tretinoin

Ligand id: 2644

Name: tretinoin

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Structure and Physico-chemical Properties

2D Structure
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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))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
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) | Altreno® (0.05% lotion) | Avita® (0.025% gel) | Renova® (0.02% cream)
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.
Database Links
BindingDB Ligand 31883
CAS Registry No. 302-79-4 (source: Scifinder)
ChEBI CHEBI:15367
ChEMBL Ligand CHEMBL38
DrugBank Ligand DB00755
GtoPdb PubChem SID 135651435
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
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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

Product suppliers

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Tocris
Retinoic acid
Cat. No. 0695