CHEBI:88334 - CD437

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ChEBI Name CD437
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H26O3
Net Charge 0
Average Mass 398.495
Monoisotopic Mass 398.18819
InChI InChI=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)
SMILES C1C2(CC3CC(CC1C3)C2)C4=C(C=CC(=C4)C5=CC=C6C(=C5)C=CC(=C6)C(=O)O)O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): retinoic acid receptor gamma agonist
Any retinoic acid receptor (RAR) agonist with specificity for RARgamma.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): retinoic acid receptor gamma agonist
Any retinoic acid receptor (RAR) agonist with specificity for RARgamma.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 adapalene (CHEBI:31174) has functional parent CD437 (CHEBI:88334)
6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid
Synonyms Sources
6-[4-hydroxy-3-(tricyclo[,7]dec-1-yl)phenyl]-2-naphthalenecarboxylic acid ChemIDplus
6-[4-hydroxy-3-(tricyclo[,7]dec-1-yl)phenyl]naphthalene-2-carboxylic acid IUPAC
Apoptosis Activator VI ChEBI
Cd 437 ChemIDplus
CD-437 ChEBI
Manual Xref Database
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Registry Numbers Types Sources
125316-60-1 CAS Registry Number ChemIDplus
7445028 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10942519 PubMed citation Europe PMC
11526443 PubMed citation Europe PMC
12566985 PubMed citation Europe PMC
12581872 PubMed citation Europe PMC
17474084 PubMed citation Europe PMC
18936944 PubMed citation Europe PMC
22446330 PubMed citation Europe PMC
9846184 PubMed citation Europe PMC
Last Modified
25 February 2016