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ChemicalBook--->CAS DataBase List--->533884-09-2

533884-09-2

533884-09-2 Structure

533884-09-2 Structure
IdentificationBack Directory
[Name]

Erteberel (LY500307)
[CAS]

533884-09-2
[Synonyms]

CS-897
SERBA-1
LY500307
Erteberel
Phenchlobenpyrrone
Erteberel (LY500307)
LY500307 (Erteberel)
Erteberel (LY500307) USP/EP/BP
(3aS,4R,9bR)-4-(4-hydroxyphenyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol
(3aS,4R,9bR)-1,2,3,3a,4,9b-Hexahydro-4-(4-hydroxyphenyl)cyclopenta[c][1]benzopyran-8-ol
Cyclopenta[c][1]benzopyran-8-ol, 1,2,3,3a,4,9b-hexahydro-4-(4-hydroxyphenyl)-, (3aS,4R,9bR)-
[Molecular Formula]

C18H18O3
[MDL Number]

MFCD22495234
[MOL File]

533884-09-2.mol
[Molecular Weight]

282.33
Chemical PropertiesBack Directory
[Boiling point ]

485.2±45.0 °C(Predicted)
[density ]

1.268
[storage temp. ]

Store at -20°C
[solubility ]

insoluble in H2O; ≥14.1 mg/mL in DMSO; ≥48.3 mg/mL in EtOH
[form ]

solid
[pka]

9.79±0.30(Predicted)
[color ]

Off-white to light brown
Hazard InformationBack Directory
[Uses]

Erteberel is a highly selective estrogen receptor β (ERβ) agonist.
[Biological Activity]

erteberel (ly500307) is a potent and selective erβ (estrogen receptor beta) agonist (ec50 = 0.66 nm). [1]estrogen receptors are nuclear hormone receptors that act as a ligand-activated transcription factor. it regulates gene expression, cell proliferation and differentiation in target tissues and involved in breast cancer, endometrial cancer and osteoporosis etc. [1]in transcription assay of cotransfected human prostate cancer cell line, erteberel showed potency (ec50 = 0.66 nm), selectivity (32-fold) and full agonist function (>90% relative efficacy) to erβ than to erα. [1]in mouse model, prostate wet weight of cd-1 mice were measured following oral daily doses of erteberel for 7 days. results showed reduction on prostate weight in a dose-dependent manner (0.01 mg/kg – 0.05 mg/kg), and no effect on testes/seminal vesicle weight and androgens testosterone/dihydrotestosterone circulating level. [1]
[storage]

Store at -20°C
[References]

[1] norman bh, dodge ja, richardson ti, borromeo ps, lugar cw, jones sa, chen k, wang y, durst gl, barr rj, montrose-rafizadeh c, osborne he, amos rm, guo s, boodhoo a, krishnan v. benzopyrans are selective estrogen receptor beta agonists with novel activity in models of benign prostatic hyperplasia. j med chem. 2006 oct 19;49(21):6155-7.
Spectrum DetailBack Directory
[Spectrum Detail]

Erteberel (LY500307)(533884-09-2)1HNMR
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