U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C25H32O2S
Molecular Weight 396.585
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ETAROTENE

SMILES

CCS(=O)(=O)C1=CC=C(C=C1)\C=C(/C)C2=CC=C3C(=C2)C(C)(C)CCC3(C)C

InChI

InChIKey=UDAZCXVIYSIEFX-FBMGVBCBSA-N
InChI=1S/C25H32O2S/c1-7-28(26,27)21-11-8-19(9-12-21)16-18(2)20-10-13-22-23(17-20)25(5,6)15-14-24(22,3)4/h8-13,16-17H,7,14-15H2,1-6H3/b18-16+

HIDE SMILES / InChI
Etarotene (Ro 15-1570) is an arotinoid sulfone. Etarotene inhibits RNase P, a ribonucleoprotein that endonucleolytically cleaves all tRNA precursors to produce the mature 5' end, thereby affecting tRNA biogenesis. Etarotene has antikeratinizing potential. It was undergoing phase III clinical trials with Roche in the US for the treatment of psoriasis and other skin.

Approval Year

PubMed

PubMed

TitleDatePubMed
Quantitative analysis of retinoids in biological fluids by high-performance liquid chromatography using column switching. III. Determination of the arotinoid sumarotene and its Z-isomer in human and animal plasma.
1992 Apr 15
Regulation of the induction of ornithine decarboxylase in keratinocytes by retinoids.
1995 Jul 1
Phorbol 12-myristate 13-acetate inhibits epidermal growth factor signalling in human keratinocytes, leading to decreased ornithine decarboxylase activity.
1996 Oct 15
Inhibitory effects of arotinoids on tRNA biogenesis.
2000 Nov-Dec
Name Type Language
ETAROTENE
INN   USAN  
USAN   INN  
Official Name English
etarotene [INN]
Common Name English
RO-151570000
Code English
6-((E)-P-(ETHYLSULFONYL)-.ALPHA.-METHYLSTYRYL)-1,2,3,4-TETRAHYDRONAPHTHALENE
Common Name English
NAPHTHALENE, 6-(2-(4-(ETHYLSULFONYL)PHENYL)-1-METHYLETHENYL)-1,2,3,4-TETRAHYDRO-1,1,4,4-TETRAMETHYL-, (E)-
Common Name English
ETAROTENE [USAN]
Common Name English
RO 15-1570/000
Code English
RO-15-1570/000
Code English
Classification Tree Code System Code
NCI_THESAURUS C804
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C96705
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
EVMPD
SUB07264MIG
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106243
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
SMS_ID
100000082390
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
CAS
87719-32-2
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
PUBCHEM
6435463
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
INN
6737
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
FDA UNII
PD3817FE9N
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID101318671
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY
USAN
CC-39
Created by admin on Fri Dec 15 16:49:18 GMT 2023 , Edited by admin on Fri Dec 15 16:49:18 GMT 2023
PRIMARY