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Merck
모든 사진(1)

주요 문서

SML2061

Sigma-Aldrich

ST1926

≥98% (HPLC)

동의어(들):

(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

실험식(Hill 표기법):
C25H26O3
CAS Number:
Molecular Weight:
374.47
UNSPSC 코드:
12352200
NACRES:
NA.77

분석

≥98% (HPLC)

양식

powder

색상

white to beige

solubility

DMSO: 2 mg/mL, clear

저장 온도

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+

생화학적/생리학적 작용

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.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

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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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Valentina Zuco et al.
International journal of cancer, 126(5), 1246-1255 (2009-08-14)
The synthetic atypical retinoids containing an adamantyl group exhibit antiproliferative or proapoptotic activities. Apoptosis induction is a dose-dependent effect independent of retinoid receptors. We have reported that induction of apoptosis by the atypical retinoid, ST1926, is associated with early manifestations
Ashelyn E Sidders et al.
eLife, 12 (2023-03-07)
Antibiotic tolerance and antibiotic resistance are the two major obstacles to the efficient and reliable treatment of bacterial infections. Identifying antibiotic adjuvants that sensitize resistant and tolerant bacteria to antibiotic killing may lead to the development of superior treatments with
Accelerated inflammation and oxidative stress induced by LPS in acute lung injury: Inhibition by ST1926
Dong Z and Yuan Y
International Journal of Molecular Medicine, 41(6), 3405-3421 (2018)
Edoardo Parrella et al.
Molecular pharmacology, 70(3), 909-924 (2006-06-22)
The retinoid-related molecules (RRMs) ST1926 [(E)-3-(4'-hydroxy-3'-adamantylbiphenyl-4-yl)acrylic acid] and CD437 (6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphthalene carboxylic acid) are promising anticancer agents. We compared the retinoic acid receptor (RAR) trans-activating properties of the two RRMs and all-trans-retinoic acid (ATRA). ST1926 and CD437 are better RARgamma agonists
ST1926, a novel and orally active retinoid-related molecule inducing apoptosis in myeloid leukemia cells: modulation of intracellular calcium homeostasis
Garattini E et al.
Blood, 103(1), 194-207 (2004)

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