SML2034
AGN 193109
≥98% (HPLC), pan-retinoic acid receptor (RAR) antagonist, powder
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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关于此项目
经验公式（希尔记法）:
C28H24O2
化学文摘社编号:
分子量:
392.49
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
产品名称
AGN 193109, ≥98% (HPLC)
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)
SMILES string
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 key
NCEQLLNVRRTCKJ-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear (warmed)
storage temp.
−20°C
相关类别
Biochem/physiol Actions
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。
具有体外和体内功效的高亲和力口服活性泛视黄酸受体（RAR）拮抗剂。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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
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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