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Merck

SML2034

Sigma-Aldrich

AGN 193109

≥98% (HPLC)

别名:

4-[2-[5,6-二氢-5,5-二甲基-8-(4-甲基苯基)-2-萘基]乙炔基]-苯甲酸, AGN193109, CD 3106

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About This Item

经验公式(希尔记法):
C28H24O2
分子量:
392.49
MDL號碼:
分類程式碼代碼:
12352200
NACRES:
NA.77

化驗

≥98% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 2 mg/mL, clear (warmed)

儲存溫度

−20°C

SMILES 字串

O=C(O)C1=CC=C(C#CC2=CC=C3C(C)(C)CC=C(C4=CC=C(C)C=C4)C3=C2)C=C1

InChI

1S/C28H24O2/c1-19-4-11-22(12-5-19)24-16-17-28(2,3)26-15-10-21(18-25(24)26)7-6-20-8-13-23(14-9-20)27(29)30/h4-5,8-16,18H,17H2,1-3H3,(H,29,30)

InChI 密鑰

NCEQLLNVRRTCKJ-UHFFFAOYSA-N

生化/生理作用

AGN 193109是一种口服活性视黄酸受体(RAR)拮抗剂,它会靶向所有三种RAR亚型,其亲和力(RARα/β/γ Kd = 2 nM)高于全反式视黄酸/ATRA(RARα/β/γ Kd = 9/12/19 nM)。AGN 193109在RARα、RARβ和RARγ转染的CV-1细胞中可有效拮抗ATRA诱导的转录(通过等摩尔的AGN 193109拮抗ATRA可分别达到85%、62%和100%)。AGN 193109还广泛用于通过口服(1-10 mg/kg)或局部(0.3-36 μmol/kg)给药在小鼠和大鼠体内阻断RAR介导的的生理和病理过程。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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D R Soprano et al.
Toxicology and applied pharmacology, 174(2), 153-159 (2001-07-12)
The synthetic retinoid AGN 193109 is a potent pan retinoic acid receptor (RAR) antagonist. Treatment of pregnant mice with a single oral 1 mg/kg dose of this antagonist on day 8 postcoitum results in severe craniofacial (median cleft face or
Quan Wu et al.
PLoS biology, 14(9), e1002553-e1002553 (2016-09-09)
The differential programming of sperm and eggs in gonads is a fundamental topic in reproductive biology. Although the sexual fate of germ cells is believed to be determined by signaling factors from sexually differentiated somatic cells in fetal gonads, the
Shriram Nallamshetty et al.
Bone, 67, 281-291 (2014-07-30)
PPARγ, a ligand-activated nuclear receptor, regulates fundamental aspects of bone homeostasis and skeletal remodeling. PPARγ-activating anti-diabetic thiazolidinediones in clinical use promote marrow adiposity, bone loss, and skeletal fractures. As such, delineating novel regulatory pathways that modulate the action of PPARγ
Tadaaki Nakajima et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(50), 14354-14359 (2016-12-03)
The Müllerian duct develops into the oviduct, uterus, and vagina, all of which are quite distinct in their morphology and function. The epithelial fate of these female reproductive organs in developing mice is determined by factors secreted from the stroma;
Synthesis and characterization of a highly potent and effective antagonist of retinoic acid receptors.
A T Johnson et al.
Journal of medicinal chemistry, 38(24), 4764-4767 (1995-11-24)

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