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Podophyllotoxins

Description:

Tetralin lignans in which the benzene moiety of the tetralin skeleton is fused to a 1,3-dioxolane and the cyclohexane is fused to a butyrolactone (pyrrolidin-2-one).

Ancestors:

Organic compounds ⮕ Lignans, neolignans and related compounds ⮕ Lignan lactones ⮕ Podophyllotoxins
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Items 1-12 of 14

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  1. isopicropophyllin
      Grade & Purity: 
    • ≥98%
    Cas Number: 60660-50-6
    Formula:  C22H22O8        Molecular Weight: 414.4
    IUPAC Name:  5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YJGVMLPVUAXIQN-UHFFFAOYSA-N
    InChI:  InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3
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  3. Podophyllotoxin
    Cas Number: 518-28-5        EC Number: 208-250-4
    Formula:  C22H22O8        Molecular Weight: 414.41
    IUPAC Name:  (5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YJGVMLPVUAXIQN-XVVDYKMHSA-N
    InChI:  InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,show more
    Synonyms: CCG-39894 | KBioSS_000679 | (-)-Podophyllotoxin | 9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':...
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  4. Picropodophyllotoxin
    Cas Number: 477-47-4
    Formula:  C22H22O8        Molecular Weight: 414.41
    IUPAC Name:  (5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YJGVMLPVUAXIQN-HAEOHBJNSA-N
    InChI:  InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,show more
    Synonyms: Picropodophyllotoxin;Picropodophyllin;PPP | KBioGR_002538 | 0F35AOI227 | 1352873-82-5 | DTXSID9025740 | Kyselina isof...
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  5. 4'-Demethylpodophyllotoxin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 40505-27-9
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (5R,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
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-BTINSWFASA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: 4'-Demethylpodophyllotoxin|40505-27-9|4-Demethylpodophyllotoxin|(5R,5aR,8aR,9R)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyp...
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  6. 4'-Demethylepipodophyllotoxin
      Grade & Purity: 
    • ≥98%
    Cas Number: 6559-91-7
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (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
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-JHQYFNNDSA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: (5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5a,6,8a,9-tetrahydro-5H-isobenzofuro[6,5-f][1,3]benzodio...
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  7. 4'-Demethylpodophyllotoxin
      Grade & Purity: 
    • ≥98%
    Cas Number: 40505-27-9
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (5R,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
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-BTINSWFASA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: AS-58706 | FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE, 5,8,8A,9-TETRAHYDRO-9-HYDROXY-5-(4-HYDROXY-3,5-DIMETH...
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  8. 4'-Demethylepipodophyllotoxin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 6559-91-7
    Formula:  C21H20O8        Molecular Weight: 400.38
    IUPAC Name:  (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
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YVCVYCSAAZQOJI-JHQYFNNDSA-N
    InChI:  InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,show more
    Synonyms: 4'-Demethylepipodophyllotoxin|6559-91-7|4'-DMEP|4-Demethylepipodophyllotoxin|(-)-4'-Demethylepipodophyllotoxin|DMEP|4...
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  9. Teniposide
    Cas Number: 29767-20-2        Compound CID:  452548
    Formula:  C32H32O13S        Molecular Weight: 656.65
    IUPAC Name:  (5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-thiophen-2-yl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimshow more
    SMILES:  COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)OC6C(C(C7C(O6)COC(O7)C8=CC=CS8)O)O
    InChIKey: NRUKOCRGYNPUPR-QBPJDGROSA-N
    InChI:  InChI=1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-show more
    Synonyms: 4'-Demethylepipodophyllotoxin 9-(4,6-O-2-thenylidene-beta-D-glucopyranoside) | Vehem | VM26 | VM-26 | (5S,5aR,8aR,9R)...
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  10. Etoposide phosphate
      Grade & Purity: 
    • ≥98%
    Cas Number: 117091-64-2        Compound CID:  6918092
    Formula:  C29H33O16P        Molecular Weight: 668.54
    IUPAC Name:  [4-[(5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-8-oxo-5a,6,8a,9-tetrahyshow more
    SMILES:  CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)OP(=O)(O)O)OC)O)O
    InChIKey: LIQODXNTTZAGID-OCBXBXKTSA-N
    InChI:  InChI=1S/C29H33O16P/c1-11-38-9-20-27(42-11)23(30)24(31)29(43-20)44-25-14-7-17-16(40-10-41-17)6-13(14)21(22-15(25)8-39-28(22)32)12-4-18(36-2)26(19(5-12show more
    Synonyms: 528XYJ8L1N | NCGC00185753-04 | Etopophos | NSC18854 | Etopophos Preservative Free | ETOPOSIDE PHOSPHATE | 4'-DEMETHYL...
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  11. Etoposide
    Cas Number: 33419-42-0        EC Number: 251-509-1        Compound CID:  36462
    Formula:  C29H32O13        Molecular Weight: 588.56
    IUPAC Name:  (5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-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-dimethoxypshow more
    SMILES:  CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O
    InChIKey: VJJPUSNTGOMMGY-MRVIYFEKSA-N
    InChI:  InChI=1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-show more
    Synonyms: VP-16-213 | 4'-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-beta-D-glucopyranoside) | ETOPOSIDE [HSDB] | ETOPOSIDE ...
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  12. Podophyllotoxin
      Grade & Purity: 
    • ≥98%
    Cas Number: 518-28-5        EC Number: 208-250-4
    Formula:  C22H22O8        Molecular Weight: 414.41
    IUPAC Name:  (5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
    SMILES:  COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
    InChIKey: YJGVMLPVUAXIQN-XVVDYKMHSA-N
    InChI:  InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,show more
    Synonyms: CCG-39894 | KBioSS_000679 | (-)-Podophyllotoxin | 9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':...
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