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Epipodophyllotoxin

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Name

Epipodophyllotoxin

EINECS N/A
CAS No. 4375-07-9 Density 1.2649 (rough estimate)
PSA 92.68000 LogP 2.40920
Solubility N/A Melting Point 160.3°C
Formula C22H22 O8 Boiling Point 453.31°C (rough estimate)
Molecular Weight 414.412 Flash Point 210.2oC
Transport Information N/A Appearance N/A
Safety Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. Risk Codes N/A
Molecular Structure Molecular Structure of 4375-07-9 ((5R)-5β-(3,4,5-Trimethoxyphenyl)-7α-(hydroxymethyl)-8α-hydroxy-5,6,7,8-tetrahydronaphtho[2,3-d]-1,3-dioxole-6β-carboxylic acid 6,7-lactone) Hazard Symbols N/A
Synonyms

Epipodophyllotoxin(6CI,8CI); 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-(5a,5ab,8aa,9b)]-; (-)-Epipodophyllotoxin

Article Data 46

Epipodophyllotoxin Chemical Properties

IUPAC Name: (5S,5aR,8aR,9R)-5-Hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
Synonyms of Epipodophyllotoxin (CAS NO.4375-07-9): 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-(5-alpha,5a-beta,8a-alpha,9-beta))- ; Etopside
CAS NO: 4375-07-9
Molecular Formula: C22H22O8
Molecular Weight : 414.405280 g/mol
Molecular Structure:
H bond acceptors: 1
H bond donors: 0
H bond acceptors: 8
H bond donors: 1
Freely Rotating Bonds: 5
Polar Surface Area: 81.68 Å2
Index of Refraction: 1.605
Molar Refractivity: 104.28 cm3
Molar Volume: 302.3 cm3
Surface Tension: 52.7 dyne/cm
Density: 1.37 g/cm3
Flash Point: 210.2 °C
Enthalpy of Vaporization: 93.64 kJ/mol
Boiling Point: 597.9 °C at 760 mmHg
Vapour Pressure: 3.82E-15 mmHg at 25°C

Epipodophyllotoxin Toxicity Data With Reference

1.    

dni-hmn:hlas 800 nmol/L

    BICHAW    Biochemistry. 15 (1976),5443.
2.    

oth-hmn:hlas 5 µmol/L

    BICHAW    Biochemistry. 15 (1976),5443.

Epipodophyllotoxin Safety Profile

Experimental reproductive effects. Mutation data reported. When Epipodophyllotoxin (CAS NO.4375-07-9) is heated to decomposition, it emits acrid smoke and irritating fumes.

Epipodophyllotoxin Specification

Epipodophyllotoxins are alkaloids naturally occurring in the root of American Mayapple plant (Podophyllum peltatum).

Some epipodophyllotoxin derivatives are currently used in the treatment of cancer. These include etoposide and teniposide. They act as anti-cancer drugs by inhibiting topoisomerase II.

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