BEXAROTENE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC L01XF03
UNII A61RXM4375
EPA CompTox DTXSID1040619

Structure

InChI Key NAVMQTYZDKMPEU-UHFFFAOYSA-N
Smiles C=C(c1ccc(C(=O)O)cc1)c1cc2c(cc1C)C(C)(C)CCC2(C)C
InChI
InChI=1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H28O2
Molecular Weight 348.49
AlogP 6.1
Hydrogen Bond Acceptor 1.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 3.0
Polar Surface Area 37.3
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 26.0

Pharmacology

Mechanism of Action Action Reference
Retinoid X receptor agonist AGONIST FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 1
6 - - 180 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 2
282 - - 50 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 3
648 - - 130 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group H Nuclear hormone receptor subfamily 1 group H member 3
196-434 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 1
2.7-149 632 14-210 14-379 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 2
24-112 - 21-21 5.9-21 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 3
20-122 - 29-29 8.3-75 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 4 Nuclear hormone receptor subfamily 4 group A Nuclear hormone receptor subfamily 4 group A member 2
10 - - - -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
2.7-434 632 14-210 5.9-379 10
Mus musculus
20-40 - - 21-29 -
Rattus norvegicus
40 - - - 56

Target Conservation

Protein: Retinoid X receptor
Description: Retinoic acid receptor RXR-alpha
Organism : Homo sapiens
P19793 ENSG00000186350
Protein: Retinoid X receptor
Description: Retinoic acid receptor RXR-beta
Organism : Homo sapiens
P28702 ENSG00000204231
Protein: Retinoid X receptor
Description: Retinoic acid receptor RXR-gamma
Organism : Homo sapiens
P48443 ENSG00000143171

Cross References

Resources Reference
ChEBI 50859
ChEMBL CHEMBL1023
DrugBank DB00307
DrugCentral 361
FDA SRS A61RXM4375
Human Metabolome Database HMDB0014452
Guide to Pharmacology 2807
KEGG D03106
PDB 9RA
PharmGKB PA164752250
PubChem 82146
SureChEMBL SCHEMBL9025
ZINC ZINC000001539579
CONTENTS