O[C@H]4C3C=CO[C@@H](O[C@H]2OC(CO)[C@@H](O)C(O)[C@H]2O)C3[C@]5(CO)O[C@H]45)cc6 |
| 28 | Pulverulentoside II | Vp | [9] | COc6ccc(C=CC(=O)OC5C(O)C(C)OC(OC3C2C=COC(OC1OC(CO)C(O)C(O)C1O)C2C4(CO)OC34)C5OC(C)=O)cc6O |
| 29 | Catalposide | Vl | [5,9] | C1=COC(C2C1C(C3C2(O3)CO)OC(=O)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O |
| 30 | Specioside | Vl | [4,83] | C1C(C(=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)C4=CC=C(C=C4)O)O.C1C(C(=CC(=O)OC2=C1C=CC(=C2)O)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O |
| 31 | Ajugol | Vt, Vv | [6,9,17] | CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O |
| 32 | 6-O-benzoyl ajugol | Vt | [6,9,17] | [H][C@@]23C=CO[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@]2([H])[C@@](C)(O)C[C@H]3OC(=O)c4ccccc4 |
| 33 | 6-O-syringoyl ajugol | Vt | [6,9,17] | CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC(=C(C(=C4)OC)O)OC)O |
| 34 | 6-O-vanilloyl ajugol | Vt | [6,9,17] | CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC(=C(C=C4)O)OC)O |
| 35 | Harpagide | Vs, Vt | [6,9,17] | CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O |
| 36 | Harpagoside |
Vp, Vs, Vt |
[6,9,17] | CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC(=O)C=CC4=CC=CC=C4 |
| 37 | Lychnitoside | Vl | [9] | OCC2=CO[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C3C=CCC23 |
| 38 | Lateroside | Vt | [8] | [H][C@@]24C=CO[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@]2([H])[C@@](C)(OC(=O)C=Cc3ccccc3)C[C@H]4O |
| 39 | 5-O-α-l-rhamnopyranosy (1α-3)-[α-d-glucuronopyranosyl (1α-6)]-α-d-glucopyranoside | Vt | [8] | CC8OC(OC1C(O)C(O)C(O)OC1OC2C(O)C(O)C(C(=O)O)OC2OC7CC[C@]6(C)C5CC=C4C3CC(C)(C)CC(O)[C@]3(C)CC[C@@]4(C)[C@]5(C)CCC6C7(C)CO)C(O)C(O)C8O |
| 40 | Ningpogenin | Vt | [8] | [H][C@]12C=C(CO)[C@@H](CO)[C@@]1([H])CC(=C)O2 |
| 41 | 10-deoxyeucommiol | Vt | [8] | CC1=C(CO)C(CCO)[C@@H](O)C1 |
| 42 | Jioglutolide | Vt | [8] | C[C@@]1(C[C@H]([C@H]2[C@@H]1COC(=O)C2)O)O |
| 43 | 6-β-hydroxy-2-oxabicyclo [4.3.0]Δ8-9-nonen-1-one | Vt | [8] | [H][C@@]12CCOC(=O)C1=C(C)C[C@H]2O |
| 44 | 8-cinnamoylmyoporoside | Vt | [8] | C[C@@]1(C[C@H](C2[C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4 |
| 45 | Verbthasin A | Vt | [8] | [H][C@@]12COC(=C)[C@]1([H])C[C@@H](O)C2=CCO |
| SESQUITERPENES | ||||
| 46 | Buddlindeterpene A | Vt | [8] | CC2=CCC[C@]1(C)O[C@@H]1CC(C)(C)C=CC2=O |
| 47 | Buddlindeterpene B | Vt | [8] | CC1=CCC(C)(C)C=CC(=O)C(C)=CCC1 |
| 48 | Buddlindeterpene C | Vt | [8] | C=C[C@@]1(C)CCC2C(O)(C1=O)[C@H]4CC3[C@@](C)(C)CCC[C@]23CO4 |
| Triterpene Saponines | ||||
| 49 | Thapsuine B | Vt, Vl | [3,4,9] | [H][C@@]49C=C[C@]23OC[C@@]1(CCC(C)(C)C[C@]12[H])CC[C@@]3(C)[C@]4(C)CC[C@]%10([H])[C@](C)(CO)C(O[C@H]8OC(COC6OC(C)C(OC5OC(CO)C(O)C(O)C5O)C(O)C6O)[C@@H](O)C(OC7CC(C)C(O)C(O)C7O)[C@H]8O)CC[C@]9%10C |
| 50 | Hydroxythapsuine B | Vt | [3,4,9] | [H][C@@]49C=C[C@]23OC[C@@]1(CCC(C)(O)C[C@]12[H])CC[C@@]3(C)[C@]4(C)CC[C@]%10([H])[C@](C)(CO)C(O[C@H]8OC(COC6OC(C)C(OC5OC(CO)C(O)C(O)C5O)C(O)C6O)[C@@H](O)C(OC7CC(C)C(O)C(O)C7O)[C@H]8O)CC[C@]9%10C |
| 51 | Saikogenin A | Vt | [3,4,9] | CC1(CCC2(C(CC3(C(=C2C1)C=CC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C)O)CO)C |
| 52 | Thapsuine A | Vt, Vl | [3,4,9] | CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3CCC4(C(C3(C)CO)CCC5(C4C=CC67C5(CCC8(C6CC(CC8)(C)C)CO7)C)C)C)COC9C(C(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)O |
| 53 | Hydroxythapsuine A | Vt | [3,4,9] | CC%10OC(OC9C(O)C(COC2OC(C)C(OC1OC(CO)C(O)C(O)C1O)C(O)C2O)OC(OC8CC[C@]7(C)[C@H]6C=C[C@]45OC[C@@]3(CCC(C)(O)C[C@H]34)CC[C@@]5(C)[C@]6(C)CC[C@H]7[C@]8(C)CO)C9O)C(O)C(O)C%10O |
| 54 | Ursolic acid | Vt, Vl | [8] | CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O |
| 55 | Veratric acid | Vt | [8] | COC1=C(C=C(C=C1)C(=O)O)OC |
| 56 | β-spinasterol | Vt | [8] | [H]C(=C([H])C(CC)C(C)C)[C@@H](C)[C@@]4([H])CC[C@@]3([H])C2=CC[C@@]1([H])C[C@@H](O)CC[C@]1(C)[C@@]2([H])CC[C@@]34C |
| 57 | Hydroxythapsuine | Vt | [9] | [H][C@@]49C=C[C@]23OC[C@@]1(CCC(C)(O)C[C@]12[H])CC[C@@]3(C)[C@]4(C)CC[C@]%10([H])[C@](C)(CO)C(O[C@H]8OC(COC6OC(C)C(OC5OC(CO)C(O)C(O)C5O)C(O)C6O)[C@@H](O)C(OC7CC(C)C(O)C(O)C7O)[C@H]8O)CC[C@]9%10C |
| 58 | 3-O-fucopyranosyl saikogenin F | Vt | [9] | C[C@@H]7O[C@H](OC6CC[C@]5(C)C4C=C[C@]23OC[C@@]1(CC[C@](C)(C)CC12)[C@@H](O)C[C@@]3(C)[C@]4(C)CCC5[C@]6(C)O)[C@@H](O)[C@H](O)[C@@H]7O |
| Phenilpropanoid Glycosides | ||||
| 59 | Verbascoside (=acetoside) | Vs, Vl | [9,16] | CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O |
| 60 | Poliumoside |
Vs, Vt, Vb |
[9] | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC(=C(C=C3)O)O)O)OC4C(C(C(C(O4)C)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O |
| 61 | Forsythoside B | Vt, Vl | [9] | CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC4C(C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O |
| 62 | Arenarioside | Vt | [9] | CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC4C(C(C(CO4)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O |
| 63 | Alyssonoside | Vt | [9] | CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)/C=C/C3=CC(=C(C=C3)O)OC)COC4C(C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O |
| 64 | Leucosceptoside B | Vt | [9] | [H][C@@]5(O[C@@H]3C[C@H](OCCc1ccc(OC)c(O)c1)O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@H]3OC(=C)C=Cc4ccc(O)c(OC)c4)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O |
| 65 | Cistanoside B | Vt | [9] | CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)/C=C/C3=CC(=C(C=C3)O)OC)COC4C(C(C(C(O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)OC)O)O)O)O |
| Flavones | ||||
| 66 | Apigenin | Vl | [8] | C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O |
| 67 | Apigenin-7-glucuronide | Vl | [8] | C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O |
| 68 | Luteolin | Vt, Vl | [9,15] | C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O |
| 69 | Luteolin-5-glucoside | Vl | [8] | C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C=C3OC4C(C(C(C(O4)CO)O)O)O)O)O)O |
| 70 | Luteolin-7-glucuronide | Vl | [8] | C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O |
| 71 | 7-methoxy-luteolin | Vl | [8] | COc3cc(O)c2c(=O)cc(c1ccc(O)c(O)c1)oc2c3 |
| 72 | Cynaroside | Vt | [9] | C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O |
| 73 | Apigetrin | Vt | [9] | C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O |
| 74 | 4′,7-dihydroxyflavone-4′-rhamnoside | Vt | [9] | C[C@H]4O[C@H](Oc3ccc(c2cc(=O)c1ccc(O)cc1o2)cc3)[C@@H](O)[C@@H](O)[C@@H]4O |
| 75 | 6-hydroxyluteolin-7-glucoside | Vt | [9] | C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O |
| Flavonols | ||||
| 76 | Quercetin | Vt, Vl | [9] | C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O |
| 77 | Quercetin-7-glucuronide | Vl | [8] | C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O)O |
| 78 | 3′-methylquercetin | Vt | [9] | COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O |
| 79 | Kaempferol | Vt | [9] | C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O |
| 80 | Rutin | Vt | [9] | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O |
| O-Metilated Flavones | ||||
| 81 | Acacetin | Vl | [9] | COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O |
| 82 | Acacetin-7-O-α-d-glucoside | Vt | [8] | O=c3cc(c1ccc(O)c(O)c1)oc4cc(OC2OC(CO)C(O)C(O)C2O)cc(O)c34 |
| 83 | Patuletin | Vl | [8,9] | COC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O |