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SML1950

Sigma-Aldrich

UVI3003

≥98% (HPLC)

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Synonym(s):
3-[4-Hydroxy-3-[5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-3-(pentyloxy)-2-naphthalenyl]phenyl]-2-propenoic acid
Empirical Formula (Hill Notation):
C28H36O4
CAS Number:
847239-17-2
Molecular Weight:
436.58
MDL number:
MFCD18086862
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

CC(CCC1(C)C)(C)C2=C1C=C(C3=C(O)C=CC(C=CC(O)=O)=C3)C(OCCCCC)=C2

InChI

1S/C28H36O4/c1-6-7-8-15-32-25-18-23-22(27(2,3)13-14-28(23,4)5)17-21(25)20-16-19(9-11-24(20)29)10-12-26(30)31/h9-12,16-18,29H,6-8,13-15H2,1-5H3,(H,30,31)/b12-10+

InChI key

APJSHECCIRQQDV-ZRDIBKRKSA-N

Biochem/physiol Actions

UVI3003 is a high-affinity selective Pan-retinoid X receptor (RXR) full antagonist. Retinoid actions are predominantly mediated through the formation of various RAR and RXR isotype heterodimers that can act as either transcriptional repressors or activators. UVI3003 has been used as a tool to test the contribution of RXR to transactivation by a given RXR heterodimer. It was found to induce teratogenesis in zebrafish embryos and recently was found to inhibit A?42 aggregation.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Johnny Habchi et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(2), E200-E208 (2016-12-25)
The aggregation of the 42-residue form of the amyloid-β peptide (Aβ42) is a pivotal event in Alzheimer's disease (AD). The use of chemical kinetics has recently enabled highly accurate quantifications of the effects of small molecules on specific microscopic steps
Jingmin Zhu et al.
Toxicology and applied pharmacology, 314, 91-97 (2016-11-30)
The RXR agonist (triphenyltin, TPT) and the RXR antagonist (UVI3003) both show teratogenicity and, unexpectedly, induce similar malformations in Xenopus tropicalis embryos. In the present study, we exposed X. tropicalis embryos to UVI3003 in seven specific developmental windows and identified
Virginie Nahoum et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(44), 17323-17328 (2007-10-20)
Retinoid X receptors (RXRalpha, -beta, and -gamma) occupy a central position in the nuclear receptor superfamily, because they form heterodimers with many other family members and hence are involved in the control of a variety of (patho)physiologic processes. Selective RXR
Jiankai Wei et al.
Molecular ecology resources, 20(5), 1414-1431 (2020-06-13)
Tunicates occupy the evolutionary position at the boundary of invertebrates and vertebrates. It exhibits adaptation to broad environmental conditions and is distributed globally. Despite hundreds of years of embryogenesis studies, the genetic basis of the invasive habits of ascidians remains

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