tretinoin

Ligand id: 2644

Name: tretinoin

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Structure and Physico-chemical Properties

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 (FDA (1995))
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) | Avita® | Renova®
Database Links
BindingDB Ligand 31883
CAS Registry No. 302-79-4 (source: Scifinder)
ChEBI CHEBI:15367
ChEMBL Ligand CHEMBL38
DrugBank Ligand DB00755
NURSA Ligand 10.1621/3ZT36894UZ
PubChem CID 444795
RCSB PDB Ligand REA, 3KV
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
Search UniChem for chemical match using the InChIKey SHGAZHPCJJPHSC-YCNIQYBTSA-N
Search UniChem for chemicals with the same backbone SHGAZHPCJJPHSC
SynPHARM 79003 (in complex with Retinoic acid receptor-α)
6287 (in complex with Retinoic acid receptor-β)
79006 (in complex with Retinoic acid receptor-β)
6288 (in complex with Retinoic acid receptor-γ)
79008 (in complex with Retinoic acid receptor-γ)
Wikipedia Tretinoin
Comments
Tretinoin is a naturally occurring derivative of vitamin A (retinoic acid) and as such is an agonist at the retinoic acid receptors. Tretinoin binds to α, β, and γ isoforms of the retinoic acid receptor. Retionoids are important regulators of cell reproduction, proliferation, and differentiation.