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

References
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Retinoic acid receptors and retinoid X receptors: interactions with endogenous retinoic acids.
Proc. Natl. Acad. Sci. U.S.A.90 (1): 30-4. [PMID:8380496]
2. Charton J, Deprez-Poulain R, Hennuyer N, Tailleux A, Staels B, Deprez B. (2009)
Novel non-carboxylic acid retinoids: 1,2,4-oxadiazol-5-one derivatives.
Bioorg. Med. Chem. Lett.19 (2): 489-92. [PMID:19058965]
3. Keidel S, LeMotte P, Apfel C. (1994)
Different agonist- and antagonist-induced conformational changes in retinoic acid receptors analyzed by protease mapping.
Mol. Cell. Biol.14 (1): 287-98. [PMID:8264595]
4. Klaholz BP, Mitschler A, Moras D. (2000)
Structural basis for isotype selectivity of the human retinoic acid nuclear receptor.
J. Mol. Biol.302 (1): 155-70. [PMID:10964567]
5. Nagy L, Thomázy VA, Shipley GL, Fésüs L, Lamph W, Heyman RA, Chandraratna RA, Davies PJ. (1995)
Activation of retinoid X receptors induces apoptosis in HL-60 cell lines.
Mol. Cell. Biol.15 (7): 3540-51. [PMID:7791761]
6. Richieri GV, Ogata RT, Zimmerman AW, Veerkamp JH, Kleinfeld AM. (2000)
Fatty acid binding proteins from different tissues show distinct patterns of fatty acid interactions.
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7. Shaw N, Elholm M, Noy N. (2003)
Retinoic acid is a high affinity selective ligand for the peroxisome proliferator-activated receptor beta/delta.
J. Biol. Chem.278 (43): 41589-92. [PMID:12963727]
8. Stehlin-Gaon C, Willmann D, Zeyer D, Sanglier S, Van Dorsselaer A, Renaud JP, Moras D, Schüle R. (2003)
All-trans retinoic acid is a ligand for the orphan nuclear receptor ROR beta.
Nat. Struct. Biol.10 (10): 820-5. [PMID:12958591]
9. Thacher SM, Vasudevan J, Chandraratna RA. (2000)
Therapeutic applications for ligands of retinoid receptors.
Curr. Pharm. Des.6 (1): 25-58. [PMID:10637371]
10. Zhou XE, Suino-Powell KM, Xu Y, Chan CW, Tanabe O, Kruse SW, Reynolds R, Engel JD, Xu HE. (2011)
The orphan nuclear receptor TR4 is a vitamin A-activated nuclear receptor.
J. Biol. Chem.286 (4): 2877-85. [PMID:21068381]