CAS 4375-07-9

(-)-Epipodophyllotoxin

Description:

(-)-Epipodophyllotoxin is a naturally occurring lignan derived from the roots of the plant Podophyllum peltatum, commonly known as the mayapple. It is characterized by its complex polycyclic structure, which includes a phenolic moiety and an ether linkage. This compound exhibits significant biological activity, particularly as an inhibitor of topoisomerase II, an enzyme crucial for DNA replication and repair. Due to its mechanism of action, (-)-epipodophyllotoxin has been studied for its potential use in cancer therapy, particularly in the treatment of various malignancies. The substance is typically found as a white to off-white crystalline powder and is soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), but has limited solubility in water. Its pharmacological properties include cytotoxicity against certain tumor cell lines, making it a subject of interest in medicinal chemistry. However, its use is often limited by toxicity and side effects, necessitating further research to optimize its therapeutic potential while minimizing adverse effects.

Formula: C₂₂H₂₂O₈

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-,18+,19-,20+/m0/s1

InChI key: InChIKey=YJGVMLPVUAXIQN-LGWHJFRWSA-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(OC)C(OC)=C5)[H]

Synonyms:

• (-)-Epipodophyllotoxin
• (5R,5aR,8aR,9S)-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
• Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9S)-
• Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, [5R-(5α,5aβ,8aα,9β)]-
• epi-Podophyllotoxin
• furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9S)-

(-)-Epipodophyllotoxin

CAS: 4375-07-9

(-)-Epipodophyllotoxin

Purity: ≥98%

Molecular weight: 414.41g/mol

Ref: 54-BUP20121

(-)-Epipodophyllotoxin

CAS: 4375-07-9

Formula: C₂₂H₂₂O₈

Molecular weight: 414.41

Ref: 7W-GY9960

(-)-Epipodophyllotoxin

CAS: 4375-07-9

Formula: C₂₂H₂₂O₈

Purity: 95%~99%

Molecular weight: 414.41

Ref: BP-BP4372

(-)-Epipodophyllotoxin

CAS: 4375-07-9

(-)-Epipodophyllotoxin: anticancer, GI50=0.36μM (HeLa), 0.24μM (MCF-7), inhibits spindle assembly.

Formula: C₂₂H₂₂O₈

Purity: 99.97%

Color and Shape: Solid

Molecular weight: 414.41

Ref: TM-TN7041

Podophyllotoxin Impurity 6

CAS: 4375-07-9

Formula: C₂₂H₂₂O₈

Molecular weight: 414.41

Ref: 4Z-P-122006

Epi-podophyllotoxin

CAS: 4375-07-9

Epi-podophyllotoxin is a lignan that is primarily derived from the rhizomes and roots of the plant species Podophyllum, commonly known as mayapple. This compound exhibits significant pharmacological activity, primarily due to its ability to disrupt the mitotic process. As an antimitotic agent, epi-podophyllotoxin exerts its effects by inhibiting microtubule assembly, which is crucial for cell division. This action leads to the arrest of the cell cycle in the metaphase, ultimately causing apoptosis in rapidly dividing cancer cells.

Formula: C₂₂H₂₂O₈

Purity: Min. 95%

Molecular weight: 414.41 g/mol

Ref: 3D-XE161733