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CHEBI:90739 - BMS-453

ChEBI IDCHEBI:90739
ChEBI NameBMS-453
Stars
DefinitionA member of the class of dihydronaphthalenes that is 1,2-dihydronaphthalene which is substituted at positions 1, 1, 4, and 6 by methyl, methyl, phenyl, and 2-(p-carboxyphenyl)vinyl groups, respectively (the E isomer). It is a potent retinoic acid receptor γ (RARβ) agonist that acts as an antagonist against RARα and RARγ.
Last Modified15 May 2019
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H24O2
Net Charge0
Average Mass380.487
Monoisotopic Mass380.17763
SMILESCC1(C)CC=C(c2ccccc2)c2cc(/C=C/c3ccc(C(=O)O)cc3)ccc21
InChIInChI=1S/C27H24O2/c1-27(2)17-16-23(21-6-4-3-5-7-21)24-18-20(12-15-25(24)27)9-8-19-10-13-22(14-11-19)26(28)29/h3-16,18H,17H2,1-2H3,(H,28,29)/b9-8+
InChIKeyVUODRPPTYLBGFM-CMDGGOBGSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
retinoic acid receptor beta agonist  Any retinoic acid receptor (RAR) agonist with specificity for RARβ.
teratogenic agent  A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
retinoic acid receptor gamma antagonist  A retinoic acid receptor antagonist that antagonises retinoic acid receptor γ.
retinoic acid receptor alpha antagonist  A retinoic acid receptor antagonist that antagonises retinoic acid receptor α.
Applications:
retinoic acid receptor beta agonist  Any retinoic acid receptor (RAR) agonist with specificity for RARβ.
retinoic acid receptor gamma antagonist  A retinoic acid receptor antagonist that antagonises retinoic acid receptor γ.
retinoic acid receptor alpha antagonist  A retinoic acid receptor antagonist that antagonises retinoic acid receptor α.
ChEBI Ontology
Outgoing Relation(s)
BMS-453 (CHEBI:90739) has role retinoic acid receptor α antagonist (CHEBI:90713)
BMS-453 (CHEBI:90739) has role retinoic acid receptor β agonist (CHEBI:90742)
BMS-453 (CHEBI:90739) has role retinoic acid receptor γ antagonist (CHEBI:90744)
BMS-453 (CHEBI:90739) has role teratogenic agent (CHEBI:50905)
BMS-453 (CHEBI:90739) is a benzoic acids (CHEBI:22723)
BMS-453 (CHEBI:90739) is a dihydronaphthalenes (CHEBI:90740)
BMS-453 (CHEBI:90739) is a stilbenoid (CHEBI:26776)
IUPAC Name 
4-[(E)-2-(5,5-dimethyl-8-phenyl-5,6-dihydronaphthalen-2-yl)vinyl]benzoic acid
Synonyms  Source
BMS 453ChemIDplus
BMS 189453ChemIDplus
BMS453ChemIDplus
BMS-189453ChEBI
BMS189453ChEBI
Registry NumbersSources
Reaxys:24186643Reaxys
CAS:166977-43-1ChemIDplus
Citations