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CHEBI:75261 - arotinoid acid

Default Structure
ChEBI IDCHEBI:75261
ChEBI Namearotinoid acid
Stars
DefinitionA retinoid that consists of benzoic acid substituted at position 4 by a 2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-en-1-yl group. It is a synthetic retinoid that acts as a selective agonist for the retinoic acid receptors (RAR).
Secondary ChEBI IDCHEBI:46258
Last Modified28 July 2014
Submitternamrata
DownloadsMolfile
FormulaC24H28O2
Net Charge0
Average Mass348.486
Monoisotopic Mass348.20893
SMILESC/C(=C\c1ccc(C(=O)O)cc1)c1ccc2c(c1)C(C)(C)CCC2(C)C
InChIInChI=1S/C24H28O2/c1-16(14-17-6-8-18(9-7-17)22(25)26)19-10-11-20-21(15-19)24(4,5)13-12-23(20,2)3/h6-11,14-15H,12-13H2,1-5H3,(H,25,26)/b16-14+
InChIKeyFOIVPCKZDPCJJY-JQIJEIRASA-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 agonist  An agonist that selectively binds to and activates a retinoic acid receptor.
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.
Applications:
retinoic acid receptor agonist  An agonist that selectively binds to and activates a retinoic acid receptor.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
arotinoid acid (CHEBI:75261) has role antineoplastic agent (CHEBI:35610)
arotinoid acid (CHEBI:75261) has role retinoic acid receptor agonist (CHEBI:67198)
arotinoid acid (CHEBI:75261) has role teratogenic agent (CHEBI:50905)
arotinoid acid (CHEBI:75261) is a benzoic acids (CHEBI:22723)
arotinoid acid (CHEBI:75261) is a naphthalenes (CHEBI:25477)
arotinoid acid (CHEBI:75261) is a retinoid (CHEBI:26537)
IUPAC Name 
4-[(1E)-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-en-1-yl]benzoic acid
Synonyms  Source
AGN-191183ChemIDplus
Arotinoic acidChemIDplus
CCRIS 3297DrugBank
Ro 13-7410ChemIDplus
Ro 13-7410KEGG COMPOUND
TTNPBKEGG COMPOUND
Manual XrefsDatabases
C15634KEGG COMPOUND
CN1830950Patent
DB02877DrugBank
TTBPDBeChem
Registry NumbersSources
Reaxys:2008247Reaxys
CAS:71441-28-6KEGG COMPOUND
CAS:71441-28-6ChemIDplus
Citations