tretinoin

Ligand Id: 2644
Ligand name tretinoin

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 37.3
Molecular weight 300.21
XLogP 6.25
No. Lipinski's rules broken 1

Molecular properties generated using the CDK


Classification
Compound class Metabolite or derivative
Approved drug? Yes (source: FDA (1995))
DrugBank groups approved
IUPAC Name
3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid
International Nonproprietary Names
INN number INN
2875 tretinoin
Synonyms
all-trans-retinoic acid
ATRA
Database Links
BindingDB Ligand 31883
CAS Registry No. 302-79-4 (source: Scifinder)
ChEBI CHEBI:15367
ChEMBL Ligand CHEMBL38
DrugBank Ligand DB00755
NURSA Ligand 1017, li42, li25
PharmGKB Drug PA450128, PA451746, PA164746900
PubChem CID 444795
RCSB PDB Ligand REA
Search Google for chemical match using the InChIKey SHGAZHPCJJPHSC-YCNIQYBTSA-N
Search Google for chemicals with the same backbone SHGAZHPCJJPHSC
Search PubMed clinical trials tretinoin
Search PubMed titles tretinoin
Search PubMed titles/abstracts tretinoin
Wikipedia Tretinoin
ZINC ZINC12358651
Comments
Tretinoin is a naturally occurring derivative of vitamin A (retinoic acid) and as such is an agonist at the retinoic acid receptor. Tretinoin binds to α, β, and γ isoforms of the retinoic acid receptor. Retionoids are important regulators of cell reproduction, proliferation, and differentiation.