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CHEBI:75261 - arotinoid acid

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:
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 agonist  An agonist that selectively binds to and activates a retinoic acid receptor.
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
TTNPBChEBI
Ro 13-7410ChemIDplus
AGN-191183ChemIDplus
Arotinoic acidChemIDplus
CCRIS 3297DrugBank
TTNPBKEGG COMPOUND
Manual XrefsDatabases
CN1830950Patent
DB02877DrugBank
TTBPDBeChem
C15634KEGG COMPOUND
Registry NumbersSources
Reaxys:2008247Reaxys
CAS:71441-28-6ChemIDplus
CAS:71441-28-6KEGG COMPOUND
Citations