AMIKHELLINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H21NO5
Molecular Weight	331.363
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN(CC)CCOC1=C2OC(C)=CC(=O)C2=C(O)C3=C1OC=C3

InChI

InChIKey=QZBPFSZZMYTRIA-UHFFFAOYSA-N

InChI=1S/C18H21NO5/c1-4-19(5-2)7-9-23-18-16-12(6-8-22-16)15(21)14-13(20)10-11(3)24-17(14)18/h6,8,10,21H,4-5,7,9H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C18H21NO5
Molecular Weight	331.363
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/60141 | https://www.ncbi.nlm.nih.gov/pubmed/4364376

Amikhellin (AK), an antimitotic drug, is a synthetic water-soluble derivative of khellin, an alkaloid extracted from seeds of Ammi Visnaga. Amikhellin has been used so far mostly as a vasodiator. Amikhellin binds to double-stranded DNA by an intercalation process. It inhibits the DNA-polymerase from murine sarcoma leukemia virus.

Approval Year

PubMed

Title	Date	PubMed
[Action of amikhellin on chromatin and chromosomes in amphibian eggs during cleavage].	1972 Jul-Sep	4667752
Studies on amikhellin. I. Intercalative binding to double-stranded DNA.	1973	4364376
[Chromosomal and internuclear bridges induced with amikhellin in the blastomeres of newt eggs].	1974 Dec	4477397

Patents

Sample Use Guides

In Vitro Use Guide

When amikhellin is allowed to react with poly(rA) n - oligo(dT)10 (nucleolide ratio [A] :[T] -- 20:1 before addition of DNA-polymerase enzyme, there is a drastic inhibition of (3H) dTMP incorporation for drug concentrations between 10 (-4) and 10 (-3) M.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:34:41 GMT 2023` Edited by `admin` on `Fri Dec 15 16:34:41 GMT 2023`
Record UNII	BD9T227F6M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMIKHELLINE

Official Name

English

amikhelline [INN]

Common Name

English

9(2-(DIETHYLAMINO)ETHOXY)-4-HYDROXY-7-METHYL-5H-FURO(3,2-G)(1)BENZOPYRAN-5-ONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29698