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23363-35-1

4'-Demethylepipodophyllotoxin-9 beta-glucopyranoside is a semi-synthetic derivative of the naturally occurring compound podophyllotoxin, which is structurally related to Teniposide. It is a metabolite of Etoposide (E933750), a well-known DNA topoisomerase II inhibitor. 4'-Demethylepipodophyllotoxin-9 beta-glucopyranoside has demonstrated antineoplastic properties, making it a promising candidate for cancer treatment.

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  • (5S,5aR,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8, 8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl β-D-g lucopyranoside

    Cas No: 23363-35-1

  • USD $ 1.9-2.9 / Gram

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  • 23363-35-1 Structure

  • Basic information

    1. Product Name: 4'-demethylepipodophyllotoxin-9 beta-glucopyranoside
    2. Synonyms: 4'-demethylepipodophyllotoxin-9 beta-glucopyranoside;4’-demethylepipodophyllotoxin-β-D-glucoside;Lignan P;Etoposide Impurity D;FOVRGQUEGRCWPD-MWRKKXAJSA-N
    3. CAS NO:23363-35-1
    4. Molecular Formula: C27H30O13
    5. Molecular Weight: 562.521
    6. EINECS: N/A
    7. Product Categories: Carbohydrates & Derivatives, Chiral Reagents, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
    8. Mol File: 23363-35-1.mol

  • Chemical Properties

    1. Melting Point: 262-264 °C(Solv: methanol (67-56-1))
    2. Boiling Point: 808.2 °C at 760 mmHg
    3. Flash Point: 270.4 °C
    4. Appearance: /
    5. Density: 1.62 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: -20°C Freezer, Under Inert Atmosphere
    8. Solubility: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
    9. PKA: 9.94±0.40(Predicted)
    10. CAS DataBase Reference: 4'-demethylepipodophyllotoxin-9 beta-glucopyranoside(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4'-demethylepipodophyllotoxin-9 beta-glucopyranoside(23363-35-1)
    12. EPA Substance Registry System: 4'-demethylepipodophyllotoxin-9 beta-glucopyranoside(23363-35-1)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 23363-35-1(Hazardous Substances Data)

23363-35-1 Usage

Uses

Used in Anticancer Applications:
4'-Demethylepipodophyllotoxin-9 beta-glucopyranoside is used as an antineoplastic agent for its ability to inhibit DNA topoisomerase II, a crucial enzyme in DNA replication. By targeting this enzyme, it can disrupt the cancer cell's ability to replicate its DNA, ultimately leading to cell death. This makes it a valuable tool in the fight against various types of cancer.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4'-Demethylepipodophyllotoxin-9 beta-glucopyranoside is used as a key intermediate in the synthesis of various anticancer drugs. Its unique structure and activity make it an essential component in the development of novel therapeutics for cancer treatment.
Used in Drug Delivery Systems:
Similar to gallotannin, 4'-Demethylepipodophyllotoxin-9 beta-glucopyranoside can also be incorporated into drug delivery systems to enhance its bioavailability and therapeutic efficacy. By utilizing advanced drug delivery technologies, such as nanoparticles or liposomes, the compound can be more effectively targeted to cancer cells, reducing side effects and improving treatment outcomes.

Check Digit Verification of cas no

The CAS Registry Mumber 23363-35-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,3,6 and 3 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 23363-35:
(7*2)+(6*3)+(5*3)+(4*6)+(3*3)+(2*3)+(1*5)=91
91 % 10 = 1
So 23363-35-1 is a valid CAS Registry Number.

23363-35-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (5S,5aR,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8, 8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl β-D-g lucopyranoside

1.2 Other means of identification

Product number -
Other names 4'-O-demethylpodophyllotoxin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:23363-35-1 SDS

23363-35-1Relevant articles and documents

Synthesis and biological activity of a photoaffinity etoposide probe

Hasinoff, Brian B.,Chee, Gaik-Lean,Day, Billy W.,Avor, Kwasi S.,Barnabé, Norman,Thampatty, Padmakumari,Yalowich, Jack C.

, p. 1765 - 1771 (2007/10/03)

The epipodophyllotoxin etoposide is a potent and widely used anticancer drug that targets DNA topoisomerase II. The synthesis, photochemical, and biological testing of a photoactivatable aromatic azido analogue of etoposide also containing and iodo group is described. This azido analogue should prove useful for identifying the etoposide interaction site on topoisomerase II. Irradiation of the azido analogue and an aldehyde-containing azido precursor with UV light produced changes in their UV-visible spectra that were consistent with photoactivation. The azido analogue strongly inhibited topoisomerase II and inhibited the growth of Chinese Hamster Ovary cells. Azido analogue-induced topoisomerase II-DNA covalent complexes were significantly increased of Chinese Hamster Ovary cells. Azido analogue-induced topoisomerase II-DNA covalent complexes were significantly increased subsequent to UV irradiation of drug-treated human leukemia K562 cells as compared to etoposide-treated cells. These results suggest that the photoactivated form of etoposide is a more effective topoisomerase II poison either by interacting directly with the enzyme or with DNA subsequent to topoisomerase II-mediated strand cleavage. Copyright

A Short and Simple Synthesis of the Antitumor Agent Etoposide

Allevi, Pietro,Anastasia, Mario,Ciuffreda, Pierangela,Sanvito, Anna Maria,Macdonald, Peter

, p. 4831 - 4834 (2007/10/02)

The antitumor agent etoposide has been synthesized for the first time from unprotected 4'-demethylepipodophyllotoxin. Key Words: etoposide; antitumor; anticancer; O-glycosylation; 4'-demethylepipodophyllotoxin

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