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4375-07-9

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Basic Information
CAS No.: 4375-07-9
Name: (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
Article Data: 46
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)
Formula: C22H22 O8
Molecular Weight: 414.412
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
Density: 1.2649 (rough estimate)
Melting Point: 160.3°C
Boiling Point: 453.31°C (rough estimate)
Flash Point: 210.2oC
Safety: Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
PSA: 92.68000
LogP: 2.40920
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Chemistry

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

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.

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.

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.