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CAS 40505-27-9

:

4′-Demethylpodophyllotoxin

Description:
4′-Demethylpodophyllotoxin is a chemical compound derived from the plant species Podophyllum peltatum, commonly known as the mayapple. It is classified as a lignan, which is a type of polyphenolic compound. This substance is characterized by its structural features, including a dibenzylbutyrolactone skeleton, which contributes to its biological activity. 4′-Demethylpodophyllotoxin exhibits antitumor properties and has been studied for its potential use in cancer therapy, particularly due to its ability to inhibit cell division by interfering with the mitotic spindle. The compound is also known for its role as a precursor in the synthesis of other pharmacologically active derivatives. In terms of solubility, it is generally more soluble in organic solvents than in water, which can influence its bioavailability and therapeutic applications. As with many natural products, the extraction and purification processes can affect its yield and potency, making it an area of interest for further research in medicinal chemistry and pharmacology.
Formula:C21H20O8
InChI:InChI=1/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-,17+,18-,19-/m0/s1
InChI key:InChIKey=YVCVYCSAAZQOJI-BTINSWFASA-N
SMILES:O=C1[C@@]2([C@@H](C=3C([C@H](O)[C@]2(CO1)[H])=CC4=C(C3)OCO4)C5=CC(OC)=C(O)C(OC)=C5)[H]
Synonyms:
  • (5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one
  • (5R,5aR,8aR,9R)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
  • 4′-O-Demethylpodophyllotoxin
  • 9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
  • 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-dimethoxyphenyl)-, (5R,5aR,8aR,9R)-
  • 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-dimethoxyphenyl)-, [5R-(5α,5aβ,8aα,9α)]-
  • Podophyllotoxin, 4′-demethyl-
  • 4′-Demethylpodophyllotoxin
  • 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-dimethoxyphenyl)-, (5R,5aR,8aR,9R)-
  • (5R,5AR,8aR,9R)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one
  • See more synonyms
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Purity (%)
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100
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50
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90
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95
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100
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