Epipodophyllotoxin

Modify Date: 2025-08-25 13:26:45

Epipodophyllotoxin structure	Common Name	Epipodophyllotoxin
	CAS Number	4375-07-9	Molecular Weight	414.40500
	Density	1.37g/cm3	Boiling Point	597.9ºC at 760 mmHg
	Molecular Formula	C₂₂H₂₂O₈	Melting Point	160.3 °C
	MSDS	N/A	Flash Point	210.2ºC

Use of Epipodophyllotoxin

(-)-Epipodophyllotoxin (2) is an antiproliferative agent against cancer cells isolated from American mayapple Podophyllum peltatum, with GI50s of 0.36 and 0.24 μM in HeLa cells and MCF-7 cells, respectively. (-)-Epipodophyllotoxin can inhibit mitotic spindle assembly in vitro[1].

Name	(5R,5aR,8aR,9S)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tet rahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
Synonym	More Synonyms

Description	(-)-Epipodophyllotoxin (2) is an antiproliferative agent against cancer cells isolated from American mayapple Podophyllum peltatum, with GI50s of 0.36 and 0.24 μM in HeLa cells and MCF-7 cells, respectively. (-)-Epipodophyllotoxin can inhibit mitotic spindle assembly in vitro[1].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer
References	[1]. Magedov IV, et, al. Reengineered epipodophyllotoxin. Chem Commun (Camb). 2012 Oct 28; 48(84): 10416-8.

Density	1.37g/cm3
Boiling Point	597.9ºC at 760 mmHg
Melting Point	160.3 °C
Molecular Formula	C₂₂H₂₂O₈
Molecular Weight	414.40500
Flash Point	210.2ºC
Exact Mass	414.13100
PSA	92.68000
LogP	2.40920
Index of Refraction	1.605
InChIKey	YJGVMLPVUAXIQN-LGWHJFRWSA-N
SMILES	COc1cc(C2c3cc4c(cc3C(O)C3COC(=O)C23)OCO4)cc(OC)c1OC

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LV2520000

CAS REGISTRY NUMBER :: 4375-07-9

BEILSTEIN REFERENCE NO. :: 0099162

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C22-H22-O8

MOLECULAR WEIGHT :: 414.44

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 135 mg/kg

SEX/DURATION :: female 25 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - menstrual cycle changes or disorders

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 20 umol/L

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 48,512,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5374 No. of Facilities: 17 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 214 (estimated) No. of Female Employees: 214 (estimated)

Precursor 0
DownStream 4
CAS#:477-47-4 Picropodophyllotoxin CAS#:518-28-5 Podophyllotoxin CAS#:138456-91-4 (3aR,4S,9R,9aR)... CAS#:1180-35-4 Acetylepipodoph...

Name: Non-cytotoxic IMS activity (ratio LcV/MLR) was determined
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL847246

Name: Cytotoxicity against human primary amnion cells assessed as morphological changes by ...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL999159

Name: Antiviral activity against HSV1 infected in human primary amnion cells assessed as in...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL999158

Name: Inhibition of chicken brain microtubule polymerization after 30 mins
Source: ChEMBL
Target: N/A
External Id: CHEMBL3231043

Name: Cytotoxicity against mouse P388 cells
Source: ChEMBL
Target: P388
External Id: CHEMBL1025843

Name: Growth inhibition of human HT-29 cells after 72 hrs by SRB assay
Source: ChEMBL
Target: HT-29
External Id: CHEMBL2166893

Name: In vitro cytotoxicity against the A-549 (human lung carcinoma) neoplastic cell line
Source: ChEMBL
Target: A549
External Id: CHEMBL619517

Name: Growth inhibition of human A549 cells after 72 hrs by SRB assay
Source: ChEMBL
Target: A549
External Id: CHEMBL2166892

Name: Tested for immunosuppressive activity in mouse using allogenic MLR method
Source: ChEMBL
Target: Mus musculus
External Id: CHEMBL735757

Name: In vitro cytotoxicity against the P-388 (from DBA/2 mouse) neoplastic cell line
Source: ChEMBL
Target: P388
External Id: CHEMBL758432

Total 18, Current Page 1 of 2

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