4'-Demethylepipodophyllotoxin

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Names

[ CAS No. ]:
6559-91-7

[ Name ]:
4'-Demethylepipodophyllotoxin

[Synonym ]:
(5R,5aR,8aR,9S)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
4'-DMEP
4'-Demethylepipodophyllotoxin
4-DEMETHYL EIPODOPHYLLOTOXIN
4-Domethylpodophyllotoxin,4'-demethyl-epi-Podophyllotoxin
Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, (5R,5aR,8aR,9S)-
4'-demethyl-9-epipodophyllotoxin
4'-demethyl-epipodophyllotoxin
4'-demethyl-4-epipodophyllotoxin
4'-O-demethyl-4-epipodophyllotoxin
4'-DEMETHYLEPIPODOPHYLLOTOXINE
DMEP
MFCD00189421
4'-O-demethylepipodophyllotoxin
etoposide aglycone
4-Demethylepipodo phyllotoxin

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
626.5±55.0 °C at 760 mmHg

[ Melting Point ]:
246-248ºC

[ Molecular Formula ]:
C21H20O8

[ Molecular Weight ]:
400.379

[ Flash Point ]:
224.4±25.0 °C

[ Exact Mass ]:
400.115814

[ PSA ]:
103.68000

[ LogP ]:
0.71

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.638

[ Storage condition ]:
-20°C Freezer

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LV2476200
CAS REGISTRY NUMBER :
6559-91-7
BEILSTEIN REFERENCE NO. :
1358259
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C21-H20-O8
MOLECULAR WEIGHT :
400.41
WISWESSER LINE NOTATION :
T E5 C665 FVO NO PO OHTT&&J DR DQ CO1 EO1& JQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Human HeLa cell
DOSE/DURATION :
10 umol/L
REFERENCE :
BICHAW Biochemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1962- Volume(issue)/page/year: 15,5443,1976

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Podophyllotoxin
  • (5R,5aR,8aR,9S)-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-iodo-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
  • 7-chlorodeoxypodophyllotoxin
  • acetic acid

DownStream

  • Etoposide
  • Lignan P
  • ethyl 4-[[(5R,9S)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-5-yl]amino]benzoate
  • (5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-5-(4-hydroxyphenyl)sulfanyl-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
  • 4-Demethyldeoxypodophyllotoxin
  • (3aS,4S,9R,9aR)-9-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-dimethoxy-4-(4-nitroanilino)-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-1-one
  • (3aR,4S,9R,9aR)-4,6,7-trihydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-1-one
  • ethyl 4-[[(3aS,4S,9R,9aR)-9-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-dimethoxy-1-oxo-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-4-yl]amino]benzoate
  • NPF-etoposide
  • (3aS,4S,9R,9aR)-4-(4-fluoroanilino)-6,7-dimethoxy-9-(3,4,5-trimethoxyphenyl)-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-1-one

Related Compounds

  • 2'-chloro-4'-demethylepipodophyllotoxin
  • 4'-demethylepipodophyllotoxin ethyl ether
  • 4'-demethylepipodophyllotoxin 4-ethyl thioether
  • 4'-Demethylepipodophyllotoxin ethylidene-β-D-glucoside
  • 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4'-demethylepipodophyllotoxin
  • 4-O-(tert-butyldimethylsilyl)-11-oxo-13-deoxo-4'-demethylepipodophyllotoxin