Epipodophyllotoxin

Modify Date: 2026-08-29 20:12:42

Epipodophyllotoxin Structure
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].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

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

 Epipodophyllotoxin Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

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
References

[1]. Magedov IV, et, al. Reengineered epipodophyllotoxin. Chem Commun (Camb). 2012 Oct 28; 48(84): 10416-8.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

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

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

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 & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  0

DownStream  4

 EpipodophyllotoxinBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

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
1
2

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Sunphenon EGC
Epipodophyllotoxin
EPIGALLOCATECHIN
Teacatechin II
epi
Galloepicatechin
epigallocatechol
Greenteacatechins

 Epipodophyllotoxin | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What are the uses of (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?
A: Main uses of (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: (-)-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].
Q: What is the molecular formula of (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?
A: Molecular formula of (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 is C22H22O8.
Q: What is the melting point of (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?
A: Melting point of (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 is 160.3 °C.
Q: What is the SMILES notation of (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?
A: SMILES notation of (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 is COc1cc(C2c3cc4c(cc3C(O)C3COC(=O)C23)OCO4)cc(OC)c1OC.
Q: What is the InChIKey of (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?
A: InChIKey of (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 is YJGVMLPVUAXIQN-LGWHJFRWSA-N.
Q: What English synonyms does (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 have?
A: English synonyms of (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: Sunphenon EGC, Epipodophyllotoxin, EPIGALLOCATECHIN, Teacatechin II, epi, Galloepicatechin, epigallocatechol, Greenteacatechins.
Q: What is the boiling point of (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?
A: Boiling point of (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 is 597.9ºC at 760 mmHg.
Q: What is the CAS number of (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?
A: CAS number of (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 is 4375-07-9.
Q: What is the polar surface area (PSA) of (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?
A: Polar surface area (PSA) of (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 is 92.68000.
Q: What are the downstream products of (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?
A: Related downstream products(CAS) of (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: 477-47-4;518-28-5;138456-91-4;1180-35-4.

 Epipodophyllotoxinfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Dayang Chem (Hangzhou) Co., Ltd.
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