3’-O-Desmethyl Etoposide

• CAT Number: R013827
• CAS Number: 100007-54-3
• Molecular Formula: C₂₈H₃₀O₁₃
• Molecular Weight: 574.53
• Purity: ≥95%
• Synonyms: (5R,5aR,8aR,9S)-5-(3,4-Dihydroxy-5-methoxyphenyl)-9-[[4,6-O-(1R)-ethylidene-β-D-glucopyranosyl]oxy]-5,8,8a,9-tetrahydro-furo[3’,4’:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one; 3’-Demethyl Etoposide; 3’-O-Demethyletoposide
• Storage: Room temperature
• InChI: 1S/C28H30O13/c1-10-35-8-19-26(39-10)23(31)24(32)28(40-19)41-25-13-6-17-16(37-9-38-17)5-12(13)20(21-14(25)7-36-27(21)33)11-3-15(29)22(30)18(4-11)34-2/h3-6,10,14,19-21,23-26,28-32H,7-9H2,1-2H3/t10-,14+,19-,20-,21+,23-,24-,25-,26-,28+/m1/s1
• InChIKey: CYOJPLOJEPTJMM-FMEAWWTOSA-N
• SMILES: C[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)O[C@H]3[C@H]4COC(=O)[C@@H]4[C@@H](C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)O)O)O

3′-O-Desmethyl Etoposide is a pharmacologically significant derivative of etoposide, an antineoplastic agent used primarily in cancer treatment. This compound lacks a methyl group at the 3′ position of the sugar moiety, influencing its pharmacokinetics and therapeutic properties. It exhibits potent activity against various tumor cell lines by inhibiting topoisomerase II, leading to DNA strand breaks and apoptosis in cancer cells. The modified structure may offer insights into enhancing the efficacy and safety profiles of etoposide derivatives. Researchers are exploring 3′-O-Desmethyl Etoposide for its potential applications in combination therapies and its role in overcoming drug resistance in oncology.