4'-DEMETHYLPODOPHYLLOTOXIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H20O8
Molecular Weight	400.3787
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12COC(=O)[C@]1([H])[C@H](C3=CC(OC)=C(O)C(OC)=C3)C4=CC5=C(OCO5)C=C4[C@@H]2O

InChI

InChIKey=YVCVYCSAAZQOJI-BTINSWFASA-N

InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H20O8
Molecular Weight	400.3787
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25446499

4'-demethylpodophyllotoxin, a lignan, isolated from the root of Podophyllum hexandrum, exhibits anticancer properties.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Production of tumour-inhibitory lignans in callus cultures of Podophyllum hexandrum.	1990 Nov	24227060
(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase.	1996 Jan 5	8568830

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Cytotoxic effects of isolated compounds, including 4'-demethylpodophyllotoxin (compound 3) on a panel of ﬁve different cancer cell lines: PC-3, HeLa, HCT-116, HEK-293 and MCF-7 through cell viability (MTT) assay were determined. Cells were exposed to varying concentrations of test compound.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:50:09 GMT 2023` Edited by `admin` on `Sat Dec 16 08:50:09 GMT 2023`
Record UNII	7N5E50463V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4'-DEMETHYLPODOPHYLLOTOXIN

Common Name

English

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,9R)-

Systematic Name

English

4'-O-DEMETHYLPODOPHYLLOTOXIN

Common Name

English

4-DEMETHYLPODOPHYLLOTOXIN

Common Name

English

Code System Code Type Description

PUBCHEM

122667