EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:88334 - CD437

ChEBI IDCHEBI:88334
ChEBI NameCD437
Stars
DefinitionA naphthoic acid that is 6-phenylnaphthylene-2-carboxyic acid in which the phenyl substituent has been substituted at positions 3 and 4 by adamant-1-yl and hydroxy groups, respectively. It acts as a selective agonist of retinoic acid receptor (RAR)γ and induces cell cycle arrest and apoptosis in various cancer cells.
Last Modified25 February 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H26O3
Net Charge0
Average Mass398.502
Monoisotopic Mass398.18819
SMILESO=C(O)c1ccc2cc(-c3ccc(O)c(C45CC6CC(CC(C6)C4)C5)c3)ccc2c1
InChIInChI=1S/C27H26O3/c28-25-6-5-22(20-1-2-21-11-23(26(29)30)4-3-19(21)10-20)12-24(25)27-13-16-7-17(14-27)9-18(8-16)15-27/h1-6,10-12,16-18,28H,7-9,13-15H2,(H,29,30)
InChIKeyLDGIHZJOIQSHPB-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
retinoic acid receptor gamma agonist  Any retinoic acid receptor (RAR) agonist with specificity for RARγ.
Application:
retinoic acid receptor gamma agonist  Any retinoic acid receptor (RAR) agonist with specificity for RARγ.
ChEBI Ontology
Outgoing Relation(s)
CD437 (CHEBI:88334) has role apoptosis inducer (CHEBI:68495)
CD437 (CHEBI:88334) has role retinoic acid receptor γ agonist (CHEBI:88336)
CD437 (CHEBI:88334) is a adamantanes (CHEBI:51339)
CD437 (CHEBI:88334) is a monocarboxylic acid (CHEBI:25384)
CD437 (CHEBI:88334) is a naphthoic acid (CHEBI:25483)
CD437 (CHEBI:88334) is a phenols (CHEBI:33853)
Incoming Relation(s)
adapalene (CHEBI:31174) has functional parent CD437 (CHEBI:88334)
IUPAC Name 
6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid
Synonyms  Source
6-[4-hydroxy-3-(tricyclo[3.3.1.13,7]dec-1-yl)phenyl]naphthalene-2-carboxylic acidIUPAC
AHPNChEBI
Cd 437ChemIDplus
Apoptosis Activator VIChEBI
6-[4-hydroxy-3-(tricyclo[3.3.1.13,7]dec-1-yl)phenyl]-2-naphthalenecarboxylic acidChemIDplus
CD-437ChEBI
Manual XrefsDatabases
LSM-6237LINCS
Registry NumbersSources
Reaxys:7445028Reaxys
CAS:125316-60-1ChemIDplus
Citations