CAS 16481-54-2

Podophyllotoxin glucoside

Description:

Podophyllotoxin glucoside is a chemical compound derived from podophyllotoxin, which is a natural product obtained from the roots of the Podophyllum plant. This glucoside form is characterized by the presence of a glucose moiety attached to the podophyllotoxin structure, which enhances its solubility and bioavailability. The compound exhibits significant biological activity, particularly as an antitumor agent, and has been studied for its potential in cancer therapy due to its ability to inhibit cell division. Podophyllotoxin glucoside is known to interact with microtubules, disrupting mitotic spindle formation, which is crucial for cell division. Additionally, it may possess antiviral properties, making it of interest in the development of treatments for various viral infections. The compound is typically found in a crystalline form and is soluble in polar solvents. Its safety profile and pharmacological properties are subjects of ongoing research, particularly in the context of medicinal chemistry and drug development.

Formula: C₂₈H₃₂O₁₃

InChI: InChI=1S/C28H32O13/c1-34-17-4-11(5-18(35-2)26(17)36-3)20-12-6-15-16(39-10-38-15)7-13(12)25(14-9-37-27(33)21(14)20)41-28-24(32)23(31)22(30)19(8-29)40-28/h4-7,14,19-25,28-32H,8-10H2,1-3H3/t14-,19+,20+,21-,22+,23-,24+,25-,28-/m0/s1

InChI key: InChIKey=NXVJTGLCCSFGAT-QNDDJFOYSA-N

SMILES: O=C1[C@@]2([C@@H](C=3C([C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@]2(CO1)[H])=CC5=C(C3)OCO5)C6=CC(OC)=C(OC)C(OC)=C6)[H]

Synonyms:

• (5R,5aR,8aR,9R)-9-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-5,8,8a,9-tetrahydro-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, 9-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9R)-
• Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, [5R-(5α,5aβ,8aα,9α)]-
• NSC 163024
• Podophyllotoxin 1-O-β-<span class="text-smallcaps">D</span>-glycoside
• Podophyllotoxin 3-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Podophyllotoxin 4-O-glucoside
• Podophyllotoxin 7′-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Podophyllotoxin glucoside
• Podophyllotoxin β-<span class="text-smallcaps">D</span>-glucoside
• Podophyllotoxin, β-<span class="text-smallcaps">D</span>-glucopyranoside
• Podophyllotoxin-4-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-(beta-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9R)-
• (5R,5aR,8aR,9R)-8-Oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl beta-D-glucopyranoside
• Podophyllotoxin, β-D-glucopyranoside
• Furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 9-(β-D-glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR,9R)-
• (5R,5aR,8aR,9R)-9-(β-D-Glucopyranosyloxy)-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one

Podophyllotoxin glucoside

CAS: 16481-54-2

Podophyllotoxin glucoside is a natural product present in Podophyllum peltatum exhibiting anticancer activity against cells such as Hela, KB, and GLC4.

Formula: C₂₈H₃₂O₁₃

Purity: 99.9%

Color and Shape: Solid

Molecular weight: 576.55

Ref: TM-TN4813

Podophyllotoxin-7-O-glucoside

CAS: 16481-54-2

Formula: C₂₈H₃₂O₁₃

Purity: 95%~99%

Molecular weight: 576.551

Ref: BP-BP1115

Podophyllotoxin Impurity 8

CAS: 16481-54-2

Formula: C₂₈H₃₂O₁₃

Color and Shape: White To Off-White Solid

Molecular weight: 576.55

Ref: 4Z-P-122008

Podophyllotoxin 4-O-Glucoside

Controlled Product

CAS: 16481-54-2

Applications Podophyllotoxin 4-O-glucoside is the glucoside derivative of Podophyllotoxin (P681000), a skin treatment for genital warts caused by some types of HPVs.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Marques, J.V., et al.: J. Biol. Chem., 288, 466 (2013); Kelly, M.G. & Hartwell, J.L.; J. of the Nat'l Cancer Inst., 14, 967 (1954); Gupta, R.S.; Somatic Cell Genetics, 7, 59 (1981); Gupta, R.S.; Cancer Research, 43, 505 (1983)

Formula: C₃₅H₃₆O₁₃

Color and Shape: Neat

Molecular weight: 664.65

Ref: TR-P681010