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4'-demethylpodophyllotoxin

Names

[ CAS No. ]:
40505-27-9

[ Name ]:
4'-demethylpodophyllotoxin

[Synonym ]:
4-demethylepipodophyllotoxin
4'-O-demethylpodophyllotoxin
4'-Demethylpodophyllotoxin
(5R,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one

Biological Activity

[Description]:

4'-Demethylpodophyllotoxin is an aryltetralin lignin contained in the root of Podophyllum hexandrum and P. peltatum. 4'-Demethylpodophyllotoxin exhibits cytotoxic potential in diverse cancer cell lines[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others

[References]

[1]. David E.Jackson, et al. Aryltetralin lignans from Podophyllum hexandrum and Podophyllum peltatum. Phytochemistry, 1984, 23(5): 1147-1152.

[2]. Zilla MK, et al. 4'-Demethyl-deoxypodophyllotoxin glucoside isolated from Podophyllum hexandrum exhibits potential anticancer activities by altering Chk-2 signaling pathway in MCF-7 breast cancer cells. Chem Biol Interact. 2014 Dec 5;224:100-7.

Chemical & Physical Properties

[ Density]:
1.446 g/cm3

[ Boiling Point ]:
626.5ºC at 760 mmHg

[ Molecular Formula ]:
C21H20O8

[ Molecular Weight ]:
400.37900

[ Flash Point ]:
224.4ºC

[ Exact Mass ]:
400.11600

[ PSA ]:
103.68000

[ LogP ]:
2.10620

[ Index of Refraction ]:
1.637

[ Storage condition ]:
-20℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LV2476100
CAS REGISTRY NUMBER :
40505-27-9
BEILSTEIN REFERENCE NO. :
0099005
LAST UPDATED :
199612
DATA ITEMS CITED :
3
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 :
40 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

DownStream

Related Compounds