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Key Documents

SML2061

Sigma-Aldrich

ST1926

≥98% (HPLC)

Synonym(s):

(2E)-3-(4′-Hydroxy-3′-tricyclo[3.3.1.13,7]dec-1-yl[1,1′-biphenyl]-4-yl)-2-propenoic acid, Adarotene, ST 1926

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About This Item

Empirical Formula (Hill Notation):
C25H26O3
CAS Number:
Molecular Weight:
374.47
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

Oc1c(cc(cc1)c5ccc(cc5)\C=C\C(=O)O)C32CC4CC(C3)CC(C2)C4

InChI

1S/C25H26O3/c26-23-7-6-21(20-4-1-16(2-5-20)3-8-24(27)28)12-22(23)25-13-17-9-18(14-25)11-19(10-17)15-25/h1-8,12,17-19,26H,9-11,13-15H2,(H,27,28)/b8-3+

InChI key

QAWBIEIZDDIEMW-FPYGCLRLSA-N

Biochem/physiol Actions

ST1926 is an atypical retinoid that is able to overcome resistance to ATRA. ST1926 appears to induce apoptosis by production of DNA double-strand breaks (DSB) and chromosomal lesions during the S phase of the cell cycle.
ST1926 is considered to be more apoptotic than CD437. It is much effective in mobilizing calcium than CD437. ST1926 repress toll-like receptor 4 (TLR4)/myeloid differentiation factor 88 (MyD88) signal pathway to disable the actions of nuclear factor-κB (NF-κB). It has the ability to repress inflammation response and ROS synthesis in lung epithelial cells in vitro.
atypical retinoid

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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