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Details

Stereochemistry ACHIRAL
Molecular Formula C17H14N2O.ClH
Molecular Weight 298.767
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 9-HYDROXYELLIPTICINE HYDROCHLORIDE

SMILES

Cl.CC1=C2NC3=C(C=C(O)C=C3)C2=C(C)C4=CN=CC=C14

InChI

InChIKey=DLDKVFOKLGPVBT-UHFFFAOYSA-N
InChI=1S/C17H14N2O.ClH/c1-9-14-8-18-6-5-12(14)10(2)17-16(9)13-7-11(20)3-4-15(13)19-17;/h3-8,19-20H,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula C17H14N2O
Molecular Weight 262.3059
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Old drug, new target: ellipticines selectively inhibit RNA polymerase I transcription.
2013-02-15
Cytochrome b5 increases cytochrome P450 3A4-mediated activation of anticancer drug ellipticine to 13-hydroxyellipticine whose covalent binding to DNA is elevated by sulfotransferases and N,O-acetyltransferases.
2012-05-21
Tyrosine kinase inhibition: Ligand binding and conformational change in c-Kit and c-Abl.
2009-09-03
Ellipticine and benzo(a)pyrene increase their own metabolic activation via modulation of expression and enzymatic activity of cytochromes P450 1A1 and 1A2.
2008-09
Cytochromes P450 reconstituted with NADPH: P450 reductase mimic the activating and detoxicating metabolism of the anticancer drug ellipticine in microsomes.
2006-12
Oxidation pattern of the anticancer drug ellipticine by hepatic microsomes - similarity between human and rat systems.
2006-09
Development of a novel cytochrome p450 bioaffinity detection system coupled online to gradient reversed-phase high-performance liquid chromatography.
2005-08
The anticancer drug ellipticine forms covalent DNA adducts, mediated by human cytochromes P450, through metabolism to 13-hydroxyellipticine and ellipticine N2-oxide.
2004-11-15
9-hydroxyellipticine and derivatives as chemotherapy agents.
2003-03
Identification of new drug sensitivity genes using genetic suppressor elements: protein arginine N-methyltransferase mediates cell sensitivity to DNA-damaging agents.
2003-01-01
Cardioprotective effects of 9-hydroxyellipticine on ischemia and reperfusion in isolated rat heart.
2002-05
9-Hydroxyellipticine alters the conformation and DNA binding characteristics of mutated p53 protein.
2001-11-29
Patents

Patents

Substance Class Chemical
Created
by admin
on Wed Apr 02 12:15:36 GMT 2025
Edited
by admin
on Wed Apr 02 12:15:36 GMT 2025
Record UNII
6KBD4FD43H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
9-HYDROXYELLIPTICINE HYDROCHLORIDE
Common Name English
NSC-264136
Preferred Name English
6H-PYRIDO(4,3-B)CARBAZOL-9-OL, 5,11-DIMETHYL-, MONOHYDROCHLORIDE
Systematic Name English
6H-PYRIDO(4,3-B)CARBAZOL-9-OL, 5,11-DIMETHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID20966614
Created by admin on Wed Apr 02 12:15:36 GMT 2025 , Edited by admin on Wed Apr 02 12:15:36 GMT 2025
PRIMARY
CAS
52238-35-4
Created by admin on Wed Apr 02 12:15:36 GMT 2025 , Edited by admin on Wed Apr 02 12:15:36 GMT 2025
PRIMARY
NSC
264136
Created by admin on Wed Apr 02 12:15:36 GMT 2025 , Edited by admin on Wed Apr 02 12:15:36 GMT 2025
PRIMARY
FDA UNII
6KBD4FD43H
Created by admin on Wed Apr 02 12:15:36 GMT 2025 , Edited by admin on Wed Apr 02 12:15:36 GMT 2025
PRIMARY
PUBCHEM
148569
Created by admin on Wed Apr 02 12:15:36 GMT 2025 , Edited by admin on Wed Apr 02 12:15:36 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE