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Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
1 step
Depiction
Dead-End Product
Methanol
CO
Depiction
Upstream Precursor
(5S,5aR,8aR)-5-[(7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
CC1OCC2C(O1)C(C(C(O2)O[C@H]3[C@H]4COC(=O)[C@@H]4C(C5=CC6=C(C=…
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Upstream Precursor
CCC1(C(=C(COC1=O)C(=O)O)C=C2C3=NC4=CC=CC=C4C(=C3CN2)C=NC5=CC=…
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Upstream Precursor
CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C(C=CC(O)=O)=C(N=C4C3=C2)C(=O)O…
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Upstream Precursor
(19S)-10-[[4-[[(5S,5aS,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-5-yl]amino]phenyl]iminomethyl]-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)C=NC6=…
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Upstream Precursor
CCC(C1=C(CO)C(=O)N2CC3=C(C4=CC=CC=C4N=C3C2=C1)C=NC5=CC=C(C=C5…
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Upstream Precursor
CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5[N+](=C4C3=C2)[O-])C…
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Upstream Precursor
(5R,5aS,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one
COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Upstream Precursor
Teniposide
COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@@H](C4=CC5=C…
Depth 1
Depiction
Product
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 1
Depiction
Downstream Successor
Methanol
CO
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 2
Depiction
Downstream Successor
COC1=CC(=CC(=C1O)O)C2C(C(CO)C(C3=CC4=C(C=C23)OCO4)O)C(=O)O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 1
Depiction
Downstream Successor
C(=O)(C1C(C(C2=CC3=C(C=C2C1C4=CC(=C(C(=C4)OC)O)OC)OCO3)O)CO)O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 2
Depiction
Downstream Successor
C1(C(CO)C(C(O)=O)C(c2cc3c(cc12)OCO3)c4cc(c(c(c4)OC)O)OC)=O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 2
Depiction
Downstream Successor
C(=C(C=C(OC)C(=O)O)C1C(C(CO)C(C2=CC3=C(C=C12)OCO3)O)C(O)=O)C(O)=O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 1
Depiction
Downstream Successor
9-(3,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
COC1=CC(=CC(=C1O)O)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 2
Depiction
Downstream Successor
C1(C(C=O)C(C(=O)O)C(C2=CC3=C(C=C12)OCO3)C4=CC(=C(C(=C4)OC)O)OC)O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 1
Depiction
Downstream Successor
C(=C(C=C(OC)C(=O)O)C1C2C(COC2=O)C(C3=CC4=C(C=C13)OCO4)O)C(O)=O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 2
Depiction
Downstream Successor
COC1=CC(=C(C(=C1O)O)O)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
Depiction
Precursor
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
C1(C2COC(=O)C2C(c3cc4c(cc13)OCO4)c5cc(c(c(c5)OC)O)OC)O
Depth 2
Depiction
Downstream Successor
COC1=CC(=C(C(=C1O)O)Cl)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
No Original Precursors

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