PDBsum entry 2i0j

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Transcription PDB id
Jmol PyMol
Protein chains
221 a.a. *
I0G ×4
* Residue conservation analysis
PDB id:
Name: Transcription
Title: Benzopyrans are selective estrogen receptor beta agonists (serbas) with novel activity in models of benign prostatic hyperplasia
Structure: Estrogen receptor alpha. Chain: a, b, c, d. Fragment: steroid binding domain. Synonym: er, estradiol receptor, er-alpha. Engineered: yes. Mutation: yes
Source: Homo sapiens. Human. Organism_taxid: 9606. Gene: esr1, esr, nr3a1. Expressed in: escherichia coli bl21(de3). Expression_system_taxid: 469008.
Biol. unit: Dimer (from PQS)
2.90Å     R-factor:   0.242     R-free:   0.263
Authors: Y.Wang
Key ref: B.H.Norman et al. (2006). Benzopyrans are selective estrogen receptor beta agonists with novel activity in models of benign prostatic hyperplasia. J Med Chem, 49, 6155-6157. PubMed id: 17034120 DOI: 10.1021/jm060491j
10-Aug-06     Release date:   24-Oct-06    
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Protein chains
Pfam   ArchSchema ?
P03372  (ESR1_HUMAN) -  Estrogen receptor
595 a.a.
221 a.a.*
Key:    PfamA domain  Secondary structure  CATH domain
* PDB and UniProt seqs differ at 2 residue positions (black crosses)

 Gene Ontology (GO) functional annotation 
  GO annot!
  Cellular component     nucleus   1 term 
  Biological process     steroid hormone mediated signaling pathway   2 terms 
  Biochemical function     DNA binding     2 terms  


DOI no: 10.1021/jm060491j J Med Chem 49:6155-6157 (2006)
PubMed id: 17034120  
Benzopyrans are selective estrogen receptor beta agonists with novel activity in models of benign prostatic hyperplasia.
B.H.Norman, J.A.Dodge, T.I.Richardson, P.S.Borromeo, C.W.Lugar, S.A.Jones, K.Chen, Y.Wang, G.L.Durst, R.J.Barr, C.Montrose-Rafizadeh, H.E.Osborne, R.M.Amos, S.Guo, A.Boodhoo, V.Krishnan.
Benzopyran selective estrogen receptor beta agonist-1 (SERBA-1) shows potent, selective binding and agonist function in estrogen receptor beta (ERbeta) in vitro assays. X-ray crystal structures of SERBA-1 in ERalpha and beta help explain observed beta-selectivity of this ligand. SERBA-1 in vivo demonstrates involution of the ventral prostate in CD-1 mice (ERbeta effect), while having no effect on gonadal hormone levels (ERalpha effect) at 10x the efficacious dose, consistent with in vitro properties of this molecule.

Literature references that cite this PDB file's key reference

  PubMed id Reference
19967775 F.Minutolo, M.Macchia, B.S.Katzenellenbogen, and J.A.Katzenellenbogen (2011).
Estrogen receptor β ligands: Recent advances and biomedical applications.
  Med Res Rev, 31, 364-442.  
21481497 S.Bertini, A.De Cupertinis, C.Granchi, B.Bargagli, T.Tuccinardi, A.Martinelli, M.Macchia, J.R.Gunther, K.E.Carlson, J.A.Katzenellenbogen, and F.Minutolo (2011).
Selective and potent agonists for estrogen receptor beta derived from molecular refinements of salicylaldoximes.
  Eur J Med Chem, 46, 2453-2462.  
20924370 J.B.Bruning, A.A.Parent, G.Gil, M.Zhao, J.Nowak, M.C.Pace, C.L.Smith, P.V.Afonine, P.D.Adams, J.A.Katzenellenbogen, and K.W.Nettles (2010).
Coupling of receptor conformation and ligand orientation determine graded activity.
  Nat Chem Biol, 6, 837-843.
PDB codes: 2qxs 2qzo 3os8 3os9 3osa
20039342 J.Tummatorn, S.Ruchirawat, and P.Ploypradith (2010).
A convergent general strategy for the functionalized 2-aryl cycloalkyl-fused chromans: intramolecular hetero-Diels-Alder reactions of ortho-quinone methides.
  Chemistry, 16, 1445-1448.  
19063592 A.Amadasi, A.Mozzarelli, C.Meda, A.Maggi, and P.Cozzini (2009).
Identification of xenoestrogens in food additives by an integrated in silico and in vitro approach.
  Chem Res Toxicol, 22, 52-63.  
18301783 C.Zhao, K.Dahlman-Wright, and J.A.Gustafsson (2008).
Estrogen receptor beta: an overview and update.
  Nucl Recept Signal, 6, e003.  
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